best new england towns to visit in september

New England Wanderlust

Connecticut , Fall , Maine , Massachusetts , New Hampshire , Rhode Island , Vermont  ·  June 7, 2023

The PERFECT New England Fall Road Trip Itinerary: 3, 5, 7, 10 & 12 Day Options! (2024)

There’s a reason why New England is world-famous for fall foliage, and if you’re looking to plan the most amazing New England fall road trip, you’ve come to the right place! I’ve been traveling throughout this region for over 15 years, and have done quite a few fall foliage road trips and even more fall getaways. It took me a while, but I’ve finally put together the perfect itinerary for you based on real experience.

This post details the best places to visit in New England during fall foliage season that are worth the hype, the best times to plan your road trip, and also, which places may not be worth your time. So, you can rest assured that you’re truly seeing the best of the best with my itinerary.

This itinerary is also geared toward first-timers and those looking to find the best foliage spots . If you’ve experienced New England in the fall season before, many of these locations and tips may already be familiar. However, I’ve also sprinkled in some insider tips, so it’s still definitely worth reading 😉

During this trip, prepare to see idyllic countryside landscapes, blazing fall color, beautiful covered bridges, charming towns, general stores, epic overlooks and hiking trails, and so much more. Basically, you’ll get your fill of New England charm right from the start, and it won’t stop until the trip is over. Sound good? Then let’s get started!

New England Wanderlust contains affiliate links, and is a member of the Amazon Services LLC Associates Program. We may earn a commission from any purchases you choose to make from our links, at no additional cost to you. For more information, please refer to our  Privacy Policy .

Tips For Planning A Trip To New England In The Fall

There are some important things to know before you begin to plan your perfect New England fall road trip, so let’s get that out of the way first 😉

The first thing you need to know is that foliage will peak in the northern areas first, then peak in the southern areas later . For that reason, I recommend that you start in the north if you can, especially for a longer trip, but it’s not always necessary for shorter trips.

If you’re planning a bucket list 2-week adventure, starting in the north is a good call because peak foliage can begin to diminish quickly, depending on the season and climate patterns. However, if you’re traveling for closer to a week, this won’t be as important.

I go into peak foliage times in each region in a bit, so definitely be sure to read that through, too!

Another important thing to know is that you should anticipate all kinds of weather. I’ve done many fall road trips through this region, and have had warm, sunny days, and trips where it rained almost every single day. I’ll go more into what to pack for this trip at the end of the post to help you prepare, but this is a good thing to be aware of.

Also, book in advance . I can’t stress this enough. Hotels and accommodations book out well in advance for fall foliage season in prime areas, and these prime areas are where you’ll be heading! If possible, begin to book your hotels at least 6 months in advance, but even 8 months is better. For reference, while I began to plan my Vermont fall road trip for the 2023 season, my favorite place to stay in Stowe, VT was fully booked during peak foliage weeks – in FEBRUARY. Yep, February.

Offline Google Maps! I can’t tell you how important this is! Even as recent as a fall 2022 road trip, I barely had service through much of New Hampshire and Vermont. I spent a lot of time just driving around hoping my service would come back, or asking people for directions the old-fashioned way. I usually offline maps, but totally forgot that trip, and it was a harsh reminder that this is a must-do.

Lastly, prepare to pay . Yes, the sad truth is that peak foliage season in New England is expensive, and it won’t be your most budget-friendly trip ever. There are ways to keep costs down, and I’ll go more into that later in the post as well, but generally speaking, this is an expensive time to visit New England – at least, where the foliage is the best 😉

What Is The Best Time To Visit New England For Fall Color?

In a nutshell, the last week of September, or the first week of October. However, it does vary depending on where you’re heading.

As mentioned before, the colors will begin to change in the northern regions first, and then the southern regions will follow later. Most people will choose to visit Maine, New Hampshire and Vermont during their New England fall road trip (and spoiler alert: this is also where I’ll be suggesting you go!), so this timeframe works very well for these areas.

The central part of Vermont will often peak right around Indigenous People’s weekend in October, and for a getaway to popular towns like Stowe and Woodstock, this is the perfect weekend to plan your trip.

Massachusetts often peaks right around Indigenous People’s weekend as well, with southern MA peaking a week or so later.

The greater Boston area, and Connecticut will peak mid-late October, depending on the year.

How Many Days Do You Need In New England In The Fall?

The great thing about New England in the fall is that you can easily do a weekend getaway and still pack a lot in, or you can plan an epic 12 day road trip for the ultimate adventure. And either way, it’s going to be incredibly memorable.

If you’re coming in from a distance, especially if you’re flying in, I would say 10 days is a great option, 12 days is even better, and 7 days is also wonderful. Of course, with 12 days, you’ll be able to see so much or plan extra time in some places. But even with 7 days, you’ll get to see quite a bit.

If you’re local to New England, and don’t have 10 days, 7 days is again a nice sweet spot. 5 days will also work in this case. And, as mentioned, even a weekend away will allow you to experience some of the best this region has to offer in the fall season.

The great thing about the best places for fall foliage are located in some of the smallest states, so you can cover a lot of ground in a short amount of time.

Best Places To See On A New England Fall Road Trip

While every New England state has something special to offer during fall foliage season, for the purpose of seeing the absolute best spots, I recommend sticking to Maine , Massachusetts , New Hampshire and Vermont . And flying into Boston.

Because these areas offer the most spectacular displays of foliage, most picturesque scenery, tons of things to do, and they’re all reasonable close to one another, allowing you to maximize your time.

Here’s why I don’t necessarily recommend states like Connecticut or Rhode Island if you have less than 10 days – they’re further away from the best places to see in the fall.

I truly love every single New England state, and I do really enjoy Connecticut in the fall. However, it’s so far west that you’ll spend more time driving to get there, and possibly forgoing some really spectacular places in Maine, New Hampshire, Massachusetts, and Vermont.

If you have 10 days or more for a New England fall road trip, then I would highly suggest you consider adding in the Litchfield Hills regions of Connecticut , which you’ll see I included in my itinerary. It’s also very close to The Berkshires region, so you can combine it with that part of the trip, depending on how much time you have. However, with less than 10 days, I personally don’t feel like it’s worth it. Especially for first-timers.

If you’ve already seen some of the places I’m recommending in this post, then definitely try to swing over to Connecticut and experience a new area during the fall!

If you have less than 10 days, you may even want to focus all your time on Vermont and New Hampshire. The reason for this is because some of the best places for fall foliage in Maine are further north. I think places like Acadia National Park are very worth seeing (and you’ll see I’ve incorporated it into some of my itineraries!). However, if you prefer a slower pace and less driving, Vermont and New Hampshire are the absolute best places to see .

Some Things To Know About My Itineraries

They all begin in Boston , assuming that’s where most people will fly into if visiting from a distance. If you fly into a different airport, or are driving in, you can easily adjust your plans as needed.

They’re done in true road trip style , meaning there’s a lot of driving, and mostly 1-night stays. There are some places I recommend 2 nights in, but you can adjust this based on your preferences. If you want to stay longer in one place, definitely go for it!

I give you options! Of course, I stand by all my suggestions ☺️ However, I know everyone has different travel styles and speeds, so I encourage you to to tailor this to what you think you’ll enjoy the most. I’ve given you suggestions on how to adjust the itinerary based on your preferences.

10 Day New England Fall Road Trip Itinerary From Boston

Okay, let’s get into my perfect New England fall road trip itinerary options! We’re beginning with my suggestions for an incredible 10 day adventure.

10 Day Road Trip Overview

Day 1 : Arrival In Boston Day 2 : Explore Boston Or Take A Day Trip To Salem Day 3-4 : Bar Harbor/Acadia National Park + An Optional Stop In Salem Day 5 : Jackson, NH Day 6 : Franconia, NH (Driving The Famous Kancamagus Highway To Get There!) Days 7-8 : Stowe & Woodstock, VT Day 9 : The Berkshires and/or Litchfield, CT Day 10 : Back To Boston + A Stop In Sturbridge, MA or Litchfield, CT

Breakdown Of The 10 Day Itinerary Option

Day 1: Arrival In Boston Take this time to arrive, get settled, and maybe take in a few sites around the city! Have some time on your first night here? Jump down to Day 2 for some suggestions on what to do!

Where To Stay In Boston:

• Luxury : The Langham
• Splurge : Boston Harbor Hotel
• Moderate : Revere Boston Common

Pro Tip On Fall Foliage In Boston : Foliage peaks later than the rest of the places listed in this itinerary – usually mid-late October. So while you probably won’t see peak foliage in Boston if you plan your trip for peak foliage in Vermont, New Hampshire and Maine, it may catch a glimpse of it on your back if you’re planning a longer trip! Or, you can leave the airport to immediately begin your drive to Maine, and plan to stay a night or two in Boston before you have to fly out.

Day 2: Explore Boston

Boston during the fall season has so much to see and do, but here are some highlights to consider if it’s your first visit:

• Public Gardens (very scenic garden area with a beautiful pond and pedestrian bridge (also makes for lovely photos!). This is a good spot for fall foliage in the city, too.
• Newbury Street for shopping
• The North End for history and food
• Beacon Hill for charming cobblestoned streets at the famous Acorn Street
• Take a food tour if it works with your schedule. There’s incredible food to be had in Boston, and taking a tour with a local expert is a great way to sample lots of delicious things in a short amount of time!

Click here to check out my post on the best Boston food tours!

Day 2: Optional Day Trip To Salem

If you would prefer to take a day trip to Salem, rather than stopping on your way to Acadia National Park, this is a great option! And really, there’s no right or wrong choice here – it just comes down to which you prefer.

Salem is an easy day trip from Boston without a car because of this convenient ferry! Click here to check out the Boston → Salem Ferry!

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

Day 3: Drive To Bar Harbor & Acadia National Park

Acadia National Park is one of the best things to do in New England year-round, so this is definitely a must if you’ve never been. It also offers some really wonderful foliage, and fall is my personal favorite season to visit for this reason.

This drive from Boston to Bar Harbor takes about 5 hours without stops, which is why I usually suggest you make a pitstop to break up your journey. I actually have some posts on stops you can make along the drive, so be sure to check those out below.

But since Salem is really the ultimate fall destination in Massachusetts, I suggest you pick that as a stop on the drive 🙂

Bar Harbor is the town adjacent to Acadia National Park , and where most people will choose to stay when visiting. Once you arrive, take some time to get settled, and then head out into downtown Bar Harbor to explore this charming seaside town, visit the shops, and grab a great dinner!

Where To Stay In Bar Harbor:

• Bayview Hotel . An oceanfront boutique hotel with awesome views. Perfect for a splurge on your trip!
• Bar Harbor Villager Motel . Clean, updated and spacious. Also, walkable to everything in town.
• Little Fig Hotel . A cute, modern boutique hotel walkable to town.

Here are some posts that will help you further plan this portion of your trip:

• Best Stops To Make Driving Boston To Portland, Maine
• Best Stops To Make Driving Portland to Acadia National Park
• The Perfect Acadia National Park Itinerary (read this one for more information on Bar Harbor and things to do!)
• Best Time To Visit Acadia National Park

Day 4: Explore Acadia National Park

Even in just 1 day, you can visit some of the best places in the park, and also some really wonderful fall foliage spots. Here how I suggest you plan your day:

If you’re up for it , starting your day with sunrise at the top of Cadillac Mountain is always incredible! It’s one of the first places in the U.S. to see the sunrise, depending on the time of year, and starting October 7 through March, it’s the very first spot in the country to see the sun come up. This will be great for fall foliage, too. You can also choose to do this the following morning before leaving.

Next, head to the Jesup Path scenic walk , which is especially beautiful in the fall season.

Then, park at the Sand Beach parking lot , and walk the Ocean Path for incredible views . This is 1-mile each way, but offers some of the most iconic views in the park, including the Otter Cliffs and Thunder Hole. It’s also flat and easy, making it very relaxing. Have your camera ready for this one!

For a more advanced hike with awesome foliage views, you can do the Beehive Trail from Sand Beach lot, too.

Continue on Park Loop Road to Jordan Pond House for lunch , and enjoy the views of the pond and mountains. You can also choose to walk around the pond if you have time after lunch.

For more foliage views, hike the Bubble Rock Trail after lunch.

Day 5: Drive To Jackson, NH + Spend The Night

Without stops, this drive takes about 4 hours and 15 minutes.

One stop I suggest making on the way if you enjoy local craft beer is the Oxbow Beer Garden in Oxford , ME . It’s got a very cool outdoor setting, and they have fantastic craft beer.

I recommend spending the night in Jackson because it’s a longer drive from Bar Harbor, and there are some fun things to do in the area. Also, there’s a very scenic drive called The Kancamagus Highway that’s stunning in the fall season with foliage, and I want to make sure you have time to drive it. But more on that in Day 6 🙂

Here are some fun fall things to check out in Jackson:

• The Cog : This mountain railroad takes you to the summit of Mount Washington, the tallest peak in New England! It’s about 45 minutes from Jackson, but you’ll drive through Crawford Notch State Park , which is very scenic, and The Cog is simply incredible in the fall season. If you leave Bar Harbor early enough and have time to do this, I highly recommend it!
• Honeymoon Covered Bridge & Flossie’s General Store
• Glen Ellis Falls
• The cute town of North Conway

Where To Stay In Jackson:

• Christmas Farm Inn (this place is super cozy!)
• The Inn At Thorn Hill & Spa

Option To Stay In North Conway : North Conway is only about 12-15 minutes from Jackson, so you can really stay in either. I think Jackson has better hotel options, and it’s a bit closer to The Cog, which is why I suggested you stay there. But either town works for your New England fall road trip!

Here are some fun things to check out in North Conway if you choose to visit:

• Cathedral Ledge Distillery
• Ledge Brewing Company (between North Conway and Jackson, technically)
• The cute downtown area and Zeb’s General Store (one of my all-time favorite general stores!)
• North Conway Scenic Railroad

Day 6 – Drive The Kancamagus Highway To Franconia, NH

The Kancamagus Highway (Route 112) is a scenic drive that’s regarded as one of the best drives for fall foliage, so this is something you’ll definitely want to do on your New England fall road trip. It connects the towns of Woodstock and Conway, so you can easily start this drive just a few minutes from Jackson or North Conway.

For this day, I suggest you get up early to make sure you have time to explore Franconia Notch State Park after driving The Kanc.

Tips For Driving The Kanc:

• Remember earlier in the post when I said you’ll lose cell service in much of New Hampshire and Vermont? Well, this is one of those drives where there’s no service, so offline your maps before starting!
• There are no bathrooms or gas stations on the drive, so plan accordingly.
• The Kanc takes about 45 minutes one-way without stops, but you’ll want to budget about 2 hours to make some stops at the overlooks.
• During the fall season, especially on weekends, it’s possible traffic could slow down as people try to pull in and out of the parking areas. Plan for some slower traffic.

Pro Tip : Before hopping onto The Kanc, there’s a great little place called Cheese Louise just before the entrance to The Kanc, and this is an awesome place to grab some food before the drive! Especially on a chilly, fall day, a grilled cheese sandwich totally hits the spot, right? 😍

Stops To Make On The Kanc (in order from Conway to Woodstock):

• Albany Covered Bridge
• Rocky Gorge Scenic Area (parking can be found at 44.0016667175862, -71.27716637107925)
• Sabbaday Falls
• Sugar Hill Scenic Overlook
• CL Graham Wangan Overlook
• Hancock Overlook (this one is right at the famous hairpin turn – can’t miss it!)
• Lincoln Woods Trailhead – Scenic suspension bridge over the river that’s not far from the parking lot.

🍁 Before hopping on The Kanc, consider downloading this great audio tour to enhance your drive – Click here to check out this audio tour!

There are also tons of hiking trails along The Kanc , so if you’re looking to squeeze in a hike on the drive, this is something to consider. But if you don’t have extra time, I would suggest moving on to Franconia Notch State Park, and only doing hikes along The Kanc if you’re able to add an extra day in.

After The Kanc, your next stop is Franconia Notch State Park . And this is where most of the top things to do are , especially in the fall season .

Flume Gorge is one thing I recommend you do if you can only pick one attraction. Flume Gorge is a very fun 2-mile loop trail that takes you over 2 covered bridges, and through the granite gorge. Along the trail, you’ll have some really gorgeous spots to admire the fall foliage, too.

Not sure if this is right for your itinerary? Click here to check out my detailed post in if Flume Gorge is worth visiting , and everything you need to know to plan the perfect visit.

Pro Tip: Buy your Flume Gorge ticket online in advance to save a few bucks! On weekends in the fall season, it’s also possible that certain time slots will sell out. This is another reason to book in advance.

If you have time to explore more of Franconia Notch State Park, I also recommend these activities:

• Cannon Mountain Aerial Tramway
• Artist Bluff Trail (famous spot that ends overlooking Echo Lake – amazing during foliage season!)
• The views at Echo Lake Beach

Where To Stay Near Franconia:

• Sugar Hill Inn – 15 mins from Franconia Notch Park, and is rated as the best B&B in New Hampshire!
• Riverwalk Resort – 5-7 mins from the top attractions in Franconia.
• Woodstock Inn & Brewery – Cozy inn with a brewery.

Here are some posts to help you plan this portion of your trip:

• Fun Things To Do In Franconia, NH
• Fun Things To Do In Littleton, NH
• Fun Things To Do In Lincoln, NH
• Where To Stay In New Hampshire In The Fall
• Where To Stay In The White Mountains: Guide To The Towns

Day 7 – Drive To Stowe Or Woodstock, VT

Begin your day in New Hampshire with a country breakfast at Polly’s Pancake Parlor! This place is famous in New England, and truly has some of the most amazing pancakes I’ve ever had. It does get busy in the fall season, but man, it’s so worth it.

Then, on to Vermont you go! For the next 2 nights, you’ll want to choose between Stowe and Woodstock, VT as your home base. These towns are the absolute best to visit in Vermont during a New England fall road trip because of foliage views and small-town charm. They’re only 1 hour and 15 minutes from each other, so, you can choose where you want to stay, and then visit the other as a day trip.

The drive to both Stowe and Woodstock is 1 hour and 30 minutes from Franconia , and since this is a shorter drive, you can make some stops along the way, or drive straight there. Stowe and Woodstock both have a lot to do, even though they’re small towns, so it’s beneficial to drive straight there and make sure you have plenty of time to explore.

If you choose to stay in Woodstock, I suggest stopping at the King Arthur Baking Company campus on your way because it’s pretty much on the direct route. It’s a really fun place with fresh baked goods and breads, a café, and a fun shop where you can stock up on pantry staples and baking mixes.

Do I recommend you stay in Stowe or Woodstock? I honestly love both equally! There’s no wrong choice here.

The biggest difference between the two is that Woodstock feels a bit more upscale, and Stowe definitely has a very casual feel to it. But the difference is minor. Both have charming covered bridges, great shops, amazing restaurants, a quaint town feel, and plenty of things to do.

Where To Stay In Stowe :

• The Green Mountain Inn . It’s located right on Main Street, so you can walk to a lot of places.
• Spruce Peak Resort . Perfect for those wanting a resort feel, and it’s right off the scenic Smugglers Notch drive. There are rooms with gorgeous mountain views here, too.

Where To Stay In Woodstock :

• The Woodstock Inn & Resort . It’s referred to as Vermont’s most beautiful address, and it’s in the heart of Woodstock’s village. This is a luxury hotel that’s worth it!
• 506 Inn On The River . Located just outside of the village, this is a modern and cozy inn, well … right on the river 😉

Here are some posts that will help you plan your time in Stowe and Woodstock:

• Best Things To Do In Stowe
• Best Things To Do In Woodstock

Day 8 – Explore Stowe & Woodstock, VT

Depending on where you stay, you’ll want to take a day trip to the other town this day. Below are breakdowns of the can’t miss things to do in each town .

Best Things To Do In Stowe :

• Explore the cute shops along Main Street (don’t skip the Stowe Mercantile!)
• Drive Smugglers Notch for amazing foliage.
• Ride the gondola to the top of Mount Mansfield, the highest peak in Vermont (this is epic during the fall season!). This is located at the midway point along the Smugglers Notch drive.
• Visit Emily’s Covered Bridge, and learn about it’s spooky history.
• Sample the hard cider at Stowe Cider.
• Sip on craft brews at Alchemist Brewing (one of my favorites in New England).

Best Things To Do In Woodstock:

• Stroll through the charming downtown shops and eateries.
• Pop into Mon Vert Café for a warm drink.
• Snap a photo with Middle Covered Bridge in town.
• Drive over Taftsville Covered Bridge to visit Sugarbush Farms. You’ll be able to sample homemade cheese and fresh maple syrup here, and also take in amazing foliage views.
• Visit Billings Farm & Museum.
• Drive over to Sleepy Hollow Farm to see the famous farm landscape spot.

Day 9 – Drive To The Berkshires Or Litchfield, CT

Next up – The Berkshires or Connecticut! This choice is yours entirely. Let’s start with the option to drive to The Berkshires.

The Berkshires is an iconic region in Massachusetts that’s a really great one to visit for fall foliage. Here, you’ll find cute towns, loads of fall color, lots of scenic hikes and walks, and awesome dining options.

Depending on which town in Vermont you’re coming from, the northern region of The Berkshires area will be just over 2 hours from Woodstock, or just over 3 hours from Stowe .

The drive from either town to The Berkshires will pass through Rockingham, VT, and you’ll definitely want to stop here to visit the Vermont Country Store! There’s also the very cute Kissing Covered Bridge here that makes for a fun photo.

Once you arrive in The Berkshires, I suggest you start in Williamstown, and drive the scenic Route 7 down to Sheffield. This drive without stops takes about 1 hour and 15 minutes, but I would budget at least a few hours to make stops and enjoy some other fun activities. This route packs a lot into a perfect fall day, without a lot of driving.

During this drive, these are the best stops to make:

• The Mount Greylock Auto Road to the highest peak in Massachusetts (absolutely amazing in the fall season!).
• Make a detour off Route 7 to Bartlett’s Orchard in Richmond for the perfect fall farm experience.
• Continue with your short detour to Hilltop Orchards, which is 5 minutes from Bartlett’s, and where you can sip on artisanal craft ciders!
• Walk through the charming town of Lenox.
• Stroll through quaint Stockbridge, too!
• Snap photos with the covered bridge in Sheffield.

Where To Stay In The Berkshires:

• The Red Lion Inn . A historic and famous inn in the heart of Stockbridge.
• The Dewey . A cozy, traditional New England B&B in Lenox.

The other option is to drive to Litchfield, CT , which is south of The Berkshires. It’s a longer drive from Vermont, but you could also turn this into a fun road trip day by driving the same Route 7 itinerary as mentioned above through The Berkshires, and then continue on to the Litchfield Hills. I would probably only choose this option if you wanted to take your time exploring the awesome stops along Route 7 in The Berkshires, arrive in CT in the evening, and then explore this region of CT the next morning before your drive back to Boston.

How To Spend Your Time In Litchfield Hill, CT:

Since you’re likely coming down through the western border of Massachusetts, I would start in Kent, and work your way east. You probably won’t have time to do everything on this list, but pick and choose based on your preferences and schedule.

• Explore the cute town of Kent, and then visit Kent Falls State Park if you have time.
• Continue to follow Route 7 to New Milford. The drive is very scenic!
• Stop in New Milford to enjoy the quaint town, and then visit Lover’s Leap Bridge.
• Head over to Washington, and then continue on to Mount Tom State Park for awesome foliage.
• End in the charming town of Litchfield.

Where To Stay In The Litchfield Hills : Litchfield Inn . Refined and still very cozy, and one of the best in the area!

Should I do The Berkshires or Litchfield, CT? Personally, I would stay stick to The Berkshires since this will allow you a more relaxed itinerary. There’s so much to do, and plenty of foliage scenery to take in. If you do the Route 7 drive quicker than you were anticipating, you could always shoot down to the Litchfield Hills for an impromptu adventure 🙂

I would choose to add on the Litchfield Hills if you’re feeling adventurous, and really want to see as much of New England as possible.

Day 10 – Drive Back To Boston, Stopping In Sturbridge or Litchfield On The Way

If you have time to explore another cute town on your drive back to Boston, I would suggest either tacking on a quick drive through the Litchfield Hills, CT if you didn’t already, or a stop in Sturbridge, MA. Sturbridge is more on the way to Boston, and offers beautiful foliage.

How to spend your time in Sturbridge, MA :

• Visit Old Sturbridge Village for all the cozy fall New England vibes (this is a must if you have time!).
• Pop into Saw Dust Coffee & Dessert Bar for lunch and treats.
• Sip on craft beer at Altruist Brewing Company.

And of course, as mentioned in the previous day’s itinerary, the Litchfield Hills region has plenty to offer for foliage views, small towns, and beautiful scenery.

But, if you have a flight to catch, then don’t risk it, and head straight to the airport! 🙂

Optional Adjustments For The 10 Day Itinerary:

• You can easily cut out Acadia National Park, and head straight to New Hampshire, and choose to spend more time there. Acadia is out of the way, and further north, so I know it doesn’t suit everyone’s plans. This would allow you time to definitely ride The Cog, and have a more relaxed schedule.
• If you would rather have more time in Vermont, you can skip The Berkshires/CT. This is personal preference! Both areas are amazing for fall foliage, but nothing is quite like Vermont in the fall. This would allow you time to move at a slower pace. If you decide to skip The Berkshires/CT and stay in Vermont for a third night, see my 12 day itinerary, option 3 for suggestions on what to do!

12 Day Road Trip Itinerary Option

If you have 12 days (or more!), this is truly awesome. I would follow my 10 day itinerary, and then take one of these suggestions:

Option 1 : Add in 1 day to see Litchfield, CT after The Berkshires . Since you have the extra time, you can definitely see the Litchfield Hills region of Connecticut with this itinerary! I would recommend this option for those who really want to see as much of New England as possible, and make all the rounds.

Option 2 : Add an extra day to Littleton/Franconia. This region has so many great hikes and places to spot fall foliage. It’s well worth adding a day to this part of the trip if you have the extra time. This would allow you a half day to ride The Cog, and takes more scenic walks and hikes to enjoy the fall foliage.

Option 3 : Add an extra day to Vermont. On your extra day, you can take a day trip to Burlington and Shelburne, or spend the day driving the back roads .

Burlington & Shelburne, Vermont things to check out :

• First, the drive from both Stowe and Woodstock to Burlington on I-89 is beautiful in the fall. You’ll see lots of mountains ablaze with fall color.
• In Burlington, check out the waterfront area, and walk along Lake Champlain.
• Burlington also has an awesome craft brewery scene, and Foam Brewers is especially great.
• The American Flatbread restaurant in Burlington is a cozy place to stop for lunch.
• Church Street Marketplace in Burlington is a must!
• In Shelburne, you’ll want to spend most of your time walking around Shelburne Farms. This is a historic farm once owned by the Vanderbilt family, and has beautiful hiking trails, and you can also sample their homemade cheeses. Definitely do the Farm Trail, which takes you to an epic view of Lake Champlain.

Vermont back roads driving itinerary near Stowe :

This drive is easier to do from Stowe, but it’s also doable from Woodstock if you’re okay with a longer day. This itinerary is is order based on departing from Stowe, but you can also adjust based on which town you’re coming from 🙂

• The covered bridges in Montgomery, including Montgomery covered bridge (which is actually in Waterville), and Longley Covered Bridge.
• Barn Owl Bistro is a hidden gem nearby that’s a great little pitstop.
• The town of Cabot and the nearby AM Foster Covered Bridge are really beautiful areas to visit full of rustic Vermont charm.
• Peacham is a very small town with iconic landscapes and scenery.
• Bogie Farm in East Ryegate is a landscape that worthy of a postcard, and is especially beautiful in the fall.
• The drive between all these destinations will also be lovely and scenic, and packed with fall color.

1 Week (7 Day) New England Fall Road Trip Itinerary

If you have 7 days, welcome to your itinerary! This option is the same as the 10 day option, but eliminates Acadia National Park to save time.

7 Day Road Trip Overview

Day 1 : Arrival In Boston Day 2 : Drive To Jackson, NH + A Stop In Salem, MA Day 3 : Drive To Franconia Along The Kancamagus Highway Days 4-5 : Drive To Stowe or Woodstock, VT + Stay 2 Nights Day 6 : The Berkshires Day 7 : Return To Boston

For this itinerary, you can also eliminate The Berkshires, and stay an extra night in Jackson or Franconia.

5 Day New England Fall Road Trip Itinerary

With 5 days, you can go in a few different directions, and below, I break down my suggested options, and the benefits of each. This way, you can tailor it to your preferences.

Option 1 : Spend two nights in Boston with a day trip to Salem, then spend 3 nights in Stowe/Woodstock, VT.

Option 1 is perfect if you prefer staying in one place longer. This itinerary will allow you to stay in the same hotel in Boston for 2 nights, and take an easy day trip to Salem for the perfect fall day of Halloween fun and history! Then you can pick up your rental car (if you haven’t already), and drive to Stowe or Woodstock, VT for 3 days to explore both towns.

With 3 days in Vermont, you can easily see both Stowe and Woodstock, and maybe even plan a day of driving around the back roads. See the 12-day itinerary option for my suggestions on driving the back roads around Vermont during foliage season .

Option 2 : Spend 1 night in Boston, stop in Salem on your way to Franconia and spend 2 nights in Franconia. Then spend 2 nights in Stowe/Woodstock, VT, and then drive back to Boston.

Option 2 is perfect for those who still want to see as much as possible in 5 days. You’ll get to see a bit of New Hampshire and Vermont, while making a stop in Salem.

Note: For this itinerary, I would drive from Salem to Conway, and the drive The Kancamagus Highway on your way to Franconia so you get to experience the fall foliage along this route. But this itinerary option eliminates the stay in Jackson, as there are more fall things to do in Franconia.

Option 3 : Spend 1 night in Boston, 1 night in Salem, 3 nights in Stowe/Woodstock, VT, and then back to Boston.

Option 3 is perfect for those who really want to spend some time in Salem. This itinerary allows you to spend a whole night in Salem to really enjoy all the Halloween festivities and tours, and then you can spend 3 beautiful days in Vermont.

I excluded New Hampshire from this option because I felt like it would be too much to cram in when adding 1 night in Salem. But if you were feeling adventurous (I’ve been there, I get it! 😂), you can drive to Franconia, NH for 1 night after Salem, and then do 2 nights in Vermont instead of 3.

3 Day New England Fall Road Trip Itinerary

3 days in New England is the perfect long weekend getaway!

With 3 days, I suggest you stay in one location , and add day trips . If you’re flying into Boston, you can stay 1 night in Boston if needed, and then drive to Vermont or New Hampshire for 2 nights. If you’re not flying in, you can spend all 3 nights in Vermont or New Hampshire.

Stowe is very close to New Hampshire, and it’s only about 1.5 hours from Franconia. You can easily do a day trip from Stowe to New Hampshire, or vice versa, for this type of itinerary.

It would also be easy to work in a stop in Salem, MA, either on your way in or out of Boston.

Weekend New England Fall Road Trip Itinerary

For a weekend getaway in New England (essentially, 2 days), I would also recommend you stay in one place and take a day trip. For this itinerary, I almost always suggest Stowe or Woodstock. You can stay in either town, and spend 1 day exploring that town, and then the next day, exploring the other as a day trip.

Vermont Fall Road Trip Itinerary

Looking to just see Vermont? Excellent choice. It’s my personal favorite fall destination in New England (even though it’s a very close call 😉)

For a Vermont fall road trip , you can really do it in anywhere from 5-7 days. Of course, more is better to really see everything, but generally speaking, you can actually make it happen in a week or less. A popular route to take in Vermont is Route 100 , which runs the entire length of state, right through the middle. This allows you opportunities to veer off and see some other places as well.

For the purpose of this itinerary, I’m going to provide a week-long (7 day) itinerary, and you can adjust it to your own plans.

Day 1 : Bennington & Manchester Day 2 : Drive to Woodstock, stopping in Grafton and Weston on the way Day 3 : Spend the day in Woodstock Day 4 : Drive to Stowe, stopping in Montpelier if you’d like Day 5 : Spend the day in Stowe Day 6 : Staying in Stowe, take a day trip to Burlington & Shelburne Day 7 : Drive back

Day 1 Suggestions : Bennington and Manchester are pretty close to each other, so you can easily do both in one afternoon. There are some wonderful covered bridges in the area to see, and here are some more things to check out:

• The Bennington Battle Monument for fall foliage scenery.
• Downtown Bennington for shopping on Main Street (small, but cute!).
• Apple Barn is a few minutes from Main Street for a fun country store and bakery.
• Zoe’s in Manchester for lunch (great sandwiches!)
• Downtown Manchester for shopping in a cute town (don’t skip Northshire!)

Day 2 Suggestions : Grafton is a very small town, but it’s quintessential Vermont. It has a cute little cheese shop, and a nice little market/cafe called MKT Grafton, which is perfect for a quick bite. Also, swing by Weston to visit the Vermont Country Store.

For the rest of the itinerary, refer to the 10 day option for details 🙂

Click here to check out my post on a Vermont covered bridges road trip!

New Hampshire Fall Road Trip Itinerary

My second favorite fall foliage destination! Here’s my suggested itinerary for a New Hampshire-only fall road trip.

To just see New Hampshire , you can also spend anywhere from 4-7 days.

With 4 days, you can easily just stick to the White Mountains region, but I’m here to give you all my tips on even more awesome places to see in the fall season in New Hampshire ☺️ So, this itinerary will be 7 full days , but adjust as you need to!

Day 1 : Portsmouth Day 2 : Lake Winnipesaukee Days 3-4 : Littleton/Franconia Days 5-6 : North Conway/Jackson Day 7 : Drive back

Connecticut Fall Road Trip Itinerary Option

If you’ve seen all the “hot spots” around Vermont, New Hampshire, Massachusetts, and Maine, and you’re looking to explore a new part of New England in the fall, Connecticut should be next on your list!

As mentioned, my favorite place in Connecticut for fall foliage is the Litchfield Hills region. I always like to share that this region was what inspired Amy Sherman-Palladino’s creation of Stars Hollow, so Gilmore Girls fans will especially love this area.

The Litchfield Hills is very compact, and you can easily do a lot in a weekend here. However, 3-4 nights will allow you a nice, leisurely pace to explore all the amazing things this region has to offer in the fall.

The best towns to stay in in the Litchfield Hills region are:

• New Milford
• Washington/Washington Depot

Of all these towns, Litchfield probably has the most options when it comes to shopping and dining, however, they’re all very quaint and charming. I would pick whichever one has the best hotel for your plans.

If you have extra time for your Connecticut fall road trip, you can tack on places like Canaan to the north of the Litchfield Hills region, drive to Glastonbury, and then through the River Valley region, which includes the adorable towns of Chester and Essex. You can also choose to end your road trip in Mystic.

What To Pack For A New England Fall Road Trip

I always start every New England packing guide with the same thing, and this post is no different: begin to check the weather reports 5 days out from your trip to get an idea of what the weather will be like . And keep checking it until the day before you leave .

This is because weather in New England can change quickly, especially in the fall season. It’s not quite as dramatic as say … Iceland 😉 But, it can change and vary a bit. Generally speaking, fall will be chilly and a bit rainy. However, you could also have warm and sunny days. For longer trips, you’ll want to pack for both scenarios.

Here are some things I recommend you consider when packing for a fall road trip through New England:

Waterproof hiking boots . If you plan to do any hiking, or even nature walks, you’ll want a pair of sturdy boots that are waterproof. Even some attractions like Flume Gorge and other waterfalls in New Hampshire are pretty wet, so this is a good idea to stay dry and comfortable. I really like the Eddie Bauer K-6 Hiking boots. Find the women’s version here and the men’s version here . They’re a much less expensive version of the famous Danner hiking boots featured in the movie Wild !

Good hiking socks to keep your feet dry . An awesome brand to support is Tarn Tough Socks , which is a Vermont-based company. They’re an investment, but they’re also the best, and come with a lifetime guarantee!

Waterproof rain jacket to stay dry if it rains . You won’t want to let the rain slow you down, especially if there’s a lot in the forecast! So definitely pack one that’s completely water proof ( not water-resistant).

Layers . The best way to dress in the fall season is with layers. Under your rain gear, flannels, sweaters, and lightweight t-shirts (both short-sleeved or long-sleeved) work great.

Jeans . These work really well for most days. Fall in New England is pretty casual.

Hiking clothing . For any hikes you want to do, pack whatever clothes you typically wear and feel comfortable in 🙂

Comfortable sneakers or boots . When it’s not raining, a good pair of comfortable sneakers or cute boots work perfectly, depending on your plans. Since I drive from New York, I don’t usually have to worry too much about weight limits on a suitcase, so I’ll throw a pair of sneakers, flat boots/booties, and my hiking boots into the car. This is usually all I ever need.

Dinner outfits . New England is home to incredible places for farm-to-table dining, some of which are a bit more fancy. If you plan to go out for a nice dinner or two, you’ll want to pack accordingly. New England isn’t super fancy, so women can do a casual dress/jeans and a nice top with booties in the fall, and men can easily do dark-wash jeans and a button down top.

Reusable water bottle . You’ll need to stay hydrated while out exploring!

Day pack . If you plan to do any hiking, you’ll want to bring a day pack with you to carry your essentials. If you don’t plan to do any hikes, you can probably skip this, as you can keep most everything you need in your car or room.

Does It Snow In New England In The Fall?

Here’s the thing – it might if you’re up in the mountains. However, it doesn’t usually snow during peak foliage times. Usually, New England gets its first snow of the year later in October or early November. So, I wouldn’t worry about packing any snow gear or winter boots for your fall road trip.

How Do To A New England Fall Trip On A Budget

So, first thing’s first, you’ll unfortunately have to rethink what “budget” means in New England, especially during peak season in the fall. It’s generally more expensive than other areas of the country regardless of the reason, so during prime foliage times, prices will go up significantly.

Especially in the past, I never had the money to spend on several nights at hotels during this time of the year, so I have learned to do it on more of a budget. Not necessarily cheap, but not as tough on the wallet 😉 Here are my tips:

• Stay in motels. I love a good hotel splurge, and do it more now than I did in my 20s and early 30s. But for most of my road trips when the focus in exploring outdoors, I stay in motels with efficiency kitchens . You can find some really nice ones, and while they’re likely to be outdated, they’re usually clean and cozy.
• Efficiency kitchens allow you to make some meals at home. For a road trip style trip, this may be more challenging, as it’s hard to bring perishable items with you to store in a fridge. But I usually try to make my own breakfasts to save money, and pack snacks to have for lunch.
• Stay outside of town. If you’re really on a tight budget, you can stay outside of the towns you’re visiting. Places like Franconia, Stowe, and Woodstock charge premium rates for peak season, so you’re likely to find deals a town or two away.
• Go camping! If you’re really adventurous, you can go camping! There are camp sites all over New England, and this will definitely be more affordable. One thing to keep in mind is the colder weather, and for this reason, some camp sites may close down after Indigenous People’s weekend in October. But many remain open, and offer Yurt-style camping, too.

Is Fall In New England Worth It?

A resounding yes! I truly believe this is such a magical time to visit – if not the most magical time. Despite the crowds and the cost, it’s more than worth it. Many of the landscapes you’ll see are actual stock photos and postcards, and since so many people equate the fall season to all things cozy, there’s really no cozier place to be than in New England during foliage season.

More posts you may enjoy:

• Fall In New England: The Best Things To See & Do
• Vermont In The Fall: Festive Things To Do!
• Fall In New Hampshire: The Best Things To Do
• Fall In Massachusetts Ultimate Guide: All The Best Things To Do & Foliage Spots!
• The Best 7 Day New England Road Trip Itinerary For Any Season
• Best Stops To Make On A Boston To Stowe, VT Road Trip
• Vermont vs. New Hampshire In The Fall
• Maine In October: Best Towns For Foliage & Things To Do!
• Best Vermont Pumpkin Patches & Farm Stands To Visit In The Fall
• Awesome Corn Mazes In Vermont
• Best Time To Visit New England
• Best Time To Visit Vermont

That’s A Wrap On The Best New England Fall Road Trip Itinerary

And there you have it! All my tips and expert advice on planning the most epic New England fall road trip during foliage season! This truly is such a wonderful, once-in-a-lifetime experience that everyone should do at least once, and hopefully, you’re now well on your way to planning your own foliage adventure through New England!

You might also enjoy

Subscribe To My Newsletter

• Privacy Policy
• Terms & Conditions
• Disclosure Policy

September in New England: Weather, What to Pack, and What to See

In September, New England, which consists of Vermont, New Hampshire, Massachusetts, Rhode Island, and Maine, is just beginning the transition from a hot and sticky Summer to a cool and refreshing Autumn. With kids back in school at this time and the leaf-peeping season not quite begun, hotel rates tend to be low and many fun local events fill up the calendar from agricultural fairs to sporting events. Shorter days and bursts of cool weather are a good reason to get outside in New England and if you travel towards the end of the month, you may even spy some hints of the region's famously vibrant autumn colors.

New England Weather in September

Across all six states, average high temperatures usually fall between 70 and 75 degrees Fahrenheit (21 and 24 degrees Celsius), while average lows fall between 50 and 57 degrees Fahrenheit (10 and 14 degrees Celsius). It's quite comfortable overall, although visits later in the month might start to feel chilly, especially at night.

Fall officially begins in September, which means that there is an equal balance of daylight and nighttime hours. By September, summer's humidity is on its way out, thunderstorms are quieting down, and the ocean may still be holding onto their warmth. Throughout the month, about three inches of rainfall is typical but it will vary depending on where you are, so keep your eye on the forecasts.

What To Pack

Pack lightweight clothing for visits in early September, but be sure to bring along a jacket or sweatshirt, especially if you'll be in the mountains or near the coast. Temperatures will become increasingly cold at night as the month progresses, even when daytime temperatures are moderate and comfortable. In late September, you'll want at least one pair of long pants and a warmer jacket or raincoat. September isn't a particularly rainy month, but an umbrella is still a good idea.

September Events in New England

It's the most wonderful time of the year for outdoor festivals and celebrations. Many of these events may be canceled during 2020, so be sure to check the organizer's official websites for the latest updates.

• Brimfield Antique Show : In Brimfield, Massachusetts, this six-day event draws antique-lovers from all over New England to shop at the country's oldest outdoor antique flea market. The Brimfield Antique Show was canceled in 2020.
• Hampton Beach Seafood Festival : In Hampton Beach , New Hampshire, the seafood festival draws crowds every September to enjoy a fresh-caught feast. In 2020, the festival was canceled.
• Oyster Festival : In Norwalk, Connecticut, this celebration of oysters, with music and a beer garden, raises money for the Sheffield Island Lighthouse every September. The Oyster Festival was canceled in 2020.
• The Big E :  In West Springfield, Massachusetts, this multi-state fair represents all of New England with a lineup of concerts, vendors, and activities for the whole family. The Big E was canceled in 2020 but returns from September 17 to October 3, 2021.
• Maine Open Lighthouse Day : At lighthouses statewide, visitors are allowed to visit and climb any of Maine's over two dozen historic lighthouses. There may also be special activities and performances, depending on which lighthouse you visit. The lighthouses remained closed in 2020, but you can visit them on Maine Open Lighthouse Day on September 11, 2021.
• WaterFire :  September is the last chance to catch this reoccurring summer event in Providence, Rhode Island , which involves the lighting of the bonfires on the Providence River and is usually a festive scene on the street. The 2020 WaterFire season was canceled.
• Newport Mansions Wine & Food Festival :  In Newport, Rhode Island, this September festival lets you take a peek into the lavish mansions the city is known for while enjoying dining seminars and wine tastings. The 2020 festival was canceled but you can tour the mansions in 2021 from September 17–19.
• New Hampshire Highland Games & Festival :  For nearly 50 years in Lincoln, New Hampshire, has celebrated their Scottish culture with their version of the Highland Games , a traditional competition that tests the brute strength of participants. There are no live events in 2020, but the festival is moving to a virtual format that you can enjoy from home.
• HarvestFest and Chowdah Cookoff :  In the mountain town of Bethel, Maine, this is your chance to taste some of the best local clam chowder recipes. In 2020, the HarvestFest was canceled.
• Fluff Festival : In Somerville, Massachusetts, marshmallow-fluff-lovers can check out this sweet and sticky festival that showcases unique ways to eat this fluffy condiment with musical entertainment and other activities available. The 2020 festival takes place virtually on September 16.
• Acadia Night Sky Festival :  In Bar Harbor, Maine, this festival brings people together to appreciate the park's full sky of stars. The event was canceled in 2020, but come out and star gaze at the 2021 festival scheduled September 29 to October 3.

September Travel Tips

• Autumn is apple season in New England, so keep your eye out for orchards where you can pick your own apples and indulge in apple cider doughnuts. New England is full of them.
• On the first Monday of September, many businesses, banks, and government offices may be closed for this Labor Day.
• The more north you travel and the later in the month it is, the better your chances are of seeing some colorful fall foliage.
• If you avoided Cape Cod , or other popular beach destinations, all summer because you didn't want to pay premium prices and contend with the weekend traffic, September will be a more affordable and less crowded time to go.

New England Fall Weekend Events 2020

October in New England: Weather, What to Pack, and What to See

New England Fall Festivals

August in New England: Weather, What to Pack, and What to See

September in Paris: Weather, What to Pack, and What to See

Labor Day Weekend in New England

Top Things to Do in the US in September

11 Top Things to Do in St. Louis in September

September in Montreal: Weather, What to Pack, and What to See

October in Canada: Weather, What to Pack, and What to See

Moscow in September: Weather, What to Pack, and What to See

September Festivals and Events in the Washington, D.C., Area

New England Fall Foliage Tours

September Festivals and Events in Mexico

Autumn in Germany: Weather, What to Pack, and What to See

November in New England: Weather, What to Pack and What to See

The Purposely Lost

• Get In Touch
• FREE Travel Planner
• Shop My Favorites
• Story Archives

Find Lyndsay's Favorites

History Travel + Local Experiences

August 15, 2022 By Lyndsay

The 12+ Best New England Towns in Fall You Need to Visit

• 1 What makes autumn in New England so extraordinary? 
• 2 Tips for Planning a Fall Visit to New England
• 3.1 Kennebunkport
• 3.2 Bar Harbor
• 4.1 Lincoln
• 4.2 Laconia
• 5.1 Danville
• 7.1 New Haven
• 7.2 Middlefield & Durham
• 8.1 Providence
• 8.2 Newport

This post may contain affiliate links! I will receive a commission, at no extra cost to you, if you purchase something recommended here.

Fall is here, and there are plenty of reasons to celebrate. From pumpkin spice lattes to apple orchards, fall has its own unique flavors and traditions. It’s crisp and cool outside, bringing a sense of calm. 

It’s the perfect time to explore new places and enjoy the beautiful scenery around you. 

But did you know that some charming towns in New England offer visitors a taste of autumnal beauty? Whether you’re looking for a quaint town with a rich history or a picturesque village with a charming downtown, these are the best New England towns in fall to visit for an autumn adventure.

Grab your Travel Planner

Planning your next adventure can become overwhelming. Stay organized with this free, printable travel planner!

You can unsubscribe anytime. For more details, review our Privacy Policy.

You have successfully joined our subscriber list.

What makes autumn in New England so extraordinary? 

The region’s combination of climate, soil, and tree species make it one of the few places in the world that can produce a spectacular array of colors during fall. Leaves on the trees start to turn the last 10 days of September and stay in their autumnal colors throughout October.

The further north you go, the earlier the leaves turn–if you need to see a visual representation, here’s a great foliage tracker of  New England’s peak foliage timing .

Many towns are located along scenic drive routes with stunning scenery, plus plenty of things to do in the fall in New England. Some of these places even offer fall festivals and other outdoor activities. 

Tips for Planning a Fall Visit to New England

• Be prepared to walk  – You’ll find many of the best fall foliage views in New England within the many parks, mountains, and hiking trails in the six states. Makes sure you have quality travel essentials , like comfortable walking or hiking shoes, as well as coats, jackets, sweaters, and scarves–really, anything you’d need to be outside in the cool autumn weather.
• Make lodging reservations early  – Due to high demand, make reservations early if you intend to travel during the first two weekends of October. During the fall foliage season, hotels frequently request a two-night minimum stay on weekends. While weekends are typically booked months ahead of time, you can probably secure a weekday room closer to your travel dates if you have some flexibility.
• Ask about policies at the time of booking  – It’s a good idea to make an advance deposit for your reservation. At the time of booking, be sure to ask about the hotel’s cancellations and refunds policy. No-shows are typically charged full price.

Kennebunkport

Let’s start with one of the best New England towns to visit in fall! Kennebunkport is a beautiful coastal town in southern Maine, about an hour and a half from Boston and 40 minutes from Portland. The classic New England tiny town has a beautiful main street with local shops and services. 

Every autumn, the Seashore Trolley Museum hosts an annual  Pumpkin Trolley Patch , where you have the opportunity to ride a vintage trolley train to pick out your own pumpkins in a patch.

Wear a costume to go enjoy the museum and paint your picked-out pumpkin! Kennebunkport also goes all out for Halloween. The historic mansions created by sea captains of ages gone by line Summer Street and are decorated in their spooky best.

Seafood is popular in the area’s eateries at all times of the year and is always fresh. Stop at the Clam Shack for two New England classics, a hot Maine lobster roll with butter, and a cup of clam chowder. Both of these delicious dishes are on just about every restaurant’s menu, and you can’t go wrong with them. 

If you want to learn more about the city and see it in its fall beauty, try taking a  2-hour walking tour . You’ll have an opportunity to learn about the history of how this sleepy fisherman town was once bustling in the shipmaking business.

The Beach House Inn ( Booking | Hotels | TripAdvisor ) is a lovely inn on the waterfront with beautiful views of the sea and a beautiful beach to wander along. At this quaint spot, you’ll feel perfectly at home, and for a touch of luxury, there’s a great restaurant and spa on-site.

If you love national parks, you’re sure to enjoy Bar Harbor–home to Acadia National Park–in the autumn. Fall is the best time to visit Acadia National Park , located on Mount Desert Island, Maine. In addition to the beautiful scenery, visitors have many activities, including hiking, biking, canoeing, fishing, horseback riding, and wildlife viewing. 

Walk the Shore Path, a 1-mile long path along the coastline, or the more challenging 5-mile Jordan Pond path around the lake. Then, grab a bite at Jordan Pond House Restaurant while you’re in the park.

Make sure you leave enough time to drive up Cadillac Mountain for incredible foliage views and watch the waves roll in on both the Sand Beach and the rocky Thunder Hole. If you’d like a guide through Acadia National Park, you can take either a  3-hour private driving tour  or purchase a really inexpensive  self-guided audio tour .

Back in Bar Harbor, you need to visit Atlantic Brewing Midtown , the downtown location of the popular local Atlantic Brewing Company, for a bite and a beer. You also need to take a  2-hour tall ship cruise , which takes you out on Frenchman Bay for waterfront views of Acadia National Park’s beautiful fall foliage.  

If you’re looking for a great place to stay, the Balance Rock Inn ( TripAdvisor ) offers a luxe experience with breathtaking views right along the coast in a beautifully restored turn-of-the-20th-century mansion. Or, if you want to stay somewhere a little more budget-friendly in the center of town, check out the charming Maples Inn ( TripAdvisor ).

New Hampshire

If you want to experience the beauty of the autumn season, then you should visit Lincoln, New Hampshire. As you drive along the Kancamagus Highway to reach the town, you’ll already be met with panoramic views on one of the prettiest scenic drives. 

Since parts of the White Mountains are located within the town, there are many excellent walks and hikes through local mountains to appreciate their peak color in fall. There’s a great paved walking trail running through Franconia Notch State Park to enjoy, or the Flume Gorge has a visitors center and walking path to take you safely through the ravine. You can also drive through the forests in pursuit of moose sightings on a Moose tour .

Or, if you’d rather see the foliage from above, you can take the Aerial Tramway at Cannon Mountain or the ride in a gondola over the Pemigewasset River to the top of Loon Mountain. 

If you’re willing to drive about 45 minutes, you can experience a scenic train ride along The Mount Washington Cog Railway . This steam train takes you up to the highest summit in the Northeast and is the only mountain-climbing cog railway operating in North America.

Fun Fact : In 1869, P.T. Barnum declared the scenic train ride to reach the summit of Mount Washington “The Second Greatest Show on Earth!”

There are also plenty of cozy bed-and-breakfasts where you can stay the night. The ​​Woodstock Inn ( Booking ) is a Victorian inn with beautiful rooms and an on-site brewery. And just a few doors down, you’ll find the Woodstock Pie and Coffee Company, which serves up fresh-baked bread, pastries, and other tasty treats. You can also enjoy an outdoor movie night at Weirs Beach, the town’s drive-in movie theater.

This New England fall town, Laconia, New Hampshire, hosts a two-day family-friendly event–the  New Hampshire Pumpkin Festival . This fall festival incorporates a zombie walk, pumpkin bowling, and rides for the kids, while all ages can enjoy the car show and concerts, and the finale–lighting of the 34-foot tower of jack-o-lantern carved pumpkins. 

Although the New Hampshire Pumpkin Festival is canceled for the 2021 season, the area offers other seasonal activities, too. While Funspot , the world’s largest indoor arcade, provides an inside escape any time of year, you can enjoy the fall views around the lake walking along the Lake Winnisquam Scenic Trail. And if you head just north to Meredith, you can experience a fall foliage ride on the Winnipesaukee Scenic Railroad. 

The Margate Resort ( TripAdvisor ) is right along the lake with its own private beach area for an accommodation option. They have traditional rooms or suites available, with views of the lake or that open to the beach or gardens. And there’s a spa, gym, and an indoor and outdoor pool on the property for your use.

• The Best Fall Festivals in New York City
• The Best Fall Activities in New York City
• Fantastic Fall Foliage Tours from New York City
• The Best Places to go Apple Picking in Connecticut
• Your Guide to the Best Breweries in Connecticut
• The Best New England Winter Getaways

If you’re heading up to Danville, Vermont, you have to experience the Great Vermont Corn Maze . The biggest corn maze in New England is a must-see autumn attraction.

The labyrinth takes between 15 minutes and two hours to finish, depending on your speed, and is divided into two sections: a big maze and a small maze. The earlier you go in the season, the more challenging it is. Families can easily spend upwards of six hours here exploring all of the games, including a play area, wacky miniature golf, a hay castle, and a kids’ village.

The town also hosts an annual Autumn on the Green on the first Sunday of October. Every year, the craft fair features over 200 local artisans to showcase their works to the thousands of visitors who come to enjoy the fall season. 

If you need lodging in the area, there are several RV campgrounds in the area and a Comfort Inn & Suites near Burke Mountain ( Booking | Hotels | TripAdvisor .)

Up in the northern region of Vermont, you’ll find Stowe. Overlooked by Mount Mansfield, this historic town is well known for the Trapp Family Lodge ( Booking | Hotels | TripAdvisor ).

Originally from Salzburg, Austria , the real-life story of the von Trapp family was immortalized in the Oscar-winning classic movie and Broadway musical The Sound of Music . 

But the film stops with the family escaping Austria during World War II. The von Trapps story continued; they settled in Stowe, Vermont, and ran the Trapp Family Lodge after leaving Europe. With its Austrian architecture and luxury accommodation, the resort offers its own Oktoberfest celebration every fall.

Stowe also hosts the annual Pumpkin Chuckin’ Festival. Hosted at the Stoweflake Mountain Resort & Spa ( Booking | Hotels | TripAdvisor ) for two days every September, you can enter to participate in one of the five divisions as a solo thrower or in a team of up to eight people.

There are  several rules  regarding the weight and measurement requirements for the trebuchets–the object being thrown–so make sure you check out the rules before entering.

Trebuchet (n.): treb·​u·​chet – A medieval military engine for hurling heavy missiles (such as rocks). “Trebuchet.” Merriam-Webster.com Dictionary

Massachusetts

Since we’re talking about the best New England towns in fall, no list is complete without Salem, Massachusetts! Immortalized by scary stories of the Salem Witch Trials like The Crucible by Arthur Miller and in Halloween movies like Hocus Pocus , the city is a must-see autumn destination. 

In the fall, everything about the city screams for the spooky season. Dine at the Witches Brew Cafe and stop for a treat at Ye Olde Pepper Candy Companie , the country’s oldest candy shop.

Walk around the Salem Witch Village to learn about the myths of witchcraft before venturing over to The Olde Burying Point Cemetery and the Salem Witch Trials Memorials . 

To learn more about the history behind the Salem Witch Trials, visit the Salem Witch Museum , or watch a performance by Cry Innocent Salem . The interactive production takes you from Essex Street to the Town Hall, where you’ll have an opportunity to take your seat on the jury. 

You can also catch a scary showing at Gallows Hill or the House of the Seven Gables for more theatrical entertainment. And if you love spooky night walks, take a History & Hauntings of Salem guided walking tour to hear more about the city’s mysterious history.

During the fall season, Boston is filled with beautiful scenery, great food, and fun activities. The city offers a wide variety of things to do in the fall in New England, such as visiting museums, shopping at local boutiques, going to concerts, and enjoying the famous New England autumn foliage.

Take a Boston fall foliage tour to truly appreciate the beauty of the city’s green spaces, like the Boston Commons and the Lagoon in the Public Garden, or a Ghosts and Gravestones Tour to hear about the city’s haunted past.

You can also visit other great attractions such as the Freedom Trail, Faneuil Hall Marketplace, and Quincy Market to enjoy some of the city’s Colonial history. 

The 2.5 mile Freedom Trail guides you through 16 historic sites that led to Boston’s nickname “The Cradle of the American Revolution.”

Attractions include Paul Revere’s home, the site of the Boston Massacre, and the USS Constitution. Make sure you check out the food stands in Faneuil Hall or Quincy Market for some piping hot clam chowder and other local seafood options.

If you’re a sports fan, autumn is the best time to cheer on your favorite athletes and teams. Similar to how one of the best fall activities in New York City is to cheer on the NYC Marathon runners, supporting the Boston Marathon runners is easily one of the best fall activities in New England. 

While the regular Red Sox baseball season has ended, if we’re lucky and made the playoffs, you might be able to grab tickets for a home game !

You can also head to the TD Garden in the city’s center for both the Bruins hockey matches or a Celtics basketball game . If you really want to head outside of the city to catch a Patriots football game , you can grab the “Patriot Train,” which departs from North Station before home games. 

• Your Guide to 3 Days in New Haven, CT Itinerary
• 20+ Incredible Things to do in Mystic, Connecticut
• Your Guide to One Day in Mystic, Connecticut
• The Best Things to do in Poughkeepsie, New York
• Things to do at Turkey Run State Park in Indiana
• The Most European Cities in North America

Connecticut

New Haven, Connecticut, is one of the best fall towns in New England. Nicknamed the “Elm City” for its Elm trees, the city is filled with beautiful foliage during the fall season.

There are several things to do in New Haven once you arrive.

Yale University is a historic Ivy League university located right on the New Haven Green. Start at the Visitor’s Center and take a tour of the school grounds with a student guide or wander around the beautiful campus grounds on your own, enhanced by the autumn colors.

As evening falls, discover all of  New Haven’s spookiest haunts on a walking tour . You’ll explore New Haven with a local guide, who will tell you about the city’s scariest sites and, of course, about the most interesting historical and architectural places like the Skull and Bones Society, the New Haven Public Library, and New Haven City Hall.

And, you can’t leave autumn in New Haven without getting apizza. Apizza is a type of pizza that originated in New Haven, Connecticut, due to an influx of Neapolitan immigrants at the beginning of the twentieth century. It’s also primarily regarded as the greatest in the country (sorry, New York City , but it’s true!)

Frank Pepe Pizzeria Napoletana, Sally’s Apizza, and Modern Apizza are the top pizzerias in New Haven, while BAR is a great pizzeria and one of the best breweries in Connecticut ; you can’t go wrong with any of them.

Middlefield & Durham

Two tiny neighboring towns in Connecticut–Middlefield, and Durham–are excellent fall towns in New England to visit.

Lyman Orchards , located in Middlefield, Connecticut, is one of my favorite places to go apple picking in Connecticut . The farm was established in 1741 when John and Hope Lyman purchased 37 acres of property, which included the current location of the Homestead and Apple Barrel.

They extended to more than 1,500 acres of land by the 1890s, covering food, cattle, and hay production. They also built the Apple Barrel, where you can shop for fresh vegetables and delicious sweets.

Play a game of golf on the lakefront Lyman Orchards Golf Course, or try your luck in their massive Corn Maze, which is specially designed each year to celebrate a Connecticut hero or event. The orchard has excellent apple picking and pumpkin picking, two of the best fall activities in Connecticut .

Fun Fact : Lyman Orchards is the 12th-oldest family-owned business in the United States, and it is a member of the Connecticut Freedom Trail. In 1986, the Lyman Homestead was listed on the National Register of Historic Places.

The next town over, Durham, Connecticut, is home to a fun fall festival in Connecticut , the Durham Fair.

This massive 4-day event takes place the third weekend of September each year, and the community comes out to celebrate.

From the farm museum showcasing antique equipment to events like the tractor pull, the ox pull, and a demolition derby, and opportunities to interact with animals, local artisans, and great food, you’ll leave with an appreciation of the hard work and dedication that goes into the harvest season. 

Rhode Island

After all of the excellent summer activities in Rhode Island , Fall is a great time to visit Providence because of the beautiful foliage and cool temperatures. With several colleges in town, there are some stunning campuses to walk through and enjoy the changing leaves every autumn. 

The biggest event of the season is the  Jack-O-Lantern Spectacular  in the Roger Williams Park Zoo. More than 5,000 carved pumpkins light up the sky every night on the Zoo’s Wetlands Trail during the Halloween season, with music and special effects to tell each year’s story. It takes about 45 minutes to fully experience Rhode Island’s most giant pumpkin Spectacular. 

With Johnson & Wales College’s culinary program within the city’s limits, you’re bound to find some outstanding cuisine in Providence, too. Visit Enoteca Umberto for incredible Italian food, Nick’s on Broadway for casual American fare, or head out of the city to reach Matunuck Oyster Bar for delicious seafood pretty much straight from the sea. 

Since this is a college town, you can’t go wrong staying at the Providence Graduate Hotel ( Booking | Hotels | TripAdvisor .) Formerly the Providence Biltmore, they have grand locations near many major universities in the United States at reasonable rates.

While winter in Newport is beautiful too, fall is one of the best times to visit Newport, Rhode Island, because the weather is gorgeous, and the scenery is breathtaking. The town known for its Gilded Age mansions has smaller crowds, and the restaurants are a bit less packed. You can also find great deals on hotels and rentals this time of year. 

One of my favorite places to stay is the Admiral Fitzroy Inn ( Booking | Hotels | TripAdvisor ,) right on Thames Street. They’re located right in the heart of downtown Newport within walking distance of all the major sites, and they offer complimentary breakfast during your stay.

Every autumn, Bowen’s Wharf comes alive with its annual Seafood Festival. While seafood is a major food group throughout New England no matter the time of year, the Bowen’s Wharf Seafood Festival showcases the “Harvest of the Sea”–fresh seafood.

As you wander through the Wharf’s various colorful tents, you’ll find delicious dishes made from just about every type of crustacean or fish alongside traditional fair favorites. Enjoy the music, sunshine, and cool weather at one of the finest natural harbors in the region.

Whether you’re looking for a new place to live or just want to explore a new town, make time to visit one of the best towns in New England in fall. You’ll even find many of these spots make for great winter getaways in New England , too!

You've successfully joined our subscriber list.

You’ll Also Love

17+ Fascinating Hidden Gems in New Haven, Connecticut

Become Purposely Lost

I'm Lyndsay! Thank you so much for joining me here at The Purposely Lost.

Latest on Instagram

• Affiliate Disclaimer
• Cookie Policy
• Privacy Policy
• Terms and Conditions
• Accessibility Statement
• United States
• Travel Tips

Copyright © 2024 The Purposely Lost · Theme by 17th Avenue

Copyright © 2024 · Mia On Genesis Framework · WordPress · Log in

Privacy Overview

• DESTINATIONS

The 4 New England Coastal Towns You Need to Visit in September

New England in September is a symphony of colors. Explore these four coastal towns, soaking in their charm, history, and the early whispers of fall.

We personally think September is one of the most underrated times to travel during the year.

The crowds have finally started to die down from the crazy busy summer months, yet you can still take advantage of long days and warmer temps. 

Of all the places you could choose to dedicate those  lazy, hazy, crazy  last days of summer, we’re personally rooting for New England.

Whether you’re looking to immerse yourself in some culture, enjoy a picturesque beach day in a charming seaside town, or something more adventurous like watching the sunrise over a mountaintop, it truly is impossible to run out of things to do.

1. The first place to check out on our list is the swoon-worthy Martha's Vineyard

With six different towns to visit on the island, you can spend days here and still never run out of things to do. 

Once you land in Oaks Bluff, you must grab a mudslide from Donovan’s Reef. It’ll be well worth the line.

We’d suggest renting a bike (if you’re into that kind of thing) and heading over to Edgartown for the afternoon. It’s an easy, breezy coastal ride, and you’ll quickly be swept away by the ocean views and hydrangea-filled streets. On your ride into downtown Edgartown, you can stop by the famous Jaws bridge and if you’re up for it, take the plunge. We swear it’s higher than it looks. 

After you’ve spent the afternoon learning about the history behind the island and filled up on all the seafood the vineyard has to offer, we think it’ll be well worth your time making the trek over to Menemsha. While you’re looking at about a 45-minute drive, the world-famous sunsets in this magical little fishing village are well worth it.

2. Portland, Maine

Maine - The way life should be.

Portland is the epitome of New England summer. After about a two-hour drive from Boston, you’ll find this scenic waterfront city in the southern part of Maine.

Filled with beaches, fishing charters, hiking trails, art galleries, and beautiful historic homes, we promise there’s something for everyone. 

We suggest spending an afternoon in Old Port strolling along the cobblestone streets and sampling some of the fantastic restaurants this foodie city has to offer. Quaint Old Port, while filled to the brim with a rich history, is also incredibly trendy. The options are endless, from lobster grilled cheeses on the waterfront to omakase in a fancy Japanese restaurant to pub food at one of the many local watering holes.

Looking to get out on the water while in town? Be sure to check out Portland Schooner Co’s two-hour sailing trips on Casco Bay and let the sun and salty air soothe you for an afternoon. 

Last but not least, it would be remiss to visit Portland and not check out one of their many craft breweries; we vote for Allagash Brewery or Bissell Brothers, but you really can’t go wrong with wherever your taste buds lead you.

3. Bar Harbor, Maine

It’s often said that nothing worth having comes easy, and that’s exactly the case when it comes to the next stop on our list, Bar Harbor, Maine. After you make the three-and-a-half-hour drive from Portland, you will quickly be rewarded with the jaw-dropping views in Bar Harbor. 

For a small town, it makes up for it with plenty of bars, restaurants, and places to stay, all within walking distance from one another. You’ll feel like you’ve gone back in time to the simpler days as you can spending hours wandering through the streets and enjoying the authentic vibes of this summer town.

You can’t visit Bar Harbor and not spend time checking out the stunning Acadia National Park. There are plenty of beautiful hiking trails to check out, ranging from easy to difficult, making it perfect for everyone to enjoy. On a warm afternoon, be sure to check out Sand Beach or Jordan Park for some relaxation. 

If you’re up for a (very) early wakeup, the sunrise from Cadillac Mountain is, without a doubt, a sight to see. In addition, you’ll be front row to a mountaintop view of downtown Bar Harbor.

4. Newport, Rhode Island

Last but not least on our list is Newport, Rhode Island.

There is genuinely nothing Newport doesn’t have. Not only is it home to some of the area's most beautiful waterfront mansions (think Great Gatsby), but the restaurant and summer nightlife scene is prime time. Think live music, colorful seafood dishes, and an array of waterfront spots that will make all of your Instagram dreams come true.

We highly suggest grabbing a cup of coffee and getting your steps in while walking along the cliff walk. The ocean views alone are worth it, not to mention the stunning architecture and historical homes you’ll be privy to along the way. 

After you’ve had as much lobster and clam chowder as your heart desires, head over to one of Newport’s beautiful beaches for a relaxing afternoon in the Rhode Island sun. 

We suggest ending your trip with a visit to Newport Vineyards. Here you can sip on some local wine while looking out at the property's beautiful landscape. 

We know we’ve left you with a tough decision of where to head this September. Luckily, we’re extremely confident you’ll be happy with whichever coastal spot you choose.

Discover the charm of New England's coastal towns in September, a hidden gem of travel timing. As summer's hustle subsides and pleasant weather prevails, seize the opportunity for cultural immersion, beachfront bliss, and adventurous escapades. Embrace the essence of September in New England for a diverse range of unforgettable experiences.

More stories:

Travel Magazine is the leading publication for those who go boldly. Discover trip itineraries, vacation ideas and more.

North America Chevron

United States Chevron

The Best Things to Do in New England This Fall

By Paul Rubio and Todd Plummer

When you live in the northeast , every season has its own charm—but nothing beats a New England fall. The forests and mountains erupt into a riot of colors, and locals embrace every bit of the fall-themed splendor. Join in on the fun by heading to regional farms and roadside stands for fresh cider doughnuts, apple picking, and pumpkin patch photo opps (not to mention the frenzy of baking they do at home), or opt for a long, rambling road trip through the region’s quieter locales. This fall in particular feels especially energetic, with new museum exhibits, new hotels and spas, and new events for both locals and visitors to explore. Whether you’re looking to get out into nature and appreciate the region’s natural beauty, visit a pumpkin show illuminated by over 1,500 jack-o-lanterns, or you simply want to hunker down for a glamorous spa weekend, these are our picks for the best things to do in New England this fall .

This gallery has been updated with new information since its original publish date. All products featured on Condé Nast Traveler are independently selected by our editors. If you buy something through our retail links, we may earn an affiliate commission.

1. Enjoy Provincetown all to yourself

While everyone’s out leaf peeping across the New England mainland, consider escaping to Provincetown . You’ll have the tip of Cape Cod —and its wealth of historic lighthouses, sand dunes, humpback whales, and seaside charm—all to yourself. Yes, the summer crowds thin out at this time of year, but there is still lots to explore in town, thanks to a bustling lineup of festivals which, since the pandemic, basically extends until the holiday season: from Women’s Week, to TransWeek, Spooky Bear, Provincetown Food & Wine Festival, and Holly Folly. . Base yourself in the center of the action at the lovely Gifford House Inn , which just underwent a renovation this year,or opt for something a little removed from the action such as AWOL Provincetown, which overlooks the serene moors at the far West End of downtown. Amble through the boutique-lined “downtown,” bike or walk one of the surrounding nature trails, explore the uninhabited sand dunes of the northern Cape with Art’s Dune Tours (bookings until November 15, 2023), or set sail on a highly rewarding whale watch with eco-conscious company Dolphin Fleet (sailings run through October 29, 2023t).

2. Drive the Vermont Cheese Trail

Many destinations love to organize themselves with wine trails, street art walks, public art districts, and so forth–but did you know that Vermont has its very own Cheese Trail? The Vermont Cheese Council has done all of us the very important public service of putting together a circuit of the state’s top cheesemakers, which makes for an excellent diversion no matter where you find yourself in the state. Some stops are small, family-owned dairy farms on sleepy country roads; others are larger institutions with museums and formal tours. Check out the Vermont Cheese Council’s website for an interactive map with all the stops.

3. Sharpen your kitchen skills at a hotel

There’s no shortage of charming inns and hotels in New England, many of which have really upped their culinary game in recent years—and several of which now invite guests to do the same. The intimate 22-room Relais & Chateaux property The Inn at Hastings Park , located in historic Lexington 30 minutes outside of Boston, offers immersive culinary instructional workshops and supper clubs taught by inn owner and chef Trisha Pérez Kennealy. Down along the coast in sleepy Watch Hill, Rhode Island, summer hotspot Ocean House makes a compelling case for visiting during the off-season with its Center for Wine and Culinary Arts, which offers an educational lineup of classes and wine tasting dinners each fall. A full listing of available classes (some of which are open to the public, not just hotel guests, as single sessions for a fee) is available here .

4. Visit a Trustees of Reservations Property

New Englanders wear their history proudly, and few organizations in the region–or perhaps the country–can compete with Massachusetts’ Trustees of Reservations in terms of historic preservation and land conservation. This non-profit, first established by the Massachusetts Legislature over 130 years ago, owns and cares for over 100 sites of historic or natural significance around the state, from historic estates to sculpture museums to working farms. If you’re coming from Boston, the World’s End Reservation in Hingham or the Harold Parker State Forest in Andover are just about half an hour’s drive from the city proper. If you have time to venture further afield, the Naumkeag Pumpkin Show uses over 1500 jack-o-lanterns to bring a historic Berkshires estate to life. .

Laura Kiniry

Blane Bachelor

Stacey Lastoe

5. Soak up some culture and history

If it’s looking like more of an indoor kind of day, turn your attention to the multitude of museums and historic sites New England has to offer, many of which are located in Boston—or as a convenient day trip away. There are the institutional biggies like the classic Museum of Fine Arts Boston (which this fall welcomes “Fashioned by Sargent,” an exhibition about the role of fashion in Sargent’s portraiture), the Institute of Contemporary Art Boston (catch the new exhibit Forecast Form, about art of the Caribbean Diaspora), the intimate Isabella Stewart Gardner Museum , and the great-for-kids Museum of Science . Or turn your eye outside of the city limits where more options abound. Drive out to the Berkshires and visit The Clark for impressionism and old masters, or Mass MoCA , a sprawling contemporary art museum set in a former mill complex. The nine-installation James Turrell: Into the Light exhibit (note that advanced reservations are required), is now accompanied by C.A.V.U .—Turrell's largest free-standing circular Skyspace that was three decades in the making, and opened earlier last year.

6. See the leaves via zip line

There's driving through autumnal foliage from the comfort of your car. But then there's getting a thrilling bird’s-eye view via a zip line. Many of New England’s ski areas offer zip line activities during the summer and fall months, such as Gunstock Mountain Resort in the heart of New Hampshire’s Lakes Region (go there for epic water views over Lake Winnipesaukee), or at Catamout Mountain Resort in the Berkshires (the longest zip line in New England, at over 5,500 feet long).

7. Get to know Boston’s rising farm-to-table scene

With new regional developments in year-round farming and hydroponics, there's been a rise in popularity for seasonal, locally-sourced farm-to-table cuisine—and fall is the best time to try it all. In Boston, head over to the Seaport District for dinner at Woods Hill Pier 4 , or to Puritan & Company in Cambridge, where Robert Downey, Jr. and Scarlett Johanssen were recently spotted dining. Rooftop apertivo bar Contessa (pictured) has also maintained its appeal (think inventive Northern Italian menu and Public Garden-view) since Carbone-famous Major Food Group opened it in 2021 atop the Newbury Hotel —a perfect urban leaf-peeping spot. Outside of the city, consider a stop by Gilson’s farm in Groton, about forty minutes west of Boston where the suburbs quickly give way to bucolic, rolling hillsides. Chef Will Gilson’s popular “Herb Lyceum” dinner series returns this year on select Fridays and Saturdays throughout the season. These dinners feature five courses of Gilson’s seasonal produce, starting with passed appetizers in the gardens and then moving inside to an open air carriage house for a communal dining experience capped at just 30 guests.Keep an eye on Herb Lyceum’s website for updated dates and ticket info. And if your travels bring you to Cape Cod, the Chatham Bars Inn’s popular Fall Greenhouse Dinner Series returns this year with four unique culinary experiences held at the hotel’s Farm in Brewster.

8. Go whale watching

Between Cape Ann and Cape Cod in Massachusetts, the Stellwagen Bank National Marine Sanctuary is one of the top spots for whale watching in the country, where you’ll typically end up on organized trips from the Cape, the North Shore, or even Boston . Most don’t realize that the best time to whale watch is October through early November, when the boat crowds have thinned and the humpbacks are out in full-force—it’s a great time of year to get breaching photos. Boston Harbor Cruises offers its whale watching trips through mid-November this year.

9. Explore modern-day Salem

The history of Salem, Massachusetts, may be steeped in witchcraft, but its modern-day magic is hard to miss. Base yourself at The Merchant , a 200-year-old home that once belonged to sea merchant Joshua Ward and is now a colorful and creative boutique hotel in close proximity to the Salem Witch Trials Memorial and the Salem Witch Museum. Then browse the American decorative art collections at the oldest continuously operating and collecting museum in the U.S., the Peabody Essex Museum (catch the new exhibit The Salem Witch Trials: Restoring Justice, which wraps November 26th). Book a spooky, lantern-lit walking tour to learn more about Salem’s nefarious past, then dine at one of the city’s buzzy restaurants like Ledger , which serves dishes like spaghetti alle vongole made with Duxbury clams in the spectacular setting of a former bank.

10. Experience cranberry season

Live the Ocean Spray dream and sign up for a tour at A.D. Makepeace Company in Wareham —the world’s largest cranberry grower. In non-pandemic times, guests are invited to throw on a pair of overalls and wade through the bogs, but this year, they've linked up with the Cape Cod Cranberry Growers’ Association for an industry-wide bus tour.

11. Discover a different side of Rhode Island

Since it’s more about the coast than the forest in America’s smallest state, Rhode Island may not be an obvious choice for fall—but it's prime time to experience the "locals' summer." Split your days between walks on vast, near-empty beaches, and drives along colorful, canopied country roads. Head down oceanfront Scenic Route 1A from Westerly to Wickford—it’s about 40 miles, a long distance in Rhode Island terms—for the ultimate juxtaposition of seaside backdrops and changing leaves, and base yourself in tony Newport, which has a markedly low-key vibe this time of year. For overnights, book a room at the adorable new Gardiner House , nestled on a quiet waterfront street, or at the Brenton Hotel, which overlooks the iconic Bowen’s Wharf Marina and sits across the street from buzzy new Mother Pizzeria.

12. Go hiking

Take advantage of the crisp fall weather to work up a sweat in New England’s wilder regions. For something truly rugged, head up north to Maine, where Baxter State park, the Nahmakanta Public Reserved Land and the Appalachian Mountain Club 100-Mile Wilderness Conservation Area offer a truly unspoiled outdoors experience. There are enough hiking trails—lined with brightly colored trees and towering evergreens, punctuated by boulder-strewn streams, lakes, and ponds—to keep all skill levels busy and happy.

Closer to Boston, the World’s End Reservation in Hingham or the Harold Parker State Forest in Andover are just about half an hour’s drive from the city proper. If the weather is clear and you’re still up for a mountainous challenge, the Tuckerman’s Ravine Trail on Mount Washington in New Hampshire offers some of the best alpine hiking on the east coast.

13. Explore Maine’s many lighthouses

If some Coastal Grandma vibes are up your alley this fall, consider a choose-your-own-adventure road trip up and down the Maine coast (or down and up, or whichever way you please). The state offers an astonishing 65 historic lighthouses, many of which are open to the public, and some of which even allow access to the keeper’s quarters, for an up-close view of how these iconic structures work. Many of them are still, today, actively used for offshore navigation. Check out the Maine Office of Tourism’s website for an interactive map of where you can find each lighthouse.

14. Go apple (and pumpkin) picking

Nothing says fall in New England like pumpkin patches and apple orchards (and the cider doughnuts produced therein). At family-run Shelburne Orchards in northern Vermont, pick your own apples, feast on crispy cider doughnuts, sip fresh-pressed cider, and sample seven-year-old cask-aged Apple Brandy made on the premises. (Don't miss the Pommeau, a fortified cider, either.) In Loudon, New Hampshire, savor piping-hot cider doughnuts at Meadow Ledge Farm (so good they often command a 45-minute line), and in Meredith, New Hampshire, get lost in a mega-corn maze, pick your own pumpkins, and try cider doughnuts with a twist (think chocolate drizzle and sprinkles) at Moulton Farm . And while pick-your-own apples are common across much of New England, there seems to be a slightly higher concentration of these farms down in Connecticut–like at the tenth-generation family owned Averill Farm in Washington Depot, operating since 1746.

15. Treat yourself to a five-star spa day

Autumn tends to bring plenty of mild weather, but it also requires plans for the occasional rainy day. Book some time at the glamorous new Guerlain Spa inside Raffles Boston for some time at the city’s buzziest new urban spa sanctuary (it’s scheduled to open in late October). . On Massachusetts’ South Shore, locals love the Mirbeau Inn & Spa for its luxurious spa treatments, as well as year-round Acqua Terrace, an outdoor space with a waterfall, fireplace, relaxing oversized whirlpool tubs, and drinks service.

And don’t make the mistake of assuming the Encore Boston Harbor only offers its rowdy nightlife and casino scenes–this enormous property, located in Everett just beyond Boston proper, is also home to one of New England’s largest, most glorious spas. Facials, in particular, are a strong suit here, with offerings from HydraFacial, Biologique Recherche and Dr. Babor. You’ll leave positively glowing—and perhaps with a little more luck on your side, too.

16. Plan a leaf-peeping road trip

Yes, it's the worst phrase ever, but there's nothing cringe-inducing about New England's highways in October—there's even a handy fall foliage map to help you plan the ideal weekend away. Make sure your road trip includes one of the following: New Hampshire’s Kancamagus Highway, a 34.5-mile National Scenic Byway through the state’s White Mountain National Forest, an itinerary through Vermont’s Green Mountain National Forest, or the famed 63-mile Mohawk Trail through Massachusetts’s Berkshire Mountains. Each showcases the region’s most dramatic colors.

By signing up you agree to our User Agreement (including the class action waiver and arbitration provisions ), our Privacy Policy & Cookie Statement and to receive marketing and account-related emails from Traveller. You can unsubscribe at any time. This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Protect Your Trip »

Best weekend getaways in new england.

Known for its historical roots, rugged landscape, savory seafood and rich sports culture, New England is home to a variety of vacation destinations. But with so many picture-perfect towns spread from the coast to the mountains, it's hard to decide where to head for a weekend getaway. That's why U.S. News took into account sights, culture, food and more to determine the best weekend getaways in New England. Cast your vote below to help us decide next year's ranking. Considering a fall trip to New England? Read our top travel tips »

Newport, RI

Portland, me, martha's vineyard, acadia national park, kennebunkport, white mountains, block island, the berkshires, sugarloaf mountain.

Visitors heading to Newport, Rhode Island, will be treated to breathtaking coastal vistas, glamorous seaside homes and top-notch sailing. Soak up some sun at Easton's Beach, or enjoy the sound of crashing waves while strolling the scenic Cliff Walk. If you'd rather treat yourself during your trip, hit up Thames Street, a bustling strip with delicious eateries, small boutiques and historic Colonial structures. Don't forget to save time for a tour (or two) of Newport's elaborate mansions, including The Breakers and Marble House.

An ideal destination for foodies and culture hounds, Portland, Maine, is filled with award-winning restaurants, museums, breweries, art galleries, boutiques and more. Spend some time wandering the cobblestone streets of the historical Old Port, where boats line the harbor and seafood is aplenty. Or, venture southeast of the city to Cape Elizabeth to snap a picture of the iconic Portland Head Light – one of the most photographed lighthouses in America – and hike or picnic in Fort Williams Park.

A popular summertime island retreat for New Englanders and politicians alike, Martha's Vineyard appeals to all types of travelers. Fly or take the ferry from the mainland to explore the Massachusetts island's six towns and numerous beaches. Don't miss the colorful gingerbread cottages in Oak Bluffs, the fresh seafood in the village of Menemsha or the boutiques in Vineyard Haven. While the island's eastern side is walkable, it's best to take a bus or car to the dramatic Aquinnah Cliffs on the more rugged western side.

Many pass through Bar Harbor on their way to Acadia National Park , but this charming seaside town is definitely worth a stop. Located on Maine's Mount Desert Island, Bar Harbor is bursting with locally owned boutiques, fresh seafood restaurants and gorgeous coastal views. Walk the scenic Shore Path for views of Frenchman Bay and multimillion-dollar mansions, or take a ride on a lobster boat to learn about the craft firsthand. While the town is popular in summer, its smaller crowds and vibrant foliage in autumn make it equally appealing during the shoulder season.

For a quintessential New England getaway, head to this Massachusetts peninsula known for its laid-back vibe. Vacationers can bask in the sun somewhere along Cape Cod National Seashore's 40 miles of sand before digging into a plate of fried clams or retreating to a quaint bed-and-breakfast . When planning your visit, keep in mind that each Cape Cod town is a little different. You'll find upscale shops in Chatham, historical landmarks in Sandwich, sky-high sand dunes in Wellfleet and a thriving LGBTQ community in Provincetown. Cape Cod's ample restaurants, boutiques, art galleries and ocean views are enough to keep you busy for days.

In the mood for an adventure? This more than 47,000-acre national park in Maine, one of the state's top attractions , is perfect for hiking, biking and rock climbing, among other outdoor activities. Your top priority should be to hike 1,530-foot-tall Cadillac Mountain – it's the first spot in the country to catch a sunrise from October to March. If you're not a fan of hiking, rent a car and make the drive along the 27-mile Park Loop Road. You'll pass the dramatic edge of Otter Cliffs and the cave at Thunder Hole, as well as other wonders visible from the road's pull-off observation areas.

The largest city in New England is fairly compact and walkable – perfect for sightseeing in just a few days. History buffs can follow the Freedom Trail to learn about the American Revolution before stopping for a beer at the historic Bell in Hand Tavern. Foodies can get a taste of Italy in the North End or indulge in some fresh oysters and clam chowder in the Seaport District. Meanwhile, fashionistas can browse the many shops on Newbury Street, and souvenir hunters can visit Faneuil Hall Marketplace. No matter your interests, your trip to Boston would not be complete without visiting Fenway Park.

Despite its small size, Nantucket has no shortage of activities. Board a ferry from Cape Cod or fly into the island's airport to enjoy a unique Massachusetts vacation. Visit Cisco Brewers for private brewery, vineyard and distillery tours, or simply enjoy the food trucks and live music. While Nantucket is a walkable island, many visitors enjoy renting bikes or mopeds to explore the area, especially tiny Siasconset Village. You'll want to also save time for watching the sunset at Madaket Beach on the island's west coast.

It doesn't get more relaxing than Kennebunkport, Maine. You can lay on sandy beaches, stroll through quaint boutiques and sample local specialties like lobster rolls, oysters and blueberry pies. There are also plenty of unique ways to see the town, including on foot during a food tour, by boat while on a lobster boat tour and by trolley with Intown Trolley. Plus, you can stop along the way to take pictures of Walker's Point – the Bush family compound. Keep your eyes peeled for other famous faces, as Kennebunkport is a popular celebrity vacation destination.

Although Stowe's small-town charm and dramatic vistas make it a beautiful destination year-round, snow lovers won't want to miss this Vermont retreat in all its winter glory. Stowe is dubbed the "Ski Capital of the East," but this New England hideaway is also ideal for snowboarding, snowshoeing and dog sledding. If you'd rather visit during the warmer months, consider hiking the Stowe Recreation Path or driving the Auto Toll Road to the top of Mount Mansfield for unbeatable views of the Adirondack Mountains. Whichever season you prefer, fans of "The Sound of Music" can't miss a visit to Stowe's Trapp Family Lodge.

If historic walking tours, charming bistros and tax-free shopping describe your ideal New England weekend, book your ticket to Portsmouth, New Hampshire, today. Take a narrated boat tour of the Isles of Shoals, or spend the day exploring Market Square, the gem of downtown Portsmouth. For a breath of fresh air, sink your toes in the sand at nearby Wallis Sands State Beach or stroll through the gardens at Prescott Park. Time your visit for summer to attend the Prescott Park Arts Festival, which transforms this beautiful green space into a vibrant outdoor performance venue.

Whether you're looking for a quiet mountain hideaway or an activity-filled weekend, potential abounds in the White Mountains. Designated as a protected national forest, the White Mountains cover parts of New Hampshire and Maine. Take the scenic route along the Kancamagus Highway, and consider stopping at a campground along the way. If you're visiting in summer, hike, drive or take the Mount Washington Cog Railway to the summit of its namesake for spectacular views. In winter, shred powder on some of the best ski slopes in New England before curling up with a cup of hot cocoa at a bed-and-breakfast.

Walk any direction on Block Island and you'll end up at a free public beach. This oasis off the southern coast of Rhode Island features 17 miles of shoreline, as well as old-fashioned cottages and two historical lighthouses. Take in sweeping ocean views from Mohegan Bluffs, or look for animals at Block Island National Wildlife Refuge. If you want an adrenaline rush, try snorkeling in the island's crystal-clear waters, biking around its picturesque perimeter or hiking its Clayhead Trail. A quick ferry ride from the mainland will take you to Block Island, making it an easy weekend retreat.

The rolling mountains of the Berkshires attract everyone from artists to nature lovers to city dwellers looking for an escape. This region of western Massachusetts has long been a culture and history hub. Charming towns like Great Barrington and North Adams draw visitors with their quaint main streets and historic homes. The town of Lenox is home to the famous Tanglewood concert venue, while the town of Pittsfield boasts many theaters and art galleries. You'll find a variety of festivals to attend in summer, vivid foliage in fall and plenty of skiing in winter.

Situated in western Maine's Carrabassett Valley, Sugarloaf Mountain has a lot to offer travelers looking for an exciting weekend getaway in New England. In winter, enjoy a range of cold-weather activities – including cross-country skiing, snowboarding, snowshoeing, ice skating, tubing and more – at the mountain's namesake ski resort. In summer, take advantage of the warmer temperatures by mountain biking, zip lining or hiking sections of the famous Appalachian Trail.

About 20 miles northeast of Boston, this Massachusetts town is best known for the witch trials of the late 17th century, which you can learn all about on a historical walking tour. For an even bigger dose of local culture, visit in October when the town hosts Halloween-themed events all month long. You'd also be remiss to skip top sights like the Peabody Essex Museum and The House of the Seven Gables, the setting of Nathaniel Hawthorne's 1851 novel of the same name.

Vote to Add these Destinations to the Rankings

Narragansett

You May Be Interested In

Best Fall Vacations

Best Romantic Getaways in the U.S. for 2024

Best Maine Beaches

Best Weekend Getaways

Best Weekend Getaways in the Midwest

Best Weekend Getaways in the South

If you make a purchase from our site, we may earn a commission. This does not affect the quality or independence of our editorial content.

Recommended

The 50 Best Hotels in the USA 2024

Christina Maggitas February 6, 2024

The 32 Most Famous Landmarks in the World

Gwen Pratesi|Timothy J. Forster February 1, 2024

9 Top All-Inclusive Resorts in Florida for 2024

Gwen Pratesi|Amanda Norcross January 5, 2024

24 Top All-Inclusive Resorts in the U.S. for 2024

Erin Evans January 4, 2024

26 Top Adults-Only All-Inclusive Resorts for 2024

Zach Watson December 28, 2023

Solo Vacations: The 36 Best Places to Travel Alone in 2024

Lyn Mettler|Erin Vasta December 22, 2023

26 Cheap Beach Vacations for Travelers on a Budget

Kyle McCarthy|Sharael Kolberg December 4, 2023

The 50 Most Beautiful White Sand Beaches in the World

Holly Johnson December 1, 2023

The 26 Best Zoos in the U.S.

Rachael Hood November 16, 2023

44 Cheap Tropical Vacations That Feel Expensive

Holly Johnson|Alissa Grisler November 10, 2023

New England Fall Road Trip Itinerary: 10 Stunning Stops

By: Author Mark and Kristen Morgan

Posted on Published: August 23, 2021  - Last updated: December 8, 2023

Categories North America Travel Blog

There are many places in the world you can see leaves turn in Autumn, but they pale in comparison to one famed and celebrated region in the US northeast where science, nature and climate combine to put on an extraordinary light show each year. We are of course talking about fabled New England and we’re going to show you 10 places you can’t miss when planning your New England fall foliage road trip, with 5 day itinerary, 7 day itinerary and 10 day itinerary examples included to help you nail down the best possible route for your trip.

We will use our first hand experiences from road tripping New England in fall to bring you tips, advice and unmissable stops to take on your visit. This is one of those true bucket list USA road trip experiences in which it pays to be organized, plan effectively and make the most of every day.

So, let’s get stuck into those 10 unmissable stops and planning your perfect New England fall foliage road trip itinerary!

The Science Behind Fall Colors

What do we know about the changing of colors to give ourselves the best chance of being in the right place at the right time?

Well, we know that fall colors peak furthest north and work southward through the latitudes. So for example, the Blue Ridge Parkway in Virginia and North Carolina is gorgeous in fall, but the colors won’t change there until much later in the season.

Also, we know elevation plays an important role in when peak colors will be on display. Colors will change first in mountainous regions of Maine, New Hampshire and Vermont before they do at lower elevations.

But the most important aspects are weather conditions leading into Autumn, and amount of daylight. It all starts way back in Spring! A late Spring or intense Summer drought can potentially delay peak fall colors by a week or two.

Conditions Affecting Predictions For Peak Fall Colors

In addition to elevation, latitude and weather conditions before fall, there are more specific conditions that can affect peak fall once we actually reach Autumn:

• Soil moisture levels
• Amount of sunlight during the day
• Length of night
• Day and night temperature (important)

So what would constitute as perfect conditions for the best chance at ‘peak’ fall colors being their most radiant and predictable?

• Wet and warm Spring conditions
• Summer without drought or unusually high / low temperatures
• Warm Autumn days and cool but not freezing nights

And what causes the colors to change once conditions are right?

Sunlight pumps leaves full of chlorophyll during Spring and Summer. Once daylight wanes in Autumn, so does the amount of chlorophyll.

That leaves room for other pigments in the leaves, such as anthocyanin and carotenoids to shine.

Why Focus On VT, NH, ME and Even NY

The region of New England technically contains 6 states; Connecticut, Rhode Island, Massachusetts, Maine, New Hampshire and Vermont. In fall, this entire region transforms into an adventure playground for leaf-peeping lovers and passionate photographers.

However, there are three New England states among the six that we feel just have to be prioritized for the very best scenery and most radiant colors; New Hampshire, Maine and in particular Vermont.

But we’re also going to throw a curve ball by including a region not technically part of New England (gasp!) … New York’s Adirondack Mountains are a stone’s throw from the border with Vermont and the colors are just as special.

We want you to see the best places in New England when you take your fall road trip, but we would prefer you to see the best colors. That means skipping the likes of Boston, Portland and Providence on this particular visit to the northeast.

They’re all awesome places and we visited them all on our New England road trip in fall. But they don’t have the colors of rural Vermont and New Hampshire, plus we had days to spare.

Here’s why you should focus on the northern parts of New England for a fall foliage road trip:

Vermont’s rolling hills are overflowing with charming rural towns, barns and covered bridges. But the state is 80% covered in forest and that can only mean one thing; spectacular fall foliage everywhere you look.

Further Reading: The best places to visit in Vermont

New Hampshire

New Hampshire mixes excellent hiking options in stunning mountainous areas with staggeringly beautiful fall foliage colors.

It also has one of the best mini road trip routes in New England during fall – the Kancamagus Highway.

Maine is huge. It is much bigger than the other New England states and that means it’s hard to fit most of the northern parts in to your road trip. Unless you have more than 2 weeks of course.

However, Acadia National Park is one of the very best places you can visit in all of New England in fall so if you have the spare time, it’s hard to skip.

New York’s Adirondack Mountains, including Winter olympic town Lake Placid and its surroundings are beautiful in Autumn. The popular mountainous region is incredibly popular thanks to a host of activities and of course glorious foliage colors.

When Should You Plan Your New England Road Trip For Peak Fall Colors?

It is impossible to plan the perfect ‘peak’ fall road trip itinerary in New England. You would need to be in many places at the same time for that to be possible. We’re not quite there, yet!

Historically, the last 2 weeks of September and the first 2 weeks of October are when the colors change. So that would put October 1st in the middle of that and therefore a ‘peak’ fall foliage target.

Science tells us that colors change in the North and at elevation first, eventually working South and to lower levels.

We’ll get into example itineraries below, but here are some rough dates to use for each itinerary time frame working North to South:

• 5 Day New England Fall Road Trip – We would suggest aiming for September 29 through October 3.
• 7 Day New England Fall Road Trip – Add a day either side, so September 28 through October 4.
• 10 Day New England Fall Road Trip – Add a day before and two after, so September 27 through October 6.
• 14 Day New England Fall Road Trip – Add a day before and three after, so September 26 through October 9.

Should You Book Your Trip In Advance?

Here are two scenarios:

• You don’t book in advance and keep an eye on live fall foliage updates to guarantee hitting peak fall. This also means you have flexibility on bad weather days. However, there are very limited hotels available and those that do have rooms will be more expensive.
• You plan and book your whole trip in advance, getting good value in hotels and can relax. But there’s a chance you won’t time it just right and you will have to deal with whatever weather comes your way.

We can’t offer a ‘better’ solution here because both have pros and cons.

Our trip was mainly booked in advance which meant we spent less but we had to put up with a lot of disappointing rain days, as you will see in the photos below!

Need a hand planning your New England fall road trip? Our popular 40+ page New England Fall Road Trip Guidebook includes the 10 best places to visit, 8 example itineraries ranging from 5-14 days and an extensive interactive map to help you plan a successful leaf-peeping vacation.

Top Tips For Planning Your New England Fall Road Trip Itinerary

Finally, before we jump into the 10 unmissable stops and the New England fall road trip itineraries, let’s have a quick look at some important tips to consider when planning your vacation:

• New England is insanely popular in fall.
• Booking accommodation in advance will save you a lot of money.
• Carefully plan where you want to spend each night based around hikes and photography.
• Start in the North and work South through New England.
• Expect frequent rain and clouds in fall and accept that there’s nothing you can do about it!
• Always carry loads of water and snacks in the car.
• Try to find elevated vantage points as often as possible.
• Some of the best and most unique fall photos are along rural country roads.
• You need multiple spare batteries for your camera!
• You can use a drone in many parts of New England for aerial photography.
• Don’t worry if you miss ‘peak’ colors.

Our popular road trip resources:

• Road trip packing list essentials
• How to plan the perfect road trip

10 Places You Can’t Miss On The Best New England Fall Road Trip

Let’s take a closer look at the 10 stops we think are unmissable on a first New England trip to see the fall colors.

1. Lake Placid, New York

Lake Placid of 1980 Winter Olympics ‘Miracle on Ice’ fame is located at the heart of New York’s revered Adirondack Mountains. It is the perfect base for adventure activities throughout all four seasons, from hiking in Summer to skiing in Winter.

The charming town of Lake Placid is an incredibly popular centralized location for leaf peeping in the Adirondacks. As a result, hotels here are in high demand and not cheap from the end of September until mid October. We know from experience when our bank balance took a mighty hit!

Walk around Mirror Lake in town for the easiest way to soak up gorgeous fall colors. If you have time and enjoy challenging hikes, you can’t miss Mount Marcy. It isn’t the prettiest trail but it is the tallest peak in New York.

Things To Do In Lake Placid, NY

• Take a relaxing walk around serene Mirror Lake.
• Visit the Olympic ski jumping complex.
• Photograph John Brown barn.
• Drive to the summit of Whiteface Mountain.
• Take the Cloud Splitter cable car to Little Whiteface.
• Walk through picturesque High Falls Gorge.
• Hike Mount Marcy, the tallest peak in New York.

Where To See Fall Foliage In Lake Placid, NY

• Mirror Lake in town is gorgeous, walk through residential areas surrounded by colorful trees.
• John Brown barn is a hidden gem for fall colors.
• The top of the ski jump provides sweeping views over the Adirondacks.
• Mount Marcy summit is the highest point in the entire region, providing the best views over rolling hills.
• Whiteface Mountain and Little Whiteface offer more stunning views of fall foliage.

Read our Lake Placid guides for more information:

• 10 best things to do in Lake Placid NY
• Mount Marcy complete hiking walkthrough
• 8 best hotels in Lake Placid NY

2. Burlington, Vermont

Burlington in Vermont might not be the first place you think of for a New England fall foliage road trip destination. However, it is one of the easiest places outside of Boston to fly into the region if you are visiting from further afield.

The small town also happens to be filled with beautiful and radiant foliage colors at every turn. From lakeside bike paths to park towers with stunning views, Burlington is the perfect stop off between Lake Placid and the more famous foliage destination of Stowe.

Hotels in downtown Burlington can be limited and expensive in Autumn, so if you are visiting New England on a budget, try looking for hotels in surrounding villages and towns.

Things To Do In Burlington, VT

• Eat, drink and soak up the atmosphere along Church Street.
• Walk through Waterfront Park alongside Lake Champlain.
• Cycle the Burlington bike path to Grand Isle.
• Explore Ethan Allen Homestead and Museum.
• Stand on top of Ethan Allen Tower for amazing views.
• Taste chocolate at Lake Champlain Chocolates flagship store.

Where To See Fall Foliage In Burlington, VT

• Anywhere along the Lake Champlain waterfront where there are trees.
• Ethan Allen Park and the top of the tower in particular have the best fall foliage views in Burlington.
• Ethan Allen homestead and museum are surrounded by beautifully colorful trees.

Read more about Burlington:

• 10 best things to do in Burlington VT
• 8 best hotels in Burlington VT

3. Stowe, Vermont

Stowe is one of the unmissable fall foliage classics on any New England road trip. The white church in town is one of the most photographed churches in the US and almost all of those photographs are taken in fall.

The town is quaint and attractive but be sure to spend the majority of your time up in Stowe Mountain Resort. This is where you will find hikes, Mt Mansfeld, waterfalls and Smugglers Notch.

Colors will change first up in the higher elevations. So, if you’re a little early, head up to the resort. On the other hand, if you’re a little late, stick to the lower elevations around Stowe town for the most vibrant colors.

Personally, we love to hike, we like flying our drone and we enjoy photographing waterfalls. Stowe was one of the best stops on our New England fall road trip circuit for allowing us to do all of those things.

Things To Do In Stowe, VT

• Photograph the famous white church in Stowe town.
• Drive or hike to the summit of Mount Mansfield.
• Drive through stunning Smugglers Notch pass.
• Ride a bike along Stowe Rec Path or Lamoille Valley.
• Take the SkyRide Gondola to Mt Mansfield.
• Hike a wide range of awesome trails.
• Visit both Bingham Falls and Moss Glen Falls.

Where To See Fall Foliage In Stowe, VT

• In Stowe town, the iconic white church backed by a hill of fall colors is unmissable on your New England road trip.
• But the best colors are in Stowe Mountain Resort. The drive up from town is gorgeous.
• No matter how you get to the top of Mt Mansfield, you can guarantee spectacular fall foliage views.
• Smugglers Notch is our top recommendation for Stowe. If you have a drone, this is the place to fly.

Read more about Stowe, Vermont:

• 15 best things to do in Stowe VT
• 12 best hotels in Stowe VT

4. Woodstock, Vermont

Woodstock in central Vermont is arguably the most picturesque and charming town you will visit on your New England fall road trip itinerary. It truly is like something out of a fairytale. We had no choice but to include Woodstock in our popular guide to the 50 best places to visit in the USA .

Remarkably pretty farms with golden leaves dancing in sunlight and reddish-brown leaves covering the ground create picture perfect scenes. Sleepy Hollow Farm and Jenne Road Farm are featured on many fall foliage calendars you will see in shops on your visit to New England.

Don’t miss the many stunning historic covered bridges around Woodstock. Middle covered bridge is right in town, Taftsville and Quechee are very close by and Cornish-Windsor is a 30 minute drive. The beautiful bridge in the photo below is a privately owned bridge near South Woodstock on the main road to Jenne Farm.

Woodstock is one of the more expensive places to visit on a road trip through Vermont, but it is worth taking a hit on the extra chunk of budget. Simply driving around the narrow country roads near Woodstock for a few hours would provide enough fall foliage colors to last a week of photography.

Things To Do In Woodstock, VT

• Walk around the charming town and admire diverse architectural styles.
• Photograph two postcard perfect farms – Jenne Road Farm and Sleep Hollow Farm.
• Visit a host of historic and stunning covered bridges.
• Explore Marsh Billings Rockefeller Park and hike to amazing viewpoint overlooking Woodstock.
• Visit nearby Quechee Gorge and village.
• See Jersey dairy cows at Billings Farm and Museum.

Where To See Fall Foliage In Woodstock, VT

• Woodstock is incredibly photogenic during fall throughout the town and immediate surroundings.
• The lookout over Woodstock from Mount Tom hike is iconic fall photography.
• The best two fall photographs in Woodstock are at Jenne Road Farm and Sleepy Hollow Farm. They are two truly unmissable stops on your New England fall road trip itinerary.
• Drive your car around the narrow rural roads near Woodstock for some of the most special colors.

Read more about Woodstock, Vermont:

• 15 best things to do in Woodstock VT
• 7 best hotels in Woodstock VT

5. Manchester, Vermont

Similarly to Stowe, Manchester is a four season resort with skiing in Winter and hikes during Spring or Summer. In fall, the town located in the heart of Green Mountain National Forest transitions into a colorful paradise for leaf-peepers.

Manchester can be split into the old historic district and the newer modern resort town. The newer part is livelier and closer to amenities but the historic district is quieter, prettier and more colorful.

Use Manchester as a base for one night to explore nearby elevated areas for some of the most expansive views of rolling hills on a New England fall road trip.

Equinox Mountain is the tallest peak in the area. You can hike it or drive it to open up far-reaching views over three US states. But our top tip is to simply stick to the narrow country roads again and you will find more unique fall foliage photographs.

Things To Do In Manchester, VT

• Drive the Skyline Auto Toll Road to Mount Equinox summit.
• Explore Hildene, the Lincoln Family Home.
• Walk around quaint Manchester Historic Village District.
• See the American Museum of Fly Fishing Museum exhibits.
• Buy a book in popular Northshire bookstore.
• Visit nearby covered bridges.
• See the Bennington Battle Monument.
• Visit Robert Frost stone house museum.

Where To See Fall Foliage In Manchester, VT

• Manchester is the heart of the Green Mountains, so the entire area surrounding the town is staggeringly attractive.
• Rolling hills for endless miles covered in glowing fall colors can be seen from any elevated vantage point.
• Equinox Mountain summit provides the best panoramic views over three states.
• Another place you jump in the car and find unique fall photography opportunities on rural roads.
• Manchester Historic Village District is leafy and the church is surrounded by golden yellow leaves.

Read more about Manchester, Vermont:

• 15 best things to do in Manchester VT
• 9 best hotels in Manchester VT

6. Franconia Notch State Park, New Hampshire

Franconia Notch is one of New Hampshire’s premier tourist regions for hiking, picturesque mountains, skiing and of course fall foliage. A two lane highway mountain pass dissects the Kinsman and Franconia mountain ranges, with a number of fantastic recreational stops along the way.

Artists Bluff is a very short but steep hike leading to a rocky ledge. Its summit overlooks Echo Lake and is most popular in fall when the colors change. As you can see, we hiked the trail on an incredibly cloudy and grey day, which doesn’t help with highlighting the beauty of this viewpoint. We have included Artists Bluff in our popular guide to the 50 best hikes in the US .

Franconia Notch State Park is where you will find the stunning Flume Gorge hike. A little over 2 miles of waterfalls, narrow gorges and forested paths welcome thousands of visitors each year. For us, the best part of Flume Gorge were the two ultra-photogenic covered bridges; Flume and Sentinel Pine.

Things To Do In Franconia Notch State Park, New Hampshire

• Hike the short but steep trail to Artists Bluff summit for stunning views.
• Walk through impressive and extremely popular Flume Gorge.
• Hike Cannon Mountain or take the Cannon Mountain Aerial Tramway.
• See a whole host of waterfalls or hike one of a dozen other mountain trails.
• Ski Cannon Mountain Resort in Winter.

Where To See Fall Foliage In Franconia Notch State Park, New Hampshire

• The single most well known fall foliage photograph in Franconia Notch NH is from the summit of Artists Bluff.
• However, don’t miss the chance to walk through the incredibly picturesque Flume Gorge in fall.
• Not only are the colors vibrant, but waterfalls are attractive and two special covered bridges are incredibly photogenic.
• Anywhere at elevation, which means every hike up a mountain side or the tramway with sweeping valley views.

Read more in our Franconia Notch guides:

• Artists Bluff Trail Fall Foliage Hike
• Flume Gorge Complete Hiking Walkthrough

7. Kancamagus Highway, New Hampshire

New Hampshire’s supremely scenic Kancamagus Highway is one of the very best parts of New England to road trip in fall foliage season. We would put it firmly in the category of ‘unmissable’.

The road between Lincoln and Conway NH is only 35 miles long, but it 35 miles of pure foliage bliss. You can either drive it in one go and simply soak up the colors roadside. Or you can stop at a multitude of overlooks, hiking trails, waterfalls, lakes and covered bridges.

If there’s one part of your New England road trip itinerary to time it right for peak foliage colors, you would do well to beat the Kancamagus Highway in its prime.

A note for photographers and videographers – You can use your drone in many parts of the Kancamagus Highway. We captured amazing photographs and videos of endless miles over rolling hills covered in radiant color.

Things To Do On Kancamagus Highway, New Hampshire

• Stop at various high elevation overlooks with spectacular views over White Mountain National Forest.
• Walk to Sabbaday Falls, Champney Falls and Lower Falls.
• Hike Lincoln Woods or Mount Chocorua.
• Walk out on Rocky Gorge boulders.
• Photograph Russell-Colbath House and the picture perfect Albany Covered Bridge.
• Explore ponds and lakes to your hearts content.

Where To See Fall Foliage On Kancamagus Highway, New Hampshire

• Views over rolling hills from every overlook are astonishing in fall.
• Once the Kancamagus Highway reaches its highest elevation, you will see an ocean of color in all directions.
• Walk through any forest trail or along any waterfall hike to immerse yourself into those foliage colors.
• Albany covered bridge is one of the most picturesque bridges you will find in New England.
• Rocky Gorge and nearby lake with reflecting fall colors are wonderful.
• Even on both ends of the road in Lincoln (Loon Mountain) and Conway the colors are vibrant.

Read more about the Kancamagus Highway:

• 13 best places to stop along the Kancamagus Highway in fall

8. Mount Washington, New Hampshire

At 6,288 ft tall, Mount Washington is the tallest peak in Northeastern United States. It is renowned for wild and unpredictable weather, including the recording of a world record wind speed over over 230 mph.

As our images indicate, Mount Washington can be very wet and cloudy in Autumn. But if you get slightly more luck on your road trip and time it on a sunny day, you will enjoy some of the most beautiful colors and scenery in the entire region.

Avid hikers can climb to the summit, otherwise you can take a historic cog rail train or drive up an auto toll road to reach the top. Views from almost 2,000 meters high over an ocean of bright colors are incredible.

Things To Do Around Mount Washington, New Hampshire

• Hike a very challenging but rewarding trail to the summit of Mount Washington.
• Consider a night hike, fall colors won’t matter in the dark but it is hugely popular for astro and sunrise photography.
• Alternatively, drive the Mt Washington Auto Road to the summit.
• Or, take the most scenic and historic route to the top – by Cog Railway.
• Conway scenic railroad nearby ventures deep into fall foliage forest.
• Endless miles of hiking, 100 waterfalls and a handful of covered bridges to discover.
• Crawford Notch State Park is close by and features more views, hikes and waterfalls.

Where To See Fall Foliage Around Mount Washington, New Hampshire

• Just gain elevation in the White Mountains and you’ll open up valley views with a sea of foliage colors.
• Mt Washington summit is the iconic NH vantage point for sweeping Autumnal vistas.
• For a unique experience, the Conway Scenic Railroad cuts through some of the best colors in NH.
• Crawford Notch State Park is stunning in fall, with fantastic valley views from hikes.

9. Lake Winnipesaukee, New Hampshire

Heading due South of Mt Washington you will find Lake Winnipesaukee encircled by gorgeous fall foliage colors. Unfortunately for us, the rain was back in full swing but you can still see how vibrant the colors are in this area.

You can drive an 81 mile loop road around the entirety of the lake, or take to the waters aboard M/S Mount Washington cruise boat.

Visit Castle in the Clouds for family entertainment and hiking, Weirs Beach for arcades or Wolfeboro for a more relaxing experience. The most popular trail in the area is Mount Major, which we highly recommend for hikers looking for excellent views over the lake.

Things To Do Around Around Lake Winnipesaukee, New Hampshire

• Take a cruise on the M/S Mount Washington.
• Or rent a boat of your own for the day.
• Ride the Lake Winnipesaukee scenic railroad.
• Try your hand at arcade games in Weirs Beach.
• Hike the popular half day trail to Mount Major summit for fantastic lake views.

Where To See Fall Foliage Around Lake Winnipesaukee, New Hampshire

• Elevation is your fall foliage friend around the lake if you want expansive views.
• Mt Major is the perfect moderate hike to include on your New England fall road trip itinerary.
• But nearby Belknap Mountain is also a popular choice for fall hikers.
• Gunstock Mountain Resort has zip lines and ski lifts for easy elevation gain.
• For easier and more close up Autumnal color vistas, simply hire a boat on the lake and explore.
• Or sit back, relax and soak up the views on Lake Winnipesaukee scenic railroad foliage tour.

10. Acadia National Park, Maine

Acadia finds itself in the list of top 10 most visited and best US National Parks each year. Millions of tourists descend on Bar Harbor annually to enjoy a diverse range of amazing things to do inside the awesome park.

Varied hikes suitable for all ages and abilities, including the famous adrenaline pumping climbs Beehive Trail and Precipice Trail , are a huge draw. But despite being a typical Summer destination in the north of America, Acadia is equally as popular in Autumn and that is purely down to its glowing fall foliage colors.

Sunrises from Cadillac Mountain or Schoodic Point can be extraordinarily beautiful if conditions are right, and sunset at Bass Harbor Head Light is a very highly regarded spectacle. You will need to bring your best hiking gear, spare camera batteries and a lot of energy to the wonderful National Park in Maine.

The only problem you will face with including Acadia on a New England fall foliage road trip is its location. You will have a long drive to and from Acadia from Vermont or New Hampshire. However, if you have the time, it is unquestionably worth the extra effort.

Things To Do In Acadia National Park, Maine

• Hike various amazing trails from easy to hard (to exhilarating!).
• Photograph stunning sunrises, landscapes and Bass Harbor Head Light.
• Drive to Cadillac Mountain summit, the tallest peak on the US east coast.
• Walk or cycle maze-like carriage roads through the park.
• Explore Jordan Pond and swim in Echo Lake.
• Eat and drink in glitzy Bar Harbor, Maine.

Where To See Fall Foliage In Acadia National Park, Maine

• Mountain summits from any hike opens up special views over rolling hills covered in fall colors.
• Carriage roads are the perfect way to explore forested trails which are surrounded by trees.
• Drive the national park loop road for easiest access to fall colors.
• Jordan Pond in particular is encircled by vibrant autumnal hues.
• Cadillac Mountain summit opens up 360 degree views over Maine and the ocean.

Read our Acadia National Park guides to learn more:

• 17 best things to do in Acadia National Park
• 10 hikes you can’t miss in Acadia National Park
• Where to stay in Bar Harbor and Acadia National Park
• 10 key things to know about visiting Acadia in the fall

Planning Your New England Fall Road Trip Itinerary

New England is an enormous region and choosing exactly where to visit can be challenging. Here are a few questions to ask yourself before you begin plotting a route:

• Which places are top of your list? Vermont? New Hampshire? Acadia?
• How many days can you spare on your trip?
• Do you want to book accommodation in advance or take it day by day?
• Are you in New England solely to see and photograph fall colors?
• Or are you focused primarily on hiking with colors as an added bonus?
• Do you want to use small and quaint towns as your main places to stay?
• Or are you more interested in being rural and remote each night?
• What is your budget? Can you afford to splurge on activities?

Once you have an idea about how you see your road trip panning out, use that idea as a guide to make the best decisions based on your travel style.

Next, we will go through a number of potential scenarios for 5 day, 7 day and 10 day road trip examples through New England in fall.

Use the examples as a reference but remember, they are generic and based on how we personally would plan our itineraries with hikes and photography in mind.

5 Day New England Fall Road Trip Itinerary

Only having 5 days isn’t as much of a negative as it might usually be. Yes, you are going to have to be selective and it is going to be none stop action. But one of the major benefits to a road trip in fall is that all of the best scenery is seen when driving.

Also, the smaller states of Vermont and New Hampshire don’t require a huge amount of drive time between their most scenic places for fall foliage. Include Lake Placid in the Adirondacks and you can easily tick off most of the places in our list in 5 days.

Another consideration is with just 5 days you don’t need to worry as much about ‘following’ peak fall colors. They won’t change too much in that time frame when compared to 10 days.

Example 1 – Lake Placid NY to Manchester VT

D1 – Lake Placid : Walk around Mirror Lake, drive up Whiteface Mountain and explore High Falls Gorge. Stay in Lake Placid.

D2 – Burlington and Stowe : Walk down Church Street, cycle Burlington bike path, explore Smugglers Notch and Stowe Mountain Resort, sunset at Stowe church. Stay in Stowe.

D3 – Franconia Notch and Kancamagus Highway : Hike artists bluff trail, walk around Flume Gorge, drive Kancamagus Highway and down to Wolfeboro. Stay in Wolfeboro on Lake Winnipesaukee.

D4 – Lake Winnipesaukee and Woodstock VT : Spend morning exploring the lake or hike Mt Major, then drive to Woodstock in Vermont via Cornish-Windsor covered bridge, Quechee Gorge and Taftsville covered bridge.

D5 – Woodstock and Manchester : Visit the farms near Woodstock, drive through Green Mountains to Manchester and end at the top of Equinox Mountain.

You could start and end in New York City if flying into Newark or JFK works from your origin and budget. Alternatively, Montreal would be a better place to start for Lake Placid, hire a car and drop it off in NYC or Boston after leaving Manchester, VT.

Example 2 – Lake Winnipesaukee NH to Manchester VT

D1 – Lake Winnipesaukee : Explore the lake, hike Mt Major, take a cruise and stay in Wolfeboro.

D2 – Kancamagus Highway and Franconia Notch : Drive Conway to Lincoln across Kancamagus Highway, hike Flume Gorge and Artists Bluff. Sleep in Franconia.

D3 – Stowe and Burlington : Stowe church, hike to waterfalls in Stowe Mountain Resort, drive Smugglers Notch and on to Burlington. Ride the bike path for sunset. Stay in Burlington.

D4 – Lake Placid : Whiteface Mountain, High Falls Gorge, Ski Jump and Mirror Lake. Or hike Mount Marcy instead but that is a full day commitment. Stay in Lake Placid.

D5 – Woodstock and Manchester : Visit the farms, covered bridges and drive through Green Mountain countryside to Manchester, finish with Equinox Mountain again.

This version would allow for a round trip loop from Boston, MA airport or Portland, ME airport.

The key to making the most of this shorter trip is to accept that you will be in the car driving a lot but that is where you will see most of the best scenery.

7 Day / One Week New England Fall Road Trip Itinerary

With a week, you can get more creative, include more places or take things slower. You have more flexibility but still not enough time to add a trip to Acadia, unless you really can’t miss it and don’t mind the driving.

Colors can change a noticeable amount in 7 days, so (if possible!) factor in starting your one week trip just before ‘peak’ begins.

Either of the 5 day examples above would work with 7 days by simply taking more time in certain spots. The alternative is to add in more places to visit. Let’s look at both:

Example 1 – Lake Winnipesaukee NH to Manchester VT

D2 – Kancamagus Highway : Take the awesome road trip slowly, stop at every attraction and stay in Loon Mountain or Lincoln.

D3 – Franconia Notch and Stowe : Hike Flume Gorge and Artists Bluff before driving to Stowe to photograph the church. Hike the waterfall trails and see Smugglers Notch. Stay in Stowe.

D4 – Burlington and Lake Placid : Church Street and Burlington bike path, then drive to Lake Placid, get stuck into the best bits of Lake Placid and spend the night there.

D5 – Lake Placid and Woodstock : Spend the morning in Lake Placid and drive to Woodstock later in the day. Hike to Mount Tom for amazing views over Woodstock. Stay in Woodstock.

D6 – Woodstock : Sunrise at Sleepy Hollow Farm, Jenne Road Farm, visit the nearby covered bridges and relax in town. Drive to Manchester later in the day to stay over.

D7 – Manchester : Hildene, Manchester old town and stunning Green Mountain country roads, finish at Equinox Mountain.

This variation could begin and end at either Boston, MA or Portland, ME as in the itinerary above. It just gives you more downtime and time to fully explore the places you will visit.

Example 2 – Manchester VT to Lake Winnipesaukee NH

D1 – Manchester : Drive from Boston airport to Manchester, spend the day at Hildene, Equinox Mountain and exploring the town. Stay in Manchester.

D2 – Woodstock : See the best of Woodstock and spend the night.

D3 – Stowe : Hit the top highlights in Stowe and stay there for the night.

D4 – Mount Washington : Take the cog train, drive to the summit or even take on the hike. Sleep in North Conway.

D5 – Kancamagus Highway : Spend a full day on The Kanc. Sleep in Loon Mountain or Lincoln.

D6 – Franconia Notch : Hike Flume Gorge and Artists Bluff but drive to Lake Winnipesaukee later to spend the night.

D7 – Lake Winnipesaukee : Spend the last day around the lake, cruising, hiking or relaxing.

This loop direction was reversed to give an idea about how you could make it work in a clockwise route. Again this would be starting and ending in Boston or Portland, with JFK or Newark as alternative options.

Instead of driving out to Lake Placid, you could stick to Vermont and New Hampshire, which is where the very best colors are found.

10 Day New England Fall Road Trip Itinerary

With a full 10 days to spend on your New England fall road trip, you can either max out your itinerary and see all of the best bits or choose to spend more time in fewer places.

Personally, we’re the max out itinerary type and we would definitely include Acadia National Park in our 10 days. It adds in some serious driving time but the journey there is picturesque, rural and most importantly colorful.

Here’s one way you can include each of the places mentioned in this list, including Acadia National Park (this is the way we drove but we spent 14 days doing this route with other non-fall foliage places included in our itinerary):

Example 1 – Lake Placid, NY to Manchester, VT via Acadia National Park, ME

D1 – Lake Placid : Spend the day hiking and surrounded by gorgeous colors. Sleep Lake Placid.

D2 – Burlington : Full day exploring town and cycle the entire bike path to Grand Isle. Stay in or near Burlington.

D3 – Stowe : Smugglers Notch, Mountain Resort, Mt Mansfield and church in town. Stay in Stowe.

D4 – Franconia and Kancamagus Highway : Hike Artists Bluff and Flume Gorge, drive The Kanc and sleep in North Conway.

D5 – Mt Washington and drive to Acadia : Drive to the summit or take the cog train before driving US-2 all the way to Acadia. Sleep in Bar Harbor.

D6 – Acadia : Sunrise Cadillac Mountain, Hike Acadia Mountain and Beech Mountain, sunset at Bass Harbor Head Lighthouse. Stay in Bar Harbor.

D7 – Acadia : Sunrise Schoodic Point, Hike Beehive Trail and Precipice Trail, Walk around Jordan Pond, Great Ocean Path and carriage roads by bike to see the best fall colors. Final night in Bar Harbor.

D8 – Lake Winnipesaukee : Final morning in Acadia, long drive to Wolfeboro and explore Lake Winnipesaukee.

D9 – Woodstock : Photograph Sleepy Hollow and Jenne Road, hike to Mt Tom, see covered bridges.

D10 – Manchester : Hildene, Mount Equinox, nearby Bennington battle monument and covered bridges.

Tips For The 10 Day Itinerary

The only concern with this itinerary is the inclusion of Acadia National Park. It’s a 4 hour drive from Mt Washington to Acadia and 4 hours 20 minutes back from Acadia to Wolfeboro.

However, if you do have more time you can include stops on the way to and from Acadia to break up the longer drives. US-1 and US-2 are picturesque but slow going. If you’re pushed for time, take the less scenic but faster I-95 instead.

Alternatively, if you’re not so bothered by Acadia, plan to spend even more time in each of the other 9 places in this list. That would give you wiggle room in case of bad weather and plenty of time to relax.

Notice how the route starts furthest north and loops around Acadia then comes back further south?

That’s because with 10 days you should try to ‘follow’ the peak colors as they transition southwards over the first two weeks of October.

New England Fall Road Trip Map

Red Markers – Locations of the 10 best places to visit on a New England fall road trip itinerary.

Click or touch the map to activate.

Zoom in and out, move around the map of New England to find locations for the best places to visit in the area.

More From New England

• Best things to do in Burlington Vermont
• Best things to do in Woodstock Vermont
• Driving the Kancamagus Highway in fall
• How to visit Flume Gorge in New Hampshire
• The best things to do in Lake Placid New York
• The best things to do in Stowe Vermont
• Top things to do in Manchester Vermont
• Unmissable things to do in Acadia National Park

We hope this New England fall foliage road trip guide with itinerary ideas helps you plan the perfect leaf-peeping vacation!

Please let us know if you have any questions about New England or need any help planning your visit in the comments below.

Happy Travels,

Mark and Kristen

Was This Guide Helpful? Pin It For You New England Fall Road Trip!

Note : This article contains affiliate links. When you make a purchase using one of these affiliate links, we may earn a small commission at no extra cost to you.

All Rights Reserved © Where Are Those Morgans, LLC. Republishing this article and/or any of its contents (text, photography, maps, graphics, etc.) in whole or in part is strictly prohibited.

Mark and Kristen Morgan are travel, hiking and photography experts. Over the last 6 years traveling full time, they have explored more than 40 countries and 30 US states.

Where Are Those Morgans has been featured in USA Today, Gestalten, Get Your Guide, CityPASS and Condé Nast Traveler along with various other publications. Read more about us .

Share this article!

Monday 24th of July 2023

I really appreciate your compressive guide to New England for travel in the Fall. We have enjoyed most of the areas you mention in years past and loved it. My sister is visiting from Australia at perfect Fall Foliage time so we're planning to do your 10-day roadtrip this year. I was wondering if you have an App you prefer to use to plan each segment of the roadtrip. I used Roadtrippers earlier this year and found it good, but would welcome your suggestions for a roadtrip App. I plan to download your digital guide as well. Thank you and happy travels.

Saturday 5th of August 2023

@Mark and Kristen Morgan, I have accommodations booked from Lake Placid to Woodstock. Since we want to add a couple of nights in Boston to walk the Freedom Trail and visit the Boston Tea Party site, would you recommend skipping Manchester, Vermont and going directly to Boston from Woodstock. Or, would we be missing out if we skip Manchester. Appreciate your advice.

Friday 4th of August 2023

@Mark and Kristen Morgan, Thank you so very much for your advice. I downloaded the digital guide to use. So looking forward to this trip and having your guide to get organized makes this a lot less daunting. Keep up the great work and happy traveling.

Mark and Kristen Morgan

Tuesday 25th of July 2023

Hi Sharon, we're happy to hear you will be visiting New England again and this time with your sister. If you are looking for alternatives to Roadtrippers you could check out Wanderlog which is another useful resource. But to be honest we don't use any apps for our road trips except for the basic and free Google Maps app. We plot points for attractions, restaurants and hotels as we research before visiting a new place, and we plan ahead so we can really get organized. If you download our digital guide and go to the end, you will find a map we created that will open in your Google Maps app and it already contains the locations for top attractions, foliage photo spots, hikes, restaurants and hotels that we discuss throughout the guide. You can of course see more places but we have preloaded the map with the essential spots to visit around New England in fall. Have a fantastic trip!

Saturday 15th of July 2023

I would love a copy of the book as well, to use as we travel Thank you for a wealth of information!

Thursday 22nd of June 2023

Wow, amazing information, thank you. Have you written it in book form by any chance? I would love to drive with the book on hand for reference.

Sunday 9th of July 2023

@Mark and Kristen Morgan, I'm using this article to plan our New England fall leaves trip and would also be interested in a copy of your digital guidebook, please. The information you provide is outstanding -- thank you! ~ Carol

Friday 23rd of June 2023

Hi Helen, you have asked at just the right time. We are currently in the process of creating a digital guidebook filled with key information and itinerary ideas for the New England fall road trip. It will be ready within the next week or so and we will email you once it is live. You will be able to either keep it on your smartphone or print it if you prefer to have a paper copy.

Friday 17th of February 2023

Hello! What a wonderful site you have given us :). Question...do any of the New England fall road trips include the Berkshires? I would love to include a quick visit to The Mount/Edith Wharton's home. Thanks, Jo

Thank you, Jo! Yes absolutely, you could easily add The Mount / Edith Wharton's Home to the end of our 10 day New England fall road trip itinerary because it is just 1 hour 30 minutes drive to the south of Manchester VT (which is the last stop in our guide), before heading back to the Boston / NY airports. It wouldn't be much of a detour and if you are heading that way you might also want to consider including a short drive along scenic highway 2, also known as The Mohawk Trail. Have a fantastic trip later this year!

Tuesday 9th of August 2022

Hi There! We are flying into Portland, (Sept 23rd) Maine and flying out of Boston, Mass (October 2nd) We have about one full week for our Fall Foliage road trip. Knowing we arrive Portland and depart Boston, what would you map out for itinerary.

Part II question, I prefer staying at one hotel for a few days and taking day trips as opposed to staying one night in several places.

Would it be wise to stay 3 nights near Acadia Nat'l Park and then 3 nights in New Hampshire (near all of the Franconia State Park and Kancamagus Hwy ?

Thursday 11th of August 2022

Hi Erin, yes staying 3 nights in Bar Harbor and then 3 nights somewhere near Franconia Notch sounds like the best idea if you would prefer to stay in one hotel for each part of your trip. You can easily visit the most popular fall foliage areas in VT and NH from Franconia. Depending on how much driving you want to do, you could split your days into Vermont and New Hampshire. So one day you do Stowe, Woodstock and Manchester (the driving in between is just as picturesque as the towns), then another day you do Mt Washington, Kancamagus, Artists Bluff and Flume Gorge (which are all much closer together). Then stop at Lake Winnipesaukee on the way down to Boston. Hopefully the peak colors will be in north / central VT and NH early Oct for your trip - have a great time!

10 Prettiest Coastal Towns in New England

Not sure which New England coastal towns to visit? Here are the 10 prettiest coastal towns in New England, from Down East harbors to Victorian island resorts.

By Tracey Minkin

Aug 08 2022

New Castle, New Hampshire | Prettiest Coastal Towns in New England

We picked the 10 prettiest coastal towns in New England, from Down East harbors to Victorian island resorts. These New England coastal towns are perfect for your next daytrip or weekend getaway. Have a look and see if you don’t agree.

Kennebunkport, Maine

Often named one the best coastal towns in Maine, Kennebunkport has it all. The Kennebunk River adds even more waterline charm to the small shops, elegant ship captains’ homes, and fishing ports of this vibrant Southern Maine town of 3,474.

Unique View: The quintessential fishing village of Cape Porpoise, Maine . See More: From the river and harbor on Rugosa Lobster Tours . Learn More:  Exploring  Kennebunkport and Cape Porpoise .

Plan Your Perfect Summer Adventure: Get The Free Ultimate New England Summer Guide!

Bar Harbor, Maine

Some Maine coastal towns have an unfair advantage. Perched on Mount Desert Island at the gateway to Acadia National Park , this historic resort town still resonates with the Victorian splendor of bygone days, not to mention the backdrop of Cadillac Mountain.

Unique View: From Bar Island , which you can walk to at low tide (plan ahead). See More: Lighthouse and National Park Tou r via catamaran.

New Castle, New Hampshire

One of the loveliest New Hampshire coastal towns, this town of 968 residents at the mouth of the Piscataqua River is made up entirely of islands. The Victorian charm of the Wentworth by the Sea Hotel makes the setting even lovelier.

Unique View: Portsmouth Harbor Lighthouse . See More: From the water with Portsmouth Kayak Adventures’ tour of Little Harbor.

Camden, Maine

The self-dubbed “Jewel of the Coast” is a well-deserved moniker, and this Mid-Coast harbor town of 4,823 on Penobscot Bay is tucked where mountains reach down to the sea.

Unique View: Three windjammers making this narrow harbor their home. See More: From the water, on the Schooner Surprise .

Newport, Rhode Island

Spectacular at every turn, from broad, sandy beaches to deep harbors bristling with schooners, racing yachts, and pleasure craft; from cozy Colonial taverns to opulent Gilded Age mansions .

Unique View: The twinkling span of the Pell Bridge just after twilight. See More: From a historical point of view, with Newport History Tours . Learn More:  Check out our  Guide to Newport, RI  and the Newport Mansions

New Shoreham, Rhode Island

All of verdant, windswept Block Island, just 13 miles off Rhode Island’s southern coast, is technically New Shoreham, but it’s the Victorian harbor-front that makes landing here forever captivating.

Unique View: Granite-blocked Southeast Lighthouse , perched at one of the island’s iconic bluffs.

Rockport, Massachusetts | Prettiest Coastal Towns in New England

Rockport, Massachusetts

Artists love Massachusetts coastal towns, and Rockport in particular. Painters turned this fishing village into an art colony for a reason—it’s an inspiration. Perched at the tip of Cape Ann, there are rugged shorelines, hidden coves, and a bustling, historic village.

Unique View: Motif No. 1 , the most painted building in the world. See More: By jeep, in personalized tours from Sweet Shots Secret Spots . Learn More: Exploring  Rockport, MA .

Stonington Borough, Connecticut

Connecticut coastal towns don’t always get the attention they so justly deserve. This delightful village of fewer than 1,000 residents boasts a wealth of 18 th -19 th -century buildings on its own narrow peninsula that juts into Fisher’s Island Sound and Little Narragansett Bay, with views in all directions.

Unique View: From “The Point,” a view of Rhode Island, Connecticut, and New York. See More: On foot, with a self-guided walking tour available at the Old Lighthouse Museum .

Oak Bluffs (Martha’s Vineyard), Massachusetts

The brightly colored gingerbread Victorian cottages make this laid-back enclave on Martha’s Vineyard a true New England confection. And on one night each summer, the cottages lights up with Chinese lanterns, making it likely the loveliest place on earth.

Unique View: The nation’s oldest platform carouse l . See More: Of the historic cottages on the Martha’s Vineyard Camp Meeting Association Tour s . Learn More: Exploring the Gingerbread Cottages at Oak Bluffs Campground .

Provincetown, Massachusetts

Set at the outermost tip of Cape Cod, surrounded by water on three sides and backed by vast sand dunes on the fourth, Provincetown is a colorful gem that’s drawn artists and writers for generations.

Unique View: A bird’s eye, from the top of the Pilgrim Monument . See More: By jeep, of Provincetown’s famous sand dunes, with Art’s Dune Tours . Learn More: Exploring  Provincetown .

What are your picks for the prettiest coastal towns in New England?

This post was first published in 2015 and has been updated.

SEE MORE: 10 Prettiest Coastal Towns in Maine The 25 Best Beach Towns in New England 10 Best Seaside Inns in New England Best Connecticut Coastal Towns

Tracey Minkin

Tracey Minkin is the Travel Editor at Coastal Living Magazine. Her work has appeared in magazines and online, including Travel + Leisure, Coastal Living, Outside, and Men's Journal. Connect with Tracey Minkin on Instagram.

• Central America
• New England
• South America
• Festivals/Holidays
• Responsible Travel
• Writers Guidelines and Sponsored Posts

Best Fall Travel in Coastal New England

Fall is the time of magic light. A season when artists visit certain towns around the world and end up falling in love and relocating.  Bathed in the soft rays of September and beyond, these are five favorite towns for the best fall travel in coastal New England; each shines in the off season.

Speaking of the off season , visiting during this time is a favorite tip for making your travel more sustainable. Those months before or after the period that sees the highest influx of tourists and stretches towns to capacity is my most coveted time to travel.

Crowds have left, the weather is still warm and everyone is glowing from the kiss of summer. Prices drop and residents are in a better mood. Highly recommend you give it a try! With each visit in the off season, you are helping businesses operate and cover year round expenses.

Table of Contents

Nantucket, Massachusettes

In fact, the spot that reaches No#1 on the list of Best Fall Travel in Coastal New England is the island of Nantucket. Fall is magical! The beaches are practically empty, reservations are manageable in the world class restaurants.  The water sparkles with that late afternoon sun. Step back in time to this former 17th century whaling village and find seaside charm mixed with world class dining, shopping and art.

Photo courtesy of Greydon House

Stay: The newly opened Greydon House is a re-imagined 19th century residence filled with accents of Nantucket’ history and luxe European accessories. Make sure to have at least one wonderful meal there.

Tomato Salad at Greydon House

Favorite Eats: Restaurant week is September 26-October 2nd. Reserve a seat at the Proprietors, one of my favorite spots, and indulge in small plates for the well traveled palate. 

Do: Vist the Whaling Museum and get an great history lesson about the connection it made to the culture here. If it’s open get a great view of the harbor from the rooftop. Visit Ram Pasture and walk, bike, or run the scenic paths of Ram Pasture. They take you from mid-island all the way to the ocean.

More ideas at Nantucket from A to Z.  Learn more at my guide to Nantucket on AFAR. 

Provincetown, Massachusettes

I’ve always wanted to take the ferry from Boston to the outermost tip of Cape Cod. Maybe this is my year. With views that include water on three sides and vast dunes behind, this is a spot that has drawn artists for years and the many galleries feature the works of local talent.

Photo Courtesy Salt House Inn

Stay:  Redefining the classic Cape Cod inn, Salt House Inn delivers a new level of style and service to Provincetown. Guests enjoy relaxed luxury and thoughtful amenities. Each of the fifteen guestrooms are individually designed to evoke the feeling of a breezy beach cottage capturing the charm and history of Cape Cod.

Photo courtesy of Strangers & Saints

Favorite Eats: Offering the traditional flavors of the Cape with a modern twist, Strangers & Saints has a rotating seasonal menu accompanied by creative beers, wine and cocktails. Hearth cooked pizzas and roasted oysters are favorites in a setting filled with artfully arranged maritime treasures and warm, earthy tones.  My mouth is watering as I type for their clam dip with house made potato chips.

Do: Get a bird’s eye view of the surrounding water and dunes from Pilgrim Monument. There are miles of beach walks to take.

Block Island, Rhode Island

My sister is smitten by the charms of  Block Island and visits every September. I was lucky enough to join her one year, and can’t rave enough about the island. Surround me with water and I’m happy. Of course, if you’re one of my lovely readers here at   Green With Renvy , you know I’m an island girl  from way back. Fall on Block Island is very quiet and relaxing. There’s plenty of hiking and many beaches to explore.  Bring bikes if you’re so inclined, or explore by car. Off season, it is a lot easier to get a vehicle reservation on the ferry.

Stay: While there are many B&B’s available, to stay in town, my pick would be The National -I love the big wrap around porch with rocking chairs. They have a cozy dining room on site.

Favorite Eats: Winfield’s has a fabulous duck on the menu. Dead Eye Dicks for fish and Oars for a cocktail and fun. Make sure to check hours beforehand, many spots are seasonal.

Do: Hike and bike-explore the beauty of the island. There’s a farmer’s market on the weekend with tasty baked goods and make sure to visit the llamas at North Light fibers.

Saybrook Point, Connecticut

Stay: Score a room at the newly appointed Three Stories (guesthouse) at The Saybrook Point Inn. Here you’ll find all the amenities of the larger property and the charm of an Italianate home by the sea. Plus it is the most lovely shade of pink! The on site restaurant Salt serves delicious seafood and seasonal offerings on the menu. Outside, if weather permits, the bar with fireplace is a great spot for cocktails.

Favorite Eats: See Above. In addition there are a few spots in the town of Saybrook a few miles away. Breakfast or lunch is great at Mersina’s for a quick bite-great sandwich selection. For oysters visit  Liv’s  (dinner only).

Do: The Sanno Spa at the Inn is wonderful. Walking across the bridge to The Point and up to the lighthouse is a great way to enjoy the scenery of Long Island Sound.   The Hepburn Theatre in town (Kate’s former house is on the point)  has a rotating roster of plays and music.

Rockland, Maine

Just shy of 2 hours from Boston, this lovely coastal town is an art lovers dream. It’s hard to believe so much creativity can be packed into one location. And did someone say lobster? Ok-so if you, (like me) think  art and lobster are the perfect combination for a coastal getaway, this is FOR YOU! In two days I had 4 lobster dishes and still want to go back for more. The boutique and gift shopping is great too, if you can come up for air from the lobster!

Stay: 250 Main St. A perfect boutique hote l, modern with a classic coastal sense of place and killer rooftop views.

Favorite Eats: Did I tell you Rockland is considered the Lobster Capital of the World? Cafe Miranda has a lobster roll so hefty, I had to eat half the filling in the sandwich before I could even pick it up.

Do:   The newly opened Center for Maine Contemporary Art is just one of the many art filled options.

Rockport, Massachusetts

Rocky, rugged shorelines long ago made Rockport  an inspiration for artists from all over the world. So much so that they turned the historic fishing village into an art colony, and with good reason. Hidden coves, harbors dotted with fishing boats and shacks filled with colorful buoys make this scene quintessential New England.

Stay: The newly renovated Emerson Inn has the perfect location. Perched high on a bluff overlooking the water, the natural beauty of this setting has been a popular destination for tourists for more than 160 years.. The classic building is Cape Ann’s only historic Grand Hotel.  On site, the Pigeon Cove Inn is a wonderful farm(sea) to table restaurant where you can sit on the veranda and watch the lobster boats come in with their catch. Note: The Emerson is a 5 minute drive from the center of town.

Favorite Eats: The aforementioned Pigeon Cove Inn is a standout. In town there are many selections for all types of food in the picturesque seaside village.

Do: Make sure to see Motif No. 1 , the most pained building in the world. The town of Rockport is filled with galleries, restaurants and loads of shopping.

So there you have it. 5  Destinations for fall travel in Coastal New England. So many beautiful beaches to explore and if the weather turns, each of these towns have plenty of museums and loads of shopping to keep you busy. Do you have a favorite spot you like to visit in the shoulder season? I’d love to hear about it in the comments, as I am always looking for escapes without the crowds!

Pin Me ♥ Fall Travel in Coastal New England

I said to myself ‘which one would I pick if I had to choose?’ The answer is I have no idea, they all look so evocative of that New England feel as I imagine it – perhaps Saybrook Point, Connecticut…but only because, as you say, Connecticut is often overlooked, and I’m a champion for the underdog!

But truly, I long to visit New England.

Each has its own special delights Sara. If and when you are ready, give me a heads up. I’d love to help you decide depending on what you are looking for.

We get some pretty magnificent falls here in West Virginia, but I have always wanted to visit New England in the autumn. Thank you so much for all the recs! 🙂

West Virginia is still waiting for me to discover its charms! Hopefully soon Carrie. Wishing you the same for New England.

East Coast at its finest!! Looks so lovely.

The east coast has so much to offer. I need to dig a little deeper in northern Maine!

Oh I really fancy that Rockland destination. Gorgeous, of course they all are! Nice suggestions. I am trying to add Rhode Island soon. Pretty sure my daughter and I will do a massive NE road trip in the early spring to check them all off. Greydon House looks interesting…

New England road trips are the best. There are so many nooks and crannies, and when you have your own car, you can pull over whenever the mood strikes your fancy. Your daughter will have a great time!

A great place to stay in Ptown! And we sat on a similar beach in Wellfleet.

I wish I could get to more destinations myself. New England has so much to offer. Didn’t you and Mr.P go up to Maine as well?

I’ve been meaning to get back to this part of the world for so long – I spent a summer working in Cape Cod and would love to go back to see how its changed, and you’ve given me a few more destinations to add to the list here too!

Hey Lucy. I don’t know that you would find Cape Cod has changed very much, except perhaps more visitors. That’s why I recommend visiting in the fall. You’ll feel like it’s a completely different destination.

I love your blog! I love the pictures! That tomato salad looks divine! To be honest, I even love that I’m commenting through a post card!

Thanks so much for visiting Malini, it’s always a pleasure to get feedback about Green With Renvy’s design. I hope you’ll come back and become a regular!

Would love to visit any, if not all, of these towns. Spring and autumn are my favourite times to travel.

Worryingly though, I’ve recently heard about a few places in Europe that are now having some extreme weather (storms/flooding) in autumn with climate change being blamed. What more proof do some people need!?

Extreme weather seems to be the new normal now Kat. I can’t understand what more people need to be convinced.

Autumn is the perfect season for traveling and your suggestions are awesome! The pictures you provided show a very picturesque landscape, I am adding New England on my bucket list!

I think FALL is one of the bet times to visit New England. As the leaves start to change, the whole area is aflame in color!

See Our Limited Edition Travel Scarf

First Visit? Start Here

Get Green With Renvy in Your Inbox

Women in travel 2019-ethical travel award.

BEST BOOMER TRAVEL BLOGS 2018

BEST CULINARY TRAVEL ARTICLE 2017

• Meatless Monday 76
• Local Creatives 3
• Take Me There 3
• Passport Envy 0
• Maptastic 0
• Weekend Views 1
• Pay It Forward 2
• Armchair Travel 1
• Eco-Friendly
• Farm To Table
• Written Word
• Sustainable

Network Images Go Here

Recent Pins

• Farmhouse Home
• Green Global Travel
• Green Kitchen Stories

This page is having a slideshow that uses Javascript. Your browser either doesn't support Javascript or you have it turned off. To see this page as it is meant to appear please use a Javascript enabled browser.

armchair-travel-no-9

Beet Burgers for Meatless Monday

10 Reasons to Visit Ukraine Now

Fall Nantucket A to Z

pinel-island-langoustine-seafood

Sponsors images go here.

All original content and photos are © copyright Alison Abbott for Green With Renvy or have been obtained using Creative Commons. Sharing is caring and I appreciate a link back if you should decide to share content from Green with Renvy. You’re welcome to use photos together with a credit and link to the original post with the words Green With Renvy. If you pin my original images, please remember to link with love and list Green With Renvy as the source.

31 Most Charming Small Towns in New England to Visit ASAP (2023)

• Latest Posts

• 21 Family Vacations in New England for Every Season (2024) - February 26, 2024
• 15 Wonderful Weekend Getaways in Maine (2024) - February 3, 2024
• 33 Best Beach Towns in New England to Visit in 2024 🌊 - January 28, 2024

Are you considering a visit to New England? There’s something so alluring about these small towns in the Northeast where so much early American history happened, and how so many things in these small towns in New England are still quaintly the way they always were.

Not only can you see covered bridges and historical buildings, but New England is also full of restaurants, shopping, sightseeing, things to do, year-round sports and most of all, spectacular natural beauty everywhere you turn in cottagecore towns that are just as charming as charming can be!

I’ve rounded up what I consider to be the top must-see small towns in New England, the most charming spots in Vermont, New Hampshire, Maine, Massachusetts, Connecticut, and Rhode Island.

PS: Read this next: Most Amazing Things to Do in New England

Table of Contents

When is the Best Time to Visit New England?

New England makes an excellent four season destination because it has a strong showing in all four seasons!

Spring in New England is lovely with flower fields bursting into bloom. Summer in New England means visiting coastal gems and beautiful islands.

New England in the fall is like a dream come true with fall foliage blazing across the region in vibrant crimsons, golds, and everything in between!

Then there’s winter in New England , when cute New England towns transform into something you might see in a Hallmark Christmas movi e… including several that actually were in a Hallmark Christmas movie!

There are places in New England that are perfect for each and every season, so don’t feel like there’s only a certain time of year when New England should be visited!

Insider’s Tip: If you’re visiting in spring, be ready for rain. If you’re visiting in summer, be ready for humidity. If you’re visiting in winter, be prepared for snow. But above all, when visiting New England, be prepared for charming small towns like the ones we are highlighting below!

Most Charming Small Towns in New England

Woodstock, vermont.

Speaking of quaint towns, Woodstock, Vermont , located in the east-central area of Vermont, is undoubtedly one of the most charming and picturesque of all the small towns in Vermont.

It’s also one of my personal favorites! I absolutely adore Woodstock and consider it one of New England’s most beautiful small towns, which is certainly saying a lot.

Downtown is full of marvelous little shops and restaurants , including F.H. Gillingham & Sons, which has been in business since 1886! Gotta love that historic charm New England is just chock full of.

Woodstock is a great place to visit at any time of the year, but visiting Woodstock at Christmas is absolutely magical. There are so many sweet small town traditions, like sleigh rides in the snow.

Fall is also a beautiful time to visit Woodstock, and the bright foliage will not disappoint! Woodstock is named one of the most “beautiful towns in America.”

PS looking for where to stay in Woodstock ? You’ve got plenty of options, but we love staying at 506 on the River Inn ! This charming inn is, you guessed it, right on the river and it’s a gorgeous property.

Click Here to Check Prices & Book!

Read Next: 10 Charming Small Towns in Vermont

York, Maine

Maine is definitely an amazing New England destination, both for its rugged beauty, and its many activities and sightseeing opportunities available.

York, Maine is right on the southern coast and features an awesome, famous lighthouse called “Nubble Lighthouse” that you will not want to miss. York is also known for its beauty, its shopping and fabulous bed and breakfast inns, and fine dining.

Lenox, Massachusetts

Located in the Berkshire Mountains, Lenox is best known for being a charming summer resort town in New England. It is the summer home of the Boston Symphony Orchestra and the Tanglewood Music Festival.

In addition to its cultural district, galleries and restaurants, the natural beauty of Lenox also offers itself to many year-round sports. If you’d like to take a step back in time in this beautiful New England town, Lenox is also the home to The Mount (past residence of Edith Warton), the Ventfort Hall Mansion, and the Gilded Age Museum.

Read Next:  10 Most Charming Small Towns in Massachusetts

Jackson, New Hampshire

Jackson is known for being an elegant and quiet resort village in the White Mountains of New Hampshire.

While you are there, don’t miss the amazing White Mountain National Forest, the 49 ski trails of Wildcat Mountain, and Pinkham Notch Visitor Center, where you will find skiing, hiking, moose watching and camping.

Newport, Rhode Island

The city of Newport is located on Aquidneck Island. We love visiting this lovely coastal New England town!

Newport is also famous for its many Gilded Age mansions lining Bellevue Avenue, a reminder of this area’s past as a summer playground for the wealthiest families in America. We loved touring these incredible historic museums.

There’s also the Cliff Walk, the beaches, and the delicious restaurants to keep you busy in this coastal New England gem.

If you’re looking for New England towns that are the absolute embodiment of New England Christmas charm, visit Newport at Christmastime !

West Cornwall, Connecticut

Five villages make up the town of Cornwall in Litchfield County, Connecticut .

There is a rustic charm to the town, and you can find activities such as skiing, snowboarding and fly fishing for trout in the breathtaking Housatonic River.  The 1841 covered bridge spanning the river in West Cornwall is the unofficial emblem of northwestern Connecticut.

Camden, Maine

Camden is a town in Maine with views of Camden Harbor and the bay from Mount Battie. Curtis Island, in the harbor, features an 1830s lighthouse.

The High Street historic district, which features 19th century homes,  is also home to the Camden Public Library, with its landscaped amphitheater. The restored Camden Opera House stages music, films and dance, and Camden Hills State Park is a beautiful area to explore.

There’s also a nice little restaurant scene in Camden these days, too!

Tiverton, Rhode Island

Tiverton, Rhode Island was a very important place before and during the Revolutionary War. It abounds with historical areas and information about the part it played in our history.

These days, many visitors come for its nearby seaside beauty (Sachuest Point National Wildlife Refuge, for example), and Colt State Park. Tiverton also has many family-oriented activities such as Rail Explorers, the Newport Car Museum, Cliff Walk, and Firehouse Theater. Enjoy these and more on your trip to this coastal New England town!

Oak Bluffs, Massachusetts

Oak Bluffs, a small Massachusetts town located on the island of Martha’s Vineyard , is best known for its beautiful beaches and summer activities.

Things you should definitely do on a trip to this cute New England island town:

• take a ride on the Flying Horse Carousel
• soak up some sun, sand and surf on Joseph Sylvia State Beach
• visit the East Chop Lighthouse
• stop by Inkwell Beach and Oak Bluffs Town Beach
• visit the Martha’s Vineyard Museum
• have a great seafood meal at Nancy’s Restaurant.

Manchester, Vermont

Manchester is a small town in Southern Vermont known for its cosmopolitan flair while still holding onto that quaint small-town vibe. Right in the middle of the Green Mountains, covered bridges and history are not far away.

Here you will be able to enjoy the beauty of Vermont’s 4 seasons and sports. Enjoy skiing, snowboarding, ice skating, swimming, camping, and hiking, while still having dinner at a 4 star restaurant in a 4 star hotel and spending some time doing some 4 star shopping.

Many cultural opportunities exist in this area also known as the “Northshire,” so there is literally something for everyone in this gorgeous area of New England, including delicious restaurants and fantastic breakfast spots !

We loved staying at the Taconic Hotel, it is such a charming boutique hotel and its onsite restaurant is one of the best in town, too.

PS just a half hour up the road is the perfectly quintessential small town Vermont Country Store… it’s a definite must visit while in the area!

Read Next: 10+ Best Hotels in Manchester VT

Peterborough, New Hampshire

Peterborough is a quintessential small town in New Hampshire that seems to have stepped back in time. It was even the model for the play Our Town !

Filled with family activities and events, there is the Snow Ball in January, Children and the Arts Day in May, The Thing in the Spring Music festival in June, and a summer festival as well as farm, energy and nature celebrations annually.

On a historical note, the Moses Cheney House in Peterborough served as a stop on the Underground Railroad in the mid 1900s. 

Peterborough is a great stop if you’re traveling between Keene and Concord/Manchester, NH.

Jamestown, Rhode Island

Situated on Conanicut Island, it is no wonder that there is a plethora of beaches and lighthouses to visit in darling Jamestown.

Begin with Fort Adams State Park, where you will find beautiful views as well as summer concerts and sailing. Then on to Brenton Point State Park for your oceanside picnic with time for a bit of fishing.

Then you’re ready for your hike up the trails at Beavertail State Park. Don’t forget to make a stop at the Rose Island and Castle Hill Lighthouses.

The next day or 2 could be spent browsing at the Naval War College Museum, the historic New England Watson Farm, or a visit to another of the many beaches and lighthouses! You won’t run out of things to do in Jamestown, that’s for sure.

Rockport, Massachusetts

Rockport is a seaside town about 40 miles north of Boston, and it’s one of my favorite small towns in Massachusetts!

It borders Gloucester on its west and is surrounded by the Atlantic Ocean in all other directions.

There are so many things to do in Rockport and the surrounding area, and it has one of those darling downtown areas that have yummy seafood shacks, cute boutique shops, and art galleries. Seriously, Rockport has some magnificent restaurants… especially if you’re a seafood lover!

Just up the road is whale watching out of Gloucester, where you can also see and take a picture with the famous “Old Man and the Sea” statue. You might recognize the name Gloucester as the setting for the book and film The Perfect Storm, based on true events. 

There are lots of great choices for where to stay in Rockport , but a stay at The Emerson Inn is just about as quintessential New England as you can get! I stayed there with my sister and we loved our stay at this cute Rockport inn.

Meredith, New Hampshire

Meredith is a cute little resort town located in the Lakes Region of New Hampshire.

You can go swim at Waukewan Beach , stay (and shop!) at the lovely Mill Falls at the Lake ,  take a ride on the Winnipesaukee Scenic Railroad , catch a show at Winnipesaukee Playhouse , and so much more.

And of course, Lake Winnipesaukee is the biggest and most well known lake in this beautiful region of New England, and there are so many great things to do in the area, including having fun at Weirs Beach !

This destination is not only for summer fun; in the fall hop aboard the Fall Foliage Train Ride for some gorgeous views.

Read Next: 9 Charming Lake Winnipesaukee Cabin Rentals | 11 Best Lake Winnipesaukee Boat Rentals

Mystic, Connecticut

The quaint seaside village of Mystic is rich with New England maritime history, and it’s one of my favorite coastal Connecticut towns to visit.

In the 1700s Mystic was a significant Connecticut seaport, and today you can explore that history at the Mystic Seaport Museum.

The museum has everything from a planetarium to a re-created 19th century seafaring town and shipyard. Climb aboard the Charles W. Morgan (the world’s last wooden whaleship), before heading out to explore the Mystic Aquarium.

Downtown Mystic is full of cute little shops and fantastic restaurants , and there are plenty of great options for where to stay in Mystic , too. This should absolutely be on your New England small towns to visit bucket list!

PS be sure to visit Olde Mistick Village, the open air village where you’ll find all kinds of great shops and restaurants, like this Alice in Wonderland themed cafe! I absolutely loved this place during our last trip to Mystic.

Bar Harbor, Maine

Bar Harbor is a small New England town on Mount Desert Island along Maine’s Frenchman’s Bay, and it is essentially the gateway to Acadia National Park. It’s got one of those great little New England downtowns where you’ll find lots of cute shops and restaurants within easy walking distance of each other.

The park and surrounding area are full of gorgeous beaches, cliffs and hiking trails. Noteworthy places to add to your Bar Harbor itinerary include Cadillac Mountain, Sand Beach, Thunder Hole, Beehive Trail, and Precipice Trail.

Don’t miss out on the beautiful Bass Harbor Head Lighthouse, either!

Read Next: 15+ Best Hotels in Acadia National Park | Where to Stay in Acadia National Park + Bar Harbor

Stonington, Maine

Stonington, named for its granite quarries, is the perfect place to visit if you would like to explore a classic Maine fishing village. In Stonington, the United States’ lobster capital, the town dock holds a fleet of more than 300 lobster boats, and roughly 1 in 5 residents holds a lobster license.

The residents there are proud of and fiercely protective of their slow-paced way of life. If you would like to step back in time and visit a quaint, still-functioning New England fishing village, you might not want to miss a ride on one of the boat tours, where you can hear lighthouse lore, and maybe even spot a harbor seal or two.

Williston, Vermont

Once covered in farmland, over the last few decades, Williston has developed into one of the fastest growing suburbs in the state.

Despite its many box stores, the town still has a ton of charm, sprawling farmlands, and a quaint New England downtown you could blink and miss.

A favorite must-visit is the small but delicious popular Chef’s Corner . Williston is also very scenic, surrounded by the Green Mountains and close to the famous Lake Champlain. Activities in Williston include snowshoeing, hiking, skiing, swimming, boating, and of course, shopping. 

Bristol, Rhode Island

Located only 20 minutes from Providence , Bristol, RI is the perfect specimen of a quaint small New England town. A deep-water seaport, as well as the historic county seat, it is known as the “most patriotic town in America.”

Its’ patriotism can be seen in the American flags abundantly displayed, as well as a red, white and blue median strip in the center of town.

In Bristol , you’ll find beautiful Colonial homes, historic inns, and the home of the oldest Fourth of July celebration in America.

In between downtown shopping, stop in for lunch at one of the scenic waterfront restaurants. Then stroll along one of the many walkways leading to peaceful views of the Bay, and be sure to visit the fabulous Independence Park, where you can take a bike ride, or just relax and watch the boats pass by.

Concord, Massachusetts

Concord is a town only 25 miles from Boston , and best known for its history during the Revolutionary War.

Take a trip back in time starting with the wooden bridge that spans the Concord River, a replica of the spot where the War of Independence against the British began. It is here that the first shot was fired and history was made with “the shot heard around the world,” as Ralph Waldo Emerson famously called it in his Concord Hymn .

Don’t miss these literary sites in this historical New England town:

• Walden Pond, made famous by Henry David Thoreau
• Ralph Waldo Emerson House, built in 1828 by the Coolidge family
• Sleepy Hollow Cemetery, the final resting place of famous American writers such as Nathaniel Hawthorne, Louisa May Alcott, and Henry David Thoreau

Kent, Connecticut

Kent is only two hours away from New York City, but its natural beauty makes it a popular spot for a weekend getaway .

You can find many outdoor activities such as camping, hiking, fishing, as well as numerous boutiques, restaurants and art galleries.

Notable sites to visit include Kent Falls State Park, which features a gorgeous cascading waterfall after a lovely hike, a darling covered bridge called Bull’s Bridge, and Macedonia Brook State Park, where you can go hiking, fishing, cross-country skiing and camping.

Wiscasset, Maine

Located in the state’s MidCoast region, the historic town of Wiscasset is said to be one of the prettiest villages in Maine. Originally a Native American settlement, Wiscasset was first settled by European immigrants in 1663.

This seaport town in New England remains quaint and full of historical charm, with famous architectural landmarks such as the Nickels-Sortwell House, which boasts federal-style architectural design such as an elliptical stairway and an oval skylight.

Downtown you will find restaurants, shops, and more historical attractions, such as the 1812 Jail, the Wiscasset General Store, and the Musical Wonder House.

Wiscasset may also be the perfect place to sample lobster in Maine. It is home of Red’s Eats , one of Maine’s best lobster shacks .

Stowe, Vermont

Stowe is a picturesque town in Northern Vermont, overlooked by Mount Mansfield (the tallest mountain peak in Vermont).

Stowe is also home to Smuggler’s Notch State Park, which draws visitors year round for its many outdoor activities such as downhill skiing, snowboarding, hiking , and a water park!

Stowe is THE quintessential Vermont town, and it’s one of our favorite places to visit. The downtown area features delightful restaurants and shops, plus a classic New England white-steepled church, of course!

Make sure you don’t miss a visit to the Trapp Family Lodge – we booked an overnight stay and loved it! It’s one of the best hotels in Stowe , and it is such an interesting experience to actually get to stay at this Austrian inspired resort that is still, to this day, ran by the von Trapp family of Sound of Music fame.

Hanover, New Hampshire

Hanover is a town located on the Connecticut River and is home to Dartmouth College.

Top sights include the hands-on Montshire Museum of Science (great for kids!), beautiful Mascoma Lake, scenic Moose Mountain,  lovely Briggs Opera House, and Occom Pond, where you can spend a fun-filled winter’s day ice skating!

Greenwich, Connecticut

Greenwich is the largest town and wealthiest enclave on Connecticut’s Gold Coast.

It is also one of the oldest towns in Connecticut and has become home to veteran hedge fund managers and financial services executives looking for respite from the big city.

Only a 50 minute train ride from New York City, its a very quick escape from city life, and it offers that small town New England charm with all the amenities a person from the city might want.

You’ve got luxury shopping on Greenwich Avenue, upscale restaurants like Terra Ristorante Italiano , and absolutely stunning natural beauty like Greenwich Point Park, Binney Park, and more.

The charming allure of Greenwich for those in nearby New York City is understandable, for sure!

Stockbridge, Massachusetts

Stockbridge is a town in the famous Berkshires in western Massachusetts. It is home to the Norman Rockwell Museum, Berkshire Botanical Garden, and the National Shrine of Divine Mercy.

The Berkshires are best known for their outdoor activities such as hiking and water sports, as well as cultural activities and performance centers.

Visiting in winter? Stockbridge becomes one of those magical New England Christmas towns , recreating/reenacting one of Norman Rockwell’s famous paintings of the village.

Wickford Village, North Kingstown, Rhode Island

Wickford Village is just about 20 minutes from Newport, within the borders of North Kingstown, Rhode Island.

It is a tiny village and is located on the west side of Narragansett Bay, built around one of the most well-protected natural harbors on the east coast. This cute New England village is comprised of one of the most vast collections of 18th-century buildings anywhere in the northeastern USA, and hosts an  adorable small town Christmas celebration , too.

One of the most fascinating of the tourist attractions in North Kingstown is the mysterious Narragansett rune. It has been studied extensively for several years, and many believe it was inscribed by Icelanders over 600 years ago. Learn about its incredible history and view this amazing artifact on your trip to Wickford and the surrounding area.

Essex, Connecticut

Essex has been called the “Perfect Small American Town” in the book 1,000 Places to See Before You Die , so it definitely belongs on this list of the most beautiful towns in New England!

This claim to fame is due to the blend of history, beauty, culture, and so many things to do in this historic New England town.

Surrounded on 3 sides by water, all roads lead to the Town Dock at the edge of the Connecticut River Museum. Main Street is comprised of a mixture of early Colonial and Federal-style homes. Many restaurants will tempt you as you stroll the 14 miles of sidewalks in Essex. The first thing that caught my attention was the unique Essex Clipper Dinner Train. What an awesome idea for a restaurant, fun for adults and kids alike!

Historical spots will fascinate you, such as the harbor, where the British burned 27 ships during the War of 1812. Each May, the town has a parade led by residents dressed as a fife and drum corps in period costumes. They march through the streets and end the parade at the museum, where everyone gathers for a day of festivities. Another famous and fun event in Essex is the popular Holiday Train Show at the Connecticut River Museum. There is a lot to see and do in this quaint, historical and perfect Connecticut small town.

Sugar Hill, New Hampshire

Sugar Hill is a tiny New England town that overlooks the White Mountain National Forest. During the 19th century, Sugar Hill was a popular Victorian resort destination.

Holding festivals all year long, Sugar Hill is still a place filled with events and activities that draw tourists from all over. In June, the population more than triples with visitors coming to see the colorful lupines that cover the hillsides and gardens.

In the Fall, the White Mountains are famous for their colorful fall leaves and scenic views.

In September, visit the Autumn Celebration, an open air market of arts and crafts. During any season of the year stop by and see how quintessential New England is alive and well in Sugar Hill, New Hampshire.

Warren, Vermont

 Warren, Vermont is a beautiful New England town centered between two mountain ranges of the beautiful Green Mountains. Also located in the Mad River Valley, Warren is the home of the famous Sugarbush Ski Resort.

Once extremely popular with the rich and famous, including the Kennedy family and many Hollywood actors, Sugarbush has since expanded and boasts 111 ski runs and 16 lifts. Guests to this town stay in the cozy collection of charming inns and romantic B & Bs. While primarily a ski town, if weather permits, don’t miss a visit to Warren Falls.

Chatham, Massachusetts

We couldn’t let this list of most beautiful small towns in New England close without including at least one of the gorgeous towns on Cape Cod!

Chatham is a little bit of coastal paradise, situated on the so called elbow of Cape Cod. You’ve got beautiful beaches, lovely lighthouses, well preserved nature trails, and a darling downtown that has boutique shops and great places to eat.

If you are looking for beautiful Cape Cod towns, add Chatham to the top of your list! We stayed at the Captain’s House Inn a while back and it was such a charming place to stay, we highly recommend it.

Read Next: 15 Must Visit Cape Cod Towns: Where to Go for the Perfect Getaway

Those of us who have been lucky enough to call New England home know that this is a region rich in natural beauty!

While I haven’t even come close to listing every single town that deserves a spot on this list, I think I’m off to a good start – these are just a few of my most favorite small towns in New England.

You might also like:

• 20+ Best AirBnbs in New England: Treehouses, Cabins, & More
• Hidden Gems in New England: 10 Secret Places to Visit
• 32 New England Historic Homes You Can Visit
• A Guide to New England Slang: 50 Slang Words & Phrases
• 15 Cathedrals and Churches in New England Worth Visiting

The Most Beautiful Towns in New England, That You Absolutely Must Visit

Yearning for some small town all-American charm? New England has some of the most beautiful small towns in the United States.

Set on rocky shores or nestled in rolling mountains, New England’s quaint towns are filled with historic landmarks, white steepled churches, and magnificent old world architecture.

The regional food is exquisite. You can dine like a locavore in a country inn or Gilded Age mansion. The lobster and lighthouses are endless.

A perfect day could include strolling along a cliff path, sipping a Cape Codder on a front porch swing, boating, or leaf peeping on a fall day. Need I say more to convince you?

The New England states include Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont. They cover the northeast corner of the United States.

I’m a born/bred/educated New England girl, with a lifelong obsession with this rugged and historic area of the US. I’ve put together a list of what I think are the 25 best and prettiest towns in New England, state by state.

Some of these towns are well known getaway destinations. Some make the perfect day trip from Boston . Others are hidden gems where you can escape the crowds.

You can pick and choose from the list to create and customize your own New England road trip or weekend itinerary.

25 Best and Most Beautiful Towns and Villages in New England

Let’s hit the road and virtually tour the most quaint and picturesque towns in New England, for you New England bucket list. We’ll travel from north to south, starting in Maine and ending in Connecticut.

1. Bar Harbor Maine

Perched on Frenchman Bay, tiny Bar Harbor is a charming seaside town in New England. It’s adjacent to the magnificent Acadia National Park, so you can visit both in a single trip. The town’s name derives from the twice daily tide drop, when a gravelly sand bar appears creating a natural harbor.

Take a stroll down West Street, a designated historic district. You’ll see some fine old shingle-style mansions that survived the fire of 1947. The Village Green hosts concerts and art shows. The Abbe Museum is devoted to Maine’s Native American heritage.

Bar Harbor is the perfect place to go kayaking or boating. You can take a 2 hour cruise .

You can hike Great Meadow Loop, which starts at the Village Green. Or stroll the shore path along Frenchman’s Bay, which includes a self-guided tour marked with signs telling the history of Bar Harbor. And don’t forget to have some lobster or go whale watching.

Where to eat in Bar Harbor : Burning Tree, Havana, , Mache Bistro, Side Street Cafe, Thurston’s Lobster Pound, Beale’s, Mount Desert Island Ice Cream

Where to stay in Bar Harbor : Bar Harbor Grand Hotel , The Bluenose Inn , Bar Harbor Inn & Spa

2. Camden Maine

Camden is an absolute jewel on the coast of Maine. It’s a mecca for sailing and summering. And Camden offers a beguiling nexus of art, dining, and outdoor play. It fulfills Maine’s slogan of “the way life should be.”

Camden’s Main Street is lined with shops and galleries. Stop by the Smiling Cow, the Cashmere Goat, the Owl & Turtle Bookshop, and the Leather Bench for some unique gift ideas.

At the north end of Camden’s main shopping district, there’s a pretty library with a lawn and benches set above the harbor. There’s a great collection of photogenic schooners, sailboats, and yachts that make wonderful pictures.

No visit to Camden is complete without taking in the view from Mount Battie. Take the 1.4 mile trail. At the top, you have a hawk’s eye view of Camden and the islands of Penobscot Bay.

If you want to hit the beach, try Barret’s Cove, a fresh water beach on Megunticook Lake. It’s even quiet in the summer months.

Where to stay in Camden : Grand Harbor In n , Camden Hartstone Inn , Camden Windward House

Where to eat in Camden : Fresh and Go, Oliver’s Bistro, Long Grain, Primo, Natalie’s Restaurant

3. Ogunquit Maine

Nestled along the coast, tiny Ogunquit is just an hour south of Portland. Ogunquit has been a resort village since the 19th century. It’s like a mini Provincetown.

The word Ogunquit translates to “beautiful place by the sea.” You can see why immediately.

Ogunquit is a popular summer beach destination in New England, and I came here often as a child. Ogunquit has two beautiful long beaches, Ogunquit Beach and Footbridge Beach. Footbridge is the quieter of the two beaches.

Ogunquit is most renowned for its coastal path, the Marginal Way. It’s a paved 3 mile seaside stroll, starting at Ogunquit Beach and meandering to Perkins Cove.

Perkins Cove is a tiny artisans village, filled with sea-weathered buildings, where you’ll find some art galleries and seafood eateries.

Where to stay in Ogunquit : Ogunquit River Inn Hotel and Suites , The Cliff House Resort , Sparhawk Oceanfront Resort

Where to eat in Ogunquit : Amore Breakfast, That Place in Ogunquit, Raspberri’s, Bread and Roses Bakery, The Front Porch Piano Bar and Restaurant

4. Boothbay Harbor Maine

Boothbay Harbor is one of New England’s most adorable small towns, known as the “boating capital” of Maine. Boothbay Harbor is a bit of a hidden gem in Maine where you can escape the crowds, even in the summer.

The tiny downtown is picture perfect, with plenty of shops and seafood joints. Maine’s oldest bookstore, Sherman’s Maine Coast Book Shop. If it’s time for a lobster roll, pop into the Lobster Dock or Shannon’s Unshelled.

When you’re sated, a fun thing to do in Boothbay Harbor is hop on a boat. Boat excursions take you past Maine’s iconic lighthouses and rugged coastline. You can take a tour to glimpse whales, seals, and puffins.

There are plenty of other outdoor options.You can ferry out to Monhegan Island, which has hiking trails. Or ferry over to Brunt Island, where you can hike and admire the lighthouse. Or reconnect with nature at the Coastal Maine Botanical Gardens.

Where to stay in Boothbay Harbor : Spruce Point Inn Resort & Spa , Harbour Towne Inn , Harborage Towne Inn on the Waterfront

Where to eat in Boothbay Harbor : Ports of Italy, Boathouse Bistro, The Thistle Inn

5. Kennebunkport Maine

Kennebunkport is a beautiful New England town. It’s effectively the Hamptons of the Pine Tree State, known for its dramatic mansions. To see them, take a drive between Kennebunkport and its sister town Kennebunk.

Kennebunkport has a lively downtown, the epicenter of which is called Dock Square. It’s chock full of restaurants, boutiques, and art galleries. There are plenty of patio cafes for people watching perches. The Clam Shack serves up fried claims and lobster rolls.

For a walking tour of Kennebunkport’s historic buildings, start at the Brick Store Museum on Main Street. Head south and you’ll see several extraordinary structures from the 18th and 19th centuries, including Lexington Elms, Horace Porter House, and Benjamin Brown House.

Summer Street is also an architectural showcase, with an array of Federal and Colonial buildings. To get the complete scoop, you can take a guided 90 minute tour of Kennebunkport’s National Historic District. Buy tickets at the Brick Store Museum.

If you want to hit the beach, try Gooch’s Beach along the Victorian-lined Beach Avenue. Or drive 10 minutes north to the beautiful 3 mile long Goose Rocks Beach.

Just two miles from Dock Square lies pretty Cape Porpoise. It’s a tiny fishing village where you can see fisherman plying their trade.

You can browse the quaint general store or inspect kitchen goods in the delightful Farm + Table, housed in a red wooden barn. Goat Island Light is one of Maine’s oldest lighthouses.

You can take a guided day trip tour from Boston to Kennebunkport .

Where to stay in Kennebunkport : Cape Arundel Inn and Resort , Hidden Pond Resort , Kennebunkport Captains Collection

Where to eat in Kennebunkport : The Boathouse Restaurant, the Burleigh, Mabel’s Lobster Claw, Musette, Ocean Restaurant, Earth

6. Stowe Vermont

New England is awash in winter resort towns. But picturesque Stowe is an incredible year round destination you can’t help but fall in love with.

Come summer, Stowe swaps skiing for hiking, golf, mountain biking, kayaking, swimming, and scenic drives up the winding Auto Toll Road.

Where mountainous Stowe really shines is its hiking trails, with a range of options to suit every level of experience. Some take you to towering peaks, others end in waterfalls.

When you’re done hiking, snack on some apple cider donuts or indulge in a Vermont Maple Sugar Body Scrub at the Snowflake Spa.

Not a hiker? For a magical experience, you can go hot air ballooning over the Green Mountains. Or see the fall colors from above on the Stowe Mountain Gondola.

Stowe has a romantic and picture perfect downtown. Its white steepled church is the focal point. The tiny Main Street is filled with boutiques, crafts stores, and antique shops. There are libraries, museums, theaters, and cultural organizations to keep your entertained.

Where to stay in Stowe: Lodge at Spruce Peak , Topnotch Resort , Trapp Family Lodge

Where to eat in Stowe: Plate, Cliff House, Bistro at Ten Acres, Hen of the Wood, Cork

7. Woodstock Vermont

Woodstock is a ridiculously picturesque town in New England. It looks straight out of a Norman Rockwell painting. Located in the Green Mountains, tree-lined Woodstock is dotted with covered bridges, wooden barns, and gorgeous homes.

Most of the well preserved buildings in Woodstock are listed on the National Register of Historic Places. You could spend the day strolling the cute downtown area with a town green, pretty library, and covered bridge.

There are plenty of boutiques, craft shops, antique stores, and bookstores. FH Gillingham & Sons is a classic Vermont general store.

For some exercise, just a short drive away is Quechee Gorge . It’s a fairly easy (but steep) hike down to the base of the gorge. If the clear water sparkling in the sunshine entices you, there’s a place to enter the river for a swim.

The best views are from the bridge. If you didn’t get cheese earlier, now is the time to stock up at the Quechee Gorge Village

Woodstock also has a bounty of locally grown food. There are local cheesemongers, cider mills, and orchards. You can even tour a restored farmhouse, the Billings Farm and Museum, and pick up some raw cheddar cheese.

Where to stay in Woodstock : Kedron Valley Inn , 506 On The River Inn , Jackson House Inn

Where to eat in Woodstock : Barnard Inn Restaurant, Cloudland Farm, Keeper’s Cafe, The Red Rooster, Mon Vert Cafe

8. Chester Vermont

If you’re looking for an authentic Vermont rural experience, look no further than blissfully uncrowded Chester. It’s located on the slopes of the Green Mountains, with the Williams River passing through.

In Chester, you’ll find charming inns, stone houses, quaint churches, swimming holes, covered bridges, and farm to table restaurants

Chester is best known for its Stone Village and Chester Village Historic Districts. The Stone Village derives its name from the plethora of granite houses in the area. Chester Village gives off a classic Federal and Colonial aesthetic.

Chester is also home to cute boutiques, antique shops, art galleries, and some fabulous restaurants. There are some beautiful artisanal crafts at DaVallia Art and Accents and handcrafted jewelry at Sage Jewelry and Gifts. In the summer, Chester hosts concerts on the town green. And the Weston Playhouse puts on terrific theater.

Where to stay in Chester : Inn Victoria, Fullerton Inn, Stone Hearth Inn

Where to eat in Chester : Free Range Restaurant, Heritage Deli & Bakery, Pizza Stone VT, Alice’s Restaurant

9. Burlington Vermont

In Vermont, there’s a saying that “you can’t throw a stone without hitting a poet/painter/potter.” As the largest in my series of beautiful small towns in New England (at only 42,000), Burlington has developed a wonderful art scene.

To some, Burlington is akin to a mini Seattle — a politically and socially progressive enclave of college students, regional power brokers, and creative minds.

The heart of Burlington’s downtown is Church Street Marketplace. It’s a buzzing pedestrianized outdoor mall. You’ll find hip sidewalk cafes, art galleries, and bars. And be entertained by street performers.

The jewel of Burlington’s art scene is the Fleming Museum on the University of Vermont campus. The museum has a wide range of artworks and artists. In June, you can attend the Arts Alive Festival.

The Firehouse Center for the Arts also hosts year round exhibitions and art programs.

If you want to see a show, head to the Flynn Performing Arts Center. It’s a fully restored art deco masterpiece. The Fynn hosts concerts, plays, and traveling Broadway shows.

If you’re a foodie, Burlington will suit. It outshines much of the US with a bounty of locally grown food.

Farm to table eating isn’t just trendy; it’s a well established tradition. You may want to take a guided food and craft beer tour .

There’s a Saturday farmer’s market and even excellent street food at Farmers and Foragers Food Truck.

Where to stay in Burlington : Hotel Vermont , Hilton Garden , Hilton Burlington Lake Champlain , The Essex Resort

Where to eat in Burlington : Bleu Northeast Seafood, Hen of the Wood, Juniper, The Great Northern, honey RoadTrattoria Delia

10. Brattleboro Vermont

Located on the banks of the Connecticut River, Brattleboro is a gorgeous artsy town. Your first stop should be the Creamery Covered Bridge, a historic landmark dating from 1879.

Brattleboro’s downtown has been revitalized. It’s now full of art galleries, upper story artist studios, and a broad array of art venues.

The Brattleboro Art Museum in housed in a restored railroad depot. It presents 8 exhibitions annually and has pieces by Andy Warhol, Wolf Kahn, and Janet Fish.

Brattleboro also has a performing arts scene focused on classical music. The marquis venue is the Marlboro Music School. Brattleboro hosts the New England Bach Festival, a winter Chamber Music Series, and the Vermont Renaissance Festival (in nearby Vernon).

Typical of Vermont, Brattleboro also has a great foodie scene. Apart from the excellent restaurants, you can hit the popular Brattleboro Area Farmers’ Market, held every Wednesday and Saturday from 9:00 am to 2:00 pm.

Or try the famed Dosa Kitchen, a food truck with a farm to table ethos serving a creative menu of Indian food.

Where to stay in Brattleboro : The Inn on Putney Road , Hampton By Hilton , Black Mountain Inn

Where to eat in Brattleboro : Mocha Joe’s Cafe, Amy’s Bakery Arts Cafe, Peter Havens, T.J. Buckley’s

11. Hanover, New Hampshire

Dartmouth College is a bit of a family tradition. My father, son, and I all attended this fabulous school in rural New Hampshire. So naturally, I’m partial to Hanover (and all things New England, truth be told).

And I’m not alone. Forbes named it one of America’s Prettiest Towns.

For a country town, Hanover packs a surprising art punch. It’s accessible too, easily reached from Boston or Concord.

The best place to get your art fix is the wonderful Hood Museum of Art. It’s one of the oldest teaching museums in the country. It has a large collection of artifacts and art dating back to Assyrian culture in 900 BC.

But it’s not all ancient. The museum has a surprisingly good collection of contemporary art, with works by Rothko and Ed Ruscha.

It also showcases contemporary African and Native American art. Inside Baker Library, you’ll find eye catching murals by Jose Clemente Orozco in the reading room.

Hanover is also home to the Hopkins Center for Performing Arts (the “HOP”). There, you’ll find a wide variety of performing arts — plays, shows, concerts, special events, movies, etc. Here’s my itinerary for spending one day in Hanover .

Where to stay in Hanover : Hanover Inn , Sixth South Hotel

Where to eat in Hanover : The Pine at the Hanover Inn, Lou’s Restaurant & Bakery, Dirt Cowboy Cafe

12. Keene New Hampshire

A Monadnock Region gem and college town, lively Keene is a beautiful town in New England. Keene combines culture and the great outdoors. Keene offers stunning brick streets, charming maple farms, and quaint specialty shops.

Keene even has a white clapboard church with a soaring steeple, the United Church of Christ.

Keene has one of the loveliest and widest main streets in New Hampshire. The historic downtown area, Central Square, is an eclectic mix of old time shops, bookstores, and funky craft stores.

Keene is also home to covered bridges and museums. The Horatio Colony House Museum and Nature Preserve is housed in an 1806 Federal style building.

The museum houses historical artifacts for the history buff. The nature preserve offers miles of hiking trails for the nature lover.

Where to stay in Keene : Chesterfield Inn , Courtyard Keene , Hampton Inn

Where to eat in Keene : Luca’s Mediterranean Cafe, Odelay Taqueria, Fireworks, The Stage

13. Peterborough New Hampshire

Peterborough is a charming New Hampshire hamlet set along the Contoocook River. Peterborough is rich in art and culture, with a charming downtown centered on Depot Square. Thornton Wilder’s Pulitzer Prize winning play, Our Town , was based on Peterborough.

Peterborough has two theater groups and a renowned artist colony, The MacDowell Colony. The colony is the oldest artist’s retreat in the US, hosting many exhibitions.

In 1997, it was awarded the National Medal of Arts. Peterborough is also known for its antique shops and galleries. Pop into the Sharon Arts Center for local art.

Nature lovers can head to Miller State Park, which has several trails (and a road) leading to the summit of Mount Monadnock. Edward MacDowell Lake has trails as well, in addition to a beach and boat ramp.

Where to eat in Peterborough : Pearl Restaurant & Oyster Bar, Waterhouse Restaurant, Harlow’s Pub

Where to eat in Peterborough : The Hancock Inn, Birchwood Inn, Greenfield Inn

14. Portsmouth New Hampshire

Portsmouth has also made an appearance on Forbe’s list of America’s Prettiest Towns. Portsmouth is a small town in southern New Hampshire along the Piscataqua River.

It’s known for its upscale farm to table eateries and art galleries. Portsmouth is just an hour away from Boston, making it the perfect day or weekend trip.

Portsmouth’s downtown is adorable with activity centered on Market Square. You’ll find classic white steepled churches, rustic brick shops, and sidewalk cafes. Portsmouth Book & Bar combines books, coffee, and live events.

History lovers should check out the Strawbery Banke Museum. It’s a 10 acre outdoor museum featuring period gardens, preserved historic buildings and detailing the story of how the Portsmouth settlement was founded.

There are 39 historic buildings dating from 1695 to 1820. The Goodwin Mansion is the most impressive.

Prescott Park is a waterfront park near Strawbery Banke, which is great place to picnic. Enjoy the gardens and the Prescott Park Arts Festival, featuring concerts and foodie events.

In 2017, Travel & Leisure called Portsmouth the “Christmas Capital of North America.” It’s a wonderful New England Christmas destination.

“Vintage Christmas” is a month long celebration kicking off December 1. A trolley does a loop of the downtown and a candlelight stroll is held on weekends.

Where to stay in Portsmouth : Ale House Inn , Hotel Portsmouth , The INN Downtown , AC Hotel By Marriott

Where to eat in Portsmouth : Cure, Black Trumpet Bistro, Momba, Cava, Row 34

15. Chatham Massachusetts

The Cape is a no-brainer. But where to stake your claim? Try the inimitable charms of Chatham, a tony New England town where the homes induce jaw drops, the historic center is walkable, and the seafood is hauled in just offshore.

Chatham’s curving Main Street conjures up low key elegance and old world charm. Chatham is the only Cape Code town bounded on three sides by water. It’s consistently ranked as one of the US’ best beach towns.

Chatham Lighthouse Beach is considered the most scenic public beach. It’s set beneath Chatham’s iconic lighthouse. This wild stretch of the Atlantic is the place for long walks and sunbathing (the surf is rough).

If you need a dose of culture with your beach retreat, head to the Orpheum. It’s a restored vintage theater showing first run movies and classics. Or take in a play or musical at the Monomoy Theater, after browsing the casual to high end shops.

Where to eat in Chatham: Impudent Oyster, Del Mar Bar and Bistro, Twenty Eight Atlantic

Where to stay in Chatham: Chatham Wayside Inn , Queen Anne Inn , The Hawthorne , Captain’s House Inn

16. Nantucket Town Massachusetts

Just 30 miles off the New England coast lies the idyllic small town of Nantucket. Nantucket is a place where you can simultaneously hit the beach and be visually stimulated.

In summer months, Nantucket can be a pricey paradise. Of course, the beaches (Jetties, Surfside) are stunning. But the historic center is also adorable with cobbled streets, historic residences, quaint shops, and innovative eateries.

More than a dozen art galleries are sprinkled around the downtown. On Union Street, an international roster of artists have contemporary works on display at the Art Cabinet.

Perhaps the top notch gallery is the Artists’ Association of Nantucket (AAN). It features rotating art exhibitions by local, regional, and national artists.

If you’d like to attend a poetry reading or lecture, hit up the Nantucket Atheneum. You can listen to authors, historians, and university professors.

In June, there’s the Nantucket Film Festival, where 30 independent films are screened at different venues.

Where to stay in Nantucket : Life House , Nantucket Hotel and Resort , White Elephant Hotel , 76 Main , 21 Broad Hotel

Where to eat in Nantucket : The Proprietors Bar & Table, Oran Mor, Greyson House, Dun, Brotherhood of Thieves, Straight Wharf

17. Siasconset Massachusetts

This tiny Nantucket town delivers classic New England style looks — sweeping panoramas of the Atlantic Ocean, rose-covered saltbox houses, and the Sankaty Head Light. The town is nicknamed ‘Sconset. Nowadays, the former fishing houses give way to swanky mansions.

Sconset Beach is the best sandy beach on the north side of Nantucket. It’s an easy walk from town.

Made of white seashells, the Sconset Bluff Walk is the most scenic walk in Nantucket. The public cliff walk leads from Siasconset to the cute Sankaty Head Lighthouse. It takes you by the most beautiful properties on the island.

Where to stay in Siasconset : Hotel Pippa, The Nantucket Hotel & Resort,

Where to eat in Siasconset : Sconset Cafe, The Chanticleer, Claudette’s Sandwich Shop, Keeper’s Restaurant

18. Newburyport Massachusetts

First settled in 1635, Newburyport is an immaculate seaside town in New England. It has a classic New England feel, with red brick streets, lobster shacks, and cobbled lanes. Plus “the Port” is only 35 miles from Boston, making it the perfect weekend getaway.

State Street is the heart of Newburyport. You’ll find an eclectic treasure trove of shops — clothing boutiques, bookstores, cafes, and vintage shops. The Firehouse Center for the Arts is Newburyport’s cultural hotspot, offering concerts, musicals, and plays.

When you tire of shopping, surf and sand lovers can hit the beach. Plum Island is only a 20 minute drive from Newburyport.

Plum Island has beautiful and beloved sandy beaches and dunes. And it’s home to the Parker River National Wildlife Refuge, a hidden gem sanctuary with prime bird watching opportunities.

Where to stay in Newburyport : Blue Inn on the Beach , Essex Street Inn , Clark Currier Inn

Where to eat in Newburyport : Agave, Black Cow, Brine Oyster Bar, Giuseppe’s Italian Restaurant, Revitalive Cafe & Juice Bar, Brown Sugar Cafe, Ceia Kitchen and Bar

19. Stockbridge Massachusetts

Settled in 1734 by British missionaries, Stockbridge may be my favorite beautiful New England town in the Berkshires . Stockbrige is blessed with simple charm and a fabulous line up of cultural attractions.

Three of the greatest American artists and authors called Stockbridge their home — Edna St. Vincent Millay, Herman Melville, and Norman Rockwell. James Taylor sang about the town in Sweet Baby James .

One of America’s greatest treasures is the Norman Rockwell Museum . Rockwell was one of the greatest artists and illustrators in American history.

READ : Guide To the Best Museums in New England

Stockbridge was Rockwell’s long time residence and what he called his “best studio yet.” His titular museum is home to a year round series of rotating exhibitions of Rockwell’s art and Saturday Evening Post magazine covers.

You can also visit Chesterwood , the home Daniel Chester House. It’s the 1920s Colonial Revival house, complete with soaring studio, of the legendary sculptor and landscape architect.

Chester created the statue of President Lincoln seated in the Lincoln Memorial in Washington D.C. The estate also boasts beautiful hiking trails.

Apart from visual arts and historic, the Berkshire Theater Group provides performing arts entertainment. The IS 183 Gallery has a stash of regional and national art works.

Every summer, Stockbridge (along with the adjacent town of Lenox) hosts the Tanglewood Music Festival , a series of concerts across all musical disciplines.

Where to eat in Stockbridge : Once Upon a Table, Truc Orient Express

Where to stay in Stockbridge : The Red Lion Inn , The Inn at Stockbridge

20. Bristol Rhode Island

Located between Providence and Newport, Bristol is a beautiful New England town that’s full of history and charm. With a red-white-and-blue painted stripe down Hope Street, it exudes Americana.

Bristol has everything you need for a relaxing break from the big city — fine dining, bike trails, art galleries, and ocean views.

A highlight of Bristol is the town’s well preserved historic architecture. In Bristol, you’ll find Colonial, Federal, and Gilded Age buildings.

Linden Place Museum features a stunning spiral staircase and movie memorabilia. Blithewold Mansion has immaculately curated gardens, hosts concerts in the summer, and offers dramatic harbor views.

If you like to hike or bike, the East Bay Bike Path will suit. It’s a 14.5 mile paved path connecting Providence and Bristol, which gives you panoramic views of Narragansett Bay.

Where to stay in Bristol : Point Pleasant Inn, The Brenton Hotel

Where to eat in Bristol : The Lobster Pot, Roberto’s, Persimmon, Beehive Cafe, DeWolf Tavern

21. Newport Rhode Island

Just two hours south of Boston lies the tony coastal town of Newport. Founded in 1639, Newport is a treasure trove of historic European-style mansions set against ocean views.

Think the Gilded Age’s Astors, Vanderbilts, and Kennedys — families who built the first palatial mansions in the US. You may want to get oriented with a 1.5 hour guided walking tour of historic Newport .

Most of the mansions are on Bellevue Avenue and a few are on the waterfront. Built by Cornelius Vanderbilt, Breakers Mansion is Rhode Island’s #1 attraction.

It’s located on the scenic Newport Cliff Walk. You can take a guided tour of the mansion by trolley and enter the Breakers.

The Newport Art Museum is the core of the creative community. The Artists’ Open Space serves up local and regional shows year round.

There’s a dozen commercial galleries in town as well. Island Art is the best, noted for its contemporary pieces.

On the performance arts side, Newport really excels. It offers up everything from Shakespeare plays in Queen Ann Square to musical festivals dedicated to jazz, classical, and folk music in July and August.

There’s also the Newport Fine Arts Festival in September.

Where to stay in Newport : OceanCliff Hotel , The Vanderbilt , The Chanler at Cliff Walk , Cliffside Inn

Where to eat in Newport : Market-Newport Gourmet, Twenty-Two Bowen’s, Sardella’s Italian Restaurant

22. Madison Connecticut

Madison is a place only East Coasters know about. This beautiful New England town proves the adage that good things come in small packages.

With a population of only 18,000+ residents, this Connecticut shoreline town delivers a major dose of quintessential New England charm.

During his time at Yale, Bill Clinton was so taken with Madison that he mentioned it in his memoir, My Life , calling it “especially old and beautiful.”

One of the main draws of Madison is Hammonasset Beach State Park. There you’ll find two miles of beaches, wetlands, woodlands, and a nice boardwalk.

The town itself is charming and pedestrianized, full of shops and cafes. A popular haunt is RJ Julis Booksellers, one of the nation’s finest independent shops for book nerds looking for the perfect read.

Madison is also a culture filled hamlet. A fun outdoor activity is walking The Sculpture Mile.

Created by the Hollycroft Foundation, it offers a unique museum-like exhibition that features art work by some of the nation’s most significant sculptors.

Where to stay : Madison Beach Hotel, Madison beach Curio Collection By Hilton

Where to eat : Bar Bouchee, Chamard Vineyards Bistro, Moxie, Cafe Allegre, Elizabeth’s Cafe

23. Essex Connecticut

With a bucolic setting on the banks of the Connecticut River and just a half hour from New Haven, Essex exudes small town charm. The beautiful New England town of Essex is consistently rated as one of America’s best small towns.

Essex has a picture perfect harbor. It’s scattered with charming inns and historic architecture. Essex seems halted in time, looking much as it did during the height of its ship building prosperity.

On Main Street, whitewashed houses jostle side by side, in early Colonial and Federal styles. Pop into the Griswold Inn, especially for its vaunted Sunday breakfast. The cute shop Good and Curiosities sells gifts with a historical theme.

Essex is famed for its riverboat tour, the Essex Steam Train & Riverboat. On a 2.5 hour tour, you can travel by train and boat through the countryside. By boat, you’ll glide by farms, inlets, coves.

Where to stay in Essex : Griswold Inn , The Copper Beach Inn, Riverwind Inn

Where to eat in Essex : The Oak Room, Black Seal, Olive Oyl’s, Abby’s P

24. Kent Connecticut

Tucked into the northwest corner of Connecticut, historic Kent seduces. Its Main Street is a beautiful mix of shop and restaurants.

Kent has the area’s highest concentration of art galleries. And one of Vermont’s three remaining covered bridges, Bulls Bridge.

You can also get outside in Kent. Kent Falls State Park is home to an impressive series of waterfalls, including the state’s tallest waterfall. Kent Falls drops in stages over a quarter mile stretch.

The nearby Appalachian Trail provides a well maintained 5 mile River Walk, leading from Kent to Cornwall Bridge. In Cornwall, you can admire the covered bridge and watch potters at work at Cornwall Bridge Pottery. You can also hike or cross country ski in nearby Macedonia Brook State Park, an especially beautiful place in fall.

Where to stay in Kent : The Inn at Kent Falls, Mayflower Inn and Spa

Where to eat in Kent : Kingsley Tavern, Ore Hill and Swyft, Fife ‘n Drum

25. Mystic Connecticut

Mystic is calm and just exquisite, a charming waterfront town set on the shores of the Mystic River. It’s a quaint downtown is filled with boutiques, galleries, and eateries.

On Main Street, you’ll find Mystic Pizza, made famous by a kitschy 1980s movie. Mystic’s main landmark is Bascule Bridge, the most photographed bridge in Connecticut and a perfect spot for river views.

Mystic Seaport is Connecticut’s #1 attraction, an example of “living history.” It covers 19 acres along the Mystic River. There are indoor and outdoor exhibits, including four vessels that are National Historic Landmarks. You can climb aboard or peruse the recreated village.

Where to stay in Mystic : Hilton Mystic , Hyatt Place Mystic , Mystic Marriott Hotel and Spa, Old Mystic Inn

Where to eat in Mystic : Abbott’s Lobster in the Rough, Oyster Club, Friat Tuck’s, David Pottie, Mystic Depot Roasters (breakfast), Octagon

I hope you’ve enjoyed my guide to the most beautiful towns in New England. You may enjoy these other New England travel guides:

• Top Attractions in Salem Massachusetts
• What To Do On a Berkshires Road Trip
• 10 Day Road Trip For Coastal Maine
• Fall Foliage Road Trip in New England
• 1 Week Road Trip in Southern New England
• Best Places To Visit in Massachusetts
• 1 Week Road Trip in Vermont
• 3 Day Itinerary for Boston
• 1 Day Itinerary for Portland Maine
• 21 Less Touristy Towns on the East Coast

If you’d like to visit the most beautiful towns in New England, pin it for later.

1 thought on “The Most Beautiful Towns in New England, That You Absolutely Must Visit”

While searching for the Restaurants In Maine topic, we found your blog. It’s really helpful. Thanks for helping us write the article on almost the same topic. It’s about “Best Seafood Restaurants In Maine” . Kindly check and share your views.

Thanks NewEnglandCities Team

Leave a Comment Cancel reply

Save my name, email, and website in this browser for the next time I comment.

Last Updated on April 18, 2022 by Leslie Livingston

• Skip to primary navigation
• Skip to main content
• Skip to primary sidebar
• Skip to footer

TravelAwaits

Our mission is to serve the 50+ traveler who's ready to cross a few items off their bucket list.

11 Adorable New England Towns You’ll Want To Visit In 2023

• Destinations
• New England
• United States

We gave our expert travel writers the impossible task of narrowing down which adorable New England towns they think our readers should visit this year. From New Hampshire’s cultured seacoast to Cape Cod’s white sand beaches, several of the places they suggest are on the water. We’re not complaining — we love fresh seafood! However, if the mountains are calling, TravelAwaits writers have an answer for that as well. Here are 11 adorable New England towns to consider adding to your travel list in 2023.

1. Ogunquit, Maine

Every summer, countless beach lovers make the pilgrimage to Ogunquit , Maine. “It’s no surprise,” says Sean Conneely . “Situated along the state’s southern coast, it is a picturesque, compact jewel of a town.”

A 3-mile expanse of smooth, white sand, Ogunquit Beach provides the perfect playground for every beach activity. However, this 4-square-mile town offers attractions beyond its famed beach.

Stroll the Marginal Way , a coastal path boasting sweeping views of Maine’s rocky coastline, or visit Perkins Cove , a bustling commercial area that was once an artists’ colony. Indoor activities include the seasonal Ogunquit Museum of American Art (the setting alone is worth a visit) or a show at Ogunquit’s Leavitt Theatre or Ogunquit Performing Arts .

Don’t miss out on Ogunquit’s many great restaurants. Maine’s signature seafood offering, lobster, is widely available, of course. But culinary options range far and wide, from Italian to Thai to Mediterranean. “So, whether it’s a lazy day at the beach or a tasty lobster, Ogunquit never disappoints,” Conneely asserts.

2. Portland, Maine

Located on a peninsula in Casco Bay, Portland is surrounded by the Gulf of Maine and the Atlantic Ocean. “That means the seafood doesn’t get any fresher and there are plenty of chances to get out on the water,” says Mira Temkin . “Or do both.” On her Lucky Catch lobster excursion, Temkin got to pull traps from the ocean. Afterward, they cooked up her catch! Don’t want to do the hard work yourself? Check out our article on How To Do A Lobster Crawl In Portland, Maine .

Summer is really the best time to visit when you can go on a lighthouse tour , Temkin tells us. Check out Portland Head Light , one of the most photographed lighthouses in the world. Or take a day trip to Acadia National Park (about 3 hours away). According to Temkin, “this charming town is a mecca for the arts, too, with concerts on the water, chamber music, ballet, symphony, an art museum, and more.”

Portland has also become a culinary destination . Treat yourself to a lobster bake and a gourmet potato donut from The Holy Donut . Explore nearby towns like Falmouth , Cape Elizabeth, and Scarborough.

3. Chatham, Massachusetts

There are so many adorable towns in New England, but Sandi Barrett’s go-to getaway is anywhere on Cape Cod . Extensive white sand beaches and amazing seafood eateries wrap around The Cape from the bridges to Provincetown . “I typically headquarter in Dennis and work my way out to the corners of the island from there,” says Barrett. Her favorite spot on The Cape is charming Chatham .

“When I’m feeling I need a little luxury, I head over to Chatham Bars Inn for a bubbly cocktail and a light nosh,” says Barrett. “If it’s a little less posh day, then a brew and nibble at the Chatham Squire fit the bill. It’s easy to work up an appetite wandering the downtown area filled with little shops.”

There is always an interesting event taking place in Kate Gould Park, the center of Chatham’s downtown. “Unique art exhibits featuring local artists, concerts, and other community events bring this delightful park to life,” Barrett tells us. “Chatham is truly adorable.”

4. Gloucester, Massachusetts

“The smell of the sea and oil paint mix in this adorable town on Cape Ann,” describes Meryl Pearlstein . “I always stop to honor Gloucester’s fishing heritage with a visit to the Fisherman’s Memorial , which looks hopefully out to sea,” she tells us. Near the myriad fishing boats is Crow’s Nest , the bar frequented by Mark Wahlberg in The Perfect Storm , which Pearlstein deems as a “great introduction to local culture.”

A short drive from downtown, Rocky Neck is an art colony filled with works by water colorists, sculptors, and makers. Parking is tough here, but you can take a water shuttle from downtown to the dock by The Studio , a great place for a lobster roll and beer. For more creativity, Pearlstein suggests checking out the Hammond Castle Museum , which she calls “an artifact-filled fantasy from inventor John Hays Hammond, Jr., with a pipe organ and hidden wine cellar.” Sounds neat!

Wondering what the best time to visit Gloucester might be? Pearlstein says “Gloucester is crowded during the summer, beautiful in the fall, and pure New England heartiness when it’s cold.”

5. Marblehead, Massachusetts

“I can get lost wandering the winding, narrow streets of Old Marblehead,” Pearlstein tells us. “More than 200 pre-Revolutionary War houses date from the mid-1600s, some with windows almost to the ground. There’s the famous Lafayette House rumored to have been ‘notched’ to allow passage of Lafayette’s carriage, beautiful bed and breakfasts, and Marblehead Harbor with its tranquil Lighthouse Park and thousands of sailboats.”

Pearlstein recommends stopping for an art break to see the historic Spirit of ’76 painting in Abbott Hall. Grab a brew at Maddie’s Sail Loft or The Landing (the setting for the movie Coma ) and try to score a window seat for a chowder at The Barnacle , a tiny clam shack. Bring home some “wicked dark” chocolates from century-old Stowaway Sweets .

Founded in 1638, Marblehead’s Old Burial Hill cemetery was featured in Hocus Pocus . Pearlstein says it is “popular for perusing somewhat ghoulish carvings.” Marblehead is about as historic and charming a town as you’ll find anywhere in New England.

6. Newmarket, New Hampshire

“Small, friendly, and walkable, Newmarket is an amuse-bouche of New Hampshire’s cultured seacoast,” Robin Catalano shares, “… without the crowds of its equally photogenic marquee city, Portsmouth (about 25 minutes away).” A former mill town located on the Lamprey River, Newmarket has a tidy main drag composed of striking historic buildings that house shops, cafes, restaurants, and studios.

Catalano recommends scouting for birds and forest flora at Heron Point Wildlife Sanctuary across the river, then heading into town for comfort food and craft cocktails at Savannah Kitchen , or a locally-made beer at Deciduous Brewing . For the morning crowd, Crackskull’s Coffee & Books has an enormous menu of coffees, teas, and sweet treats. “I’m keeping an eye on the opening date of the Tipsy Tabby , the area’s first cat cafe, where you can cuddle a new feline friend while sipping a latte,” Catalano confides.

7. Woodstock, New Hampshire

Woodstock , New Hampshire, wins SJ Morgensen’s vote for one of the most adorable New England towns to visit. “Nestled in the White Mountains, the views are incredible,” she describes. “Any time is a great time to go depending on what you’re looking for. We enjoyed hiking in the cooler mountain temperatures during the summer, although winter is popular for skiing. And of course, in the fall, the area explodes with brilliant colors.

“Make sure you drive the Kancamagus Highway ,” Morgensen relays. “You’ll love the views and there are plenty of pull-offs so you can snap the perfect picture.” She recommends heading to Woodstock Inn Brewery for craft beer and good food. You can also stay at the inn, a good spot for exploring the little towns all around. Nearby Franconia Notch State Park is a must-visit. Jump in the tram for spectacular scenery as you head up Cannon Mountain . At the summit, take a short hike to see views of mountains in four states.

8. Bristol, Rhode Island

“My stay in Bristol, Rhode Island was filled with everything I wanted for a weekend getaway,” Barrett attests. Bristol’s charm begins at the waterfront and expands outward, encompassing beautiful old buildings, fabulous restaurants , and leisurely outdoor adventures.

Take a step back in time at Blithewold Mansion . “Strolling the elaborate gardens takes you through intricately planned beds, densely forested areas, and glades with sweeping views,” describes Barrett. Perched on Narragansett Bay, the mansion is filled with ornate, period decor.

According to Barrett, the Bradford-Dimond-Norris House bed and breakfast is the coziest spot to rest your head after a day of touring. “I loved the four-poster bed, antique decor, stunning fireplace, and perfectly appointed powder room,” she recalls. “Breakfast was served in a sunshine-lit dining room and I enjoyed a lively conversation with the other guests seated at the long table.”

“Bristol is a lovely town with lots to offer visitors,” says Barrett, “… perfect for a quick getaway from Boston.”

9. Newport, Rhode Island

The jewel of Rhode Island’s coastline, Newport shines like a polished diamond. Newport’s history is rooted in sailing and the bygone Gilded Age. Once a playground for the rich and famous, it can now be enjoyed by everyone. “The beauty of Narragansett Bay, with its sailing ships and yachts, will have you dreaming of seafaring stories of wealth and adventure,” Barrett tells us.

Newport is a treasured destination for the young and young at heart. “Bands of bachelorettes mingle with boomer couples as each generation revels in Newport’s good-life atmosphere,” describes Barrett. “You will find rich history, amazing cuisine, and charming views that will captivate your attention no matter how old you are.”

10. Watch Hill, Rhode Island

“Taylor Swift fans are familiar with Watch Hill,” says Pearlstein. “The singer’s 1930 mansion sits along 700 feet of beautiful shoreline.” Watch Hill comes with a historic pedigree, filled with grand shingle “cottages” that overlook three immaculate beaches. Packed with summer vacationers, Watch Hill empties out during colder months, leaving you alone to beach comb for sea glass — a favorite pastime here.

“I love the Flying Horse Carousel, a fixture since 1883 and one of the country’s oldest operating merry-go-rounds,” Pearlstein tells us. Watch Hill Lighthouse and its small museum offer a great overview of the area.

New England is chock-full of quaint general stores . “ The General Store at The Harbour House Inn and the town’s antique stores keep me busy searching out treats and memorabilia from my childhood,” Pearlstein says. A classic wooden New England resort, Ocean House has a commanding seaside view and a fabulous Sunday jazz brunch. If you feel like splurging, spend a night here getting pampered, any time of the year.

11. Burlington, Vermont

“I’ve never found a city that so seamlessly mixes college life with gastronomy, lake living, and winter sports,” Pearlstein tells us. Burlington , while not the state’s capital, is certainly the center of activity in Vermont. “The University of Vermont (UVM as it’s known) adds a vibrancy with its beautiful campus and fills the bars and restaurants that line pedestrian-only Church Street with students mixing with locals,” describes Pearlstein.

“A preponderance of chefs from CIA [Culinary Institute of America] or those who felt like escaping NYC have opened a bevy of locavore-focused restaurants here,” Pearlstein informs us. Hen of the Wood and Leunig’s Bistro are her favorites. Walk off these meals with a stroll around beautiful Lake Champlain, or take a sunset cruise for a simply idyllic evening. During the winter, you can easily drive to Bolton Valley for downhill skiing. “Or just strap on your Nordic skis and cross-country from UVM to the lake,” suggests Pearlstein. “There’s plenty of snow to be had in Burlington!”

Related Reading:

• Beautiful Coastal Rhode Island Road Trip: Providence To Westerly
• 9 Most Romantic Things To Do In New England
• 11 Best Fall Foliage Getaways In New England

Laura Ray has lived in Atlanta, the Bay Area, SoCal, and Austin. After moving from Texas, she and her husband rambled about the Midwest in a camper for a couple of years before finally settling on 35 acres in their home state of Kentucky. When she isn't clacking around on the keyboard (cat in lap), you can find her practicing yoga, gardening, or playing the ukulele. This travel-lover's favorite destinations include Italy, the Greek isles, and Kentucky Lake.

14 Most Beautiful Towns In New Hampshire You Should Visit

• New Hampshire is home to many beautiful towns with unique charms, offering a variety of activities for tourists to enjoy.
• Towns like Peterborough, Harrisville, Lincoln, Meredith, Portsmouth, Hanover, Exeter, Sugar Hill, Littleton, Hancock, Gorham, Londonderry, Keene, and Jackson are all worth visiting.
• From art and culture to outdoor adventures, historical landmarks to picturesque scenery, these towns in New Hampshire have something for everyone to experience and appreciate.

Its location in the heart of New England makes New Hampshire a center of attention, as it should be because it’s home to many awesome attractions . To its east is the pristine Gulf of Maine, with its breeze sending good luck to tourists. There are many spots to explore in the Granite State, from the peaks of White Mountains , Monadnock, and Great North Woods Regions to the waterways of Seacoast, Merrimack Valley, Dartmouth–Lake Sunapee, and the picturesque Lakes Region .

The list goes on, and there’s much to see . When sightseeing in New Hampshire, tourists should not confine themselves to the quaint capital Concord . The state is proud of its beautiful towns, each offering charms that will cure that travel itch.

UPDATE: 2023/09/06 22:53 EST BY MARIA BOU INK

These Are The 10 Most Beautiful Towns In New Hampshire You Should Visit

The beauty of New Hampshire towns cannot be limited to 10. Therefore, this list was updated to include more pretty towns in NH to visit.

Related: 10 Small Towns In New Hampshire That Look Like A Norman Rockwell Painting

Peterborough

Peterborough, one of the prettiest towns in New Hampshire, is a convenient location brimming with small-town charm. Located along the Contoocook River, it is a well-liked tourist destination full of art and culture. This quaint, New Hampshire town is home to two theater companies as well as The MacDowell Colony, a well-known artists' retreat. The Colony, the country's oldest artists' retreat , sponsors numerous events and supports artists' creative endeavors. It received the National Medal of Arts in 1997 as a result of its extraordinary success. The Monadnock Center for History and Culture is a great place to learn about Peterborough's extensive past. Food lovers enjoy several delicious eating alternatives, while outdoor enthusiasts will like the diversity of activities offered.

• Best time to visit Peterborough: June to September

Harrisville

A charming 19th-century mill village called Harrisville may be found in the state’s southernmost Monadnock Region. The New Hampshire beautiful town is a real historical jewel and is teeming with gorgeous structures and individual businesses. Red-brick buildings, mills, and bodies of water are all present in the downtown district, which is a National Historic Landmark. These elements combine to create picturesque scenes. The town is a great spot to explore on foot and has many pathways for wandering.

• Best time to visit Harrisville: Mid-June to mid-September

Fall in New Hampshire offers a surreal picture of hues, aromas, and sounds that make tourists want to curl up in a warm sweater and take in a crisp autumn afternoon. Particularly Lincoln, New Hampshire, is a hidden treasure of a town full of adorable stores, filling regional eateries, and stunning scenery to add to the scrapbook. Lincoln is the ideal starting point for a New England autumn color road trip since it serves as the entrance to the picturesque Kancamagus Highway. Tourists should also put visiting the Cannon Mountain and White Mountain National Forest on the list of things to do in this one of the most beautiful towns in New Hampshire.

• Best time to visit Lincoln: June to October

Meredith is surrounded by natural beauty and is situated in the Lakes Region, which includes Squam Lake, Lake Winnipesaukee, and Newfound Lake. This charming town in New Hampshire offers a variety of historical monuments, outdoor activities, and specialized stores. Tourists have a choice of leisurely beautiful drives, plays at the Winnipesaukee Playhouse, rides on the Winnipesaukee beautiful Railroad, and more. The Lakes Region Fine Arts and Crafts Festival is only one of the many occasions and celebrations that occur throughout the year.

• Best time to visit Lincoln: June to August

When talking about the best towns in New Hampshire, Portsmouth is always part of the list . This city by the pristine Piscataqua River is flocked by summer revelers who want to make a splash – literally. As a historic seaport, Portsmouth has been teeming with life ever since, so those who want to step back in time have something to appreciate in this city. After all, this New Hampshire charmer has 400 years of rich history , evident in its many buildings. What takes the cake, however, are the many beaches of the city waiting for tourists who want to walk to witness the sunrise and Portsmouth's other exciting attractions .

• Best time to visit Portsmouth: May to October

Related: Cozy Christmas Vacation: Why Portsmouth, NH Is Perfect

The charming Connecticut River passes by Hanover, serving as a refuge for those who want to log off. Beyond this calming waterway, the town is home to many spots that cater to lovers of the outdoors. North of Hanover is Moose Mountain, where the Appalachian Trail passes. The said trail trudges the main street, perfect for a sightseeing journey. It will then lead trekkers to the athletic fields of the historic Dartmouth College. When winter comes, the said trail turns into a playground for snowmobilers, bikers, and snowshoers. An adventure hangover is a good thing in Hanover.

• Best time to visit Hanover: End of May to end of September

Exeter is another town proud of its river with the same name. The breeze of this waterway entices tourists to sit by its side to enjoy its calm. The only thing visitors need to do is to choose where to place their picnic mats. After all, the town has more than 56 acres of recreational spots . Before enjoying the greenery, tourists can first sightsee Main Street, where brick buildings house unique shops. From humble historic structures to awesome outdoor spots, Exeter knows how to excite.

• Best time to visit Exeter: Late May to early October

Sugar Hill is home to over 600 residents (as of 2020), and they are always eager to welcome visitors. As they should because the town has a lot to offer. For starters, tourists can drop by the museum that highlights the area’s rich past. Afterward, they can grab a snack at the local favorite Polly's Pancake Parlor. As its name suggests, the town is located on a hillside, making it a good starting point for those who want to hike Bronson Hill or White Mountain National Forest, where its peaks await those who want a good view of the townscape.

• Best time to visit Sugar Hill: May to September

Related: 10 Cozy Towns In New Hampshire To Visit This Fall

Littleton is proud of its famous local, Eleanor H. Porter, who authored the children’s classic Pollyanna , whose statue was unveiled in the town. It is also home to Littleton Coin Company, flocked by numismatists for its collection. Outdoor lovers will also enjoy exploring this White Mountain town by the Connecticut River. Hikers can take the route to Kilburn Crags and nature trails that lead to viewpoints where the Presidential Range awaits. Meanwhile, art lovers can visit galleries, but, really, the nature spots in Littleton, one of the most beautiful towns in New Hampshire, are masterpieces.

• Best time to visit Littleton: Late May to Mid-September

Hancock was incorporated in 1779 , so it’s not just a mere town but a historic destination. Natural wonders abound in this quaint town: to its east lies the pristine Contoocook River and the calming Powder Mill Pond, while the west is home to the fisher-favorite Nubanusit Lake. It’s also proud of the Merrimack River, made famous by the poet Henry David Thoreau. With such waterways, paddlers, swimmers, and anglers will always have a playground in Hancock. Hikers can reach the peak of Skatutakee Mountain, while history buffs can visit the museum. Indeed, Hancock is hands-on in giving superb travel memories.

• Best time to visit Hancock: May to September

Another White Mountain town, Gorham, aims to please those raring to have a satisfying time with the wonders of Mother Nature. Parts of the lush White Mountain National Forest and Moose Brook State Park border the town, making it one of the best towns in NH and the perfect refuge for those escaping urban life, albeit for a while. Add the presence of the rivers of Androscoggin, Peabody, and Moose, plus Mount Madison, and a stay in Gorham is nothing but gorgeous. The moose await those who want to be awe-inspired by their presence.

• Best time to visit Gorham: December to February and late June to early December

Related: 10 Free Things To Do This Fall In New Hampshire

Londonderry

Londonderry is known for its orchards, an enticing prospect for fruit lovers. There are five such destinations in the town, so those who want to pick fresh fruits and taste them right away can visit each orchard all in one day. Stonyfield Farm can also be checked out, famous for its organic yogurt, the perfect food when sightseeing the Historic Apple Way. History buffs would love checking out such landmarks as the Morrison House Museum and an aviation museum, while outdoor lovers can explore Musquash Conservation Area or Beaver Brook. Londonderry is indeed lovely.

• Best time to visit Londonderry: Late June to mid-September

Tourists keen on looking for a worthwhile weekend trip should head to Keene, a city that offers refuge to weary travelers. This New Hampshire charmer offers family-friendly adventures, journeys to the past, and outdoor escapades. For the second one, visitors can drop by museums and galleries to enrich their souls. Stepping back in time is always possible outdoors, too, thanks to the bustling Main Street. Lastly, those raring to break a sweat can explore Madame Sherri Forest, Sunset Rock, Mount Monadnock, Ashuelot River, and its other nature spots. Keene, a New Hampshire town, makes tourists kings and queens of traveling.

• Best time to visit Keene: June to early September and fall

Nestled in the White Mountains, the resort town of Jackson is one big playground for skiers. However, though famous for its snow, this destination can also be enjoyed in spring, summer, or fall. Hikers can meander the trails of White Mountain National Forest or scale Wildcat Ridge, while sightseers can take snaps of Honeymoon Bridge. Nestlenook Farm is perfect for families who want to try horse-drawn sleigh rides, while Jackson Art Studio and Gallery awaits creative souls. From the neighborhood to the mountaintop, Jackson delivers.

• Best time to visit Jackson: May to October

• Search Please fill out this field.
• Manage Your Subscription
• Give a Gift Subscription
• Sweepstakes
• Destinations

15 Best Places to Visit in New Jersey, According to Local Experts

Don’t miss these awesome spots in the Garden State.

Lindsay Cohn is a writer, editor, and avid traveler who has visited 45 countries across six continents — and counting. She contributes to Travel + Leisure, Hotels Above Par, InsideHook, Well+Good, The Zoe Report, and more.

aimintang/Getty Images

Bordered by New York to the north, the Atlantic Ocean to the east, Delaware to the south, and Pennsylvania to the west, New Jersey stretches 150 miles from top to bottom. And while some may joke that it’s just one big highway, residents and return visitors know of its many charms. The Garden State has something for just about every type of traveler (not to mention some great places to live ), whether you prefer the sandy beaches and Victorian homes of Cape May, the nostalgic fun of the Ocean City Boardwalk, or the live entertainment in Atlantic City.

We talked to insiders to get the scoop on the best places to visit in New Jersey.

Ocean City Boardwalk

DenisTangneyJr/Getty Images

“The Ocean City Boardwalk is a famous promenade that’s been a source of entertainment for more than 100 years,” says Diane Wieland, chairperson of Southern Shore Region DMO. The wooden walkway has amusement rides for all ages, mini golf, arcade games, souvenir and sweet shops, and iconic boardwalk eats — hot dogs, burgers, fries, pizza, and soft serve.

Situated at the tip of the Cape May peninsula, Cape May boasts sandy beaches, historic trolley rides, a striped lighthouse, and Victorian architecture. More than just a summer destination, the charming Jersey Shore town gets into the spirit for all the seasons — especially the holidays with festive decorations, tree lighting ceremonies, and a vendor village at Congress Hall .

Morey's Piers & Beachfront Water Parks

Hannah Beier/Getty Images

For summertime fun, look no further than Morey's Piers & Beachfront Water Parks. “Families can spend the entire day on more than 100 rides, splashing around the two water parks right on the beach, and lounging in private cabanas,” says Jeffrey Vasser, executive director, New Jersey Division of Travel & Tourism.

Wildwoods Boardwalk

Courtesy of Wildwoods New Jersey

In a state known for its seaside amusements , the Wildwoods Boardwalk stands out from the pack. Composed of more than 70,000 wooden planks, the 38-block oceanfront stretch draws crowds with everything from amusement piers featuring rides and games galore to water parks to classic eateries and shopping.

Wildwood’s Doo Wop Motel District

“Walking around Wildwood’s Doo Wop Motel District is like being transported to the 1950s,” says Vasser. Dotted along the two-mile stretch between Atlantic and Ocean Avenues sits the largest concentration of mid-century motels in the country. “It’s really neat to see all the neon signs and retro details.”

American Dream

Courtesy of American Dream

“ American Dream is, quite literally, an indoor vacation one-stop shop that’s open year-round,” raves Vasser. From the Nickelodeon Universe theme park and the DreamWorks Water Park to skiing at Big Snow and surf lessons at Skudin Surf to the hundreds of stores (​​it’s the second-largest shopping mall in the United States) and restaurants, it provides endless fun for the whole family.

Lambertville

Moelyn Photos/Getty Images

Founded in 1705, Lambertville brings history to life through its well-preserved federal townhouses, Victorian homes, antique shops, restored 19th-century train depot, and the James Wilson Marshall House . “The charming town also supplies family-owned wineries and photogenic vantage points such as Goat Hill Overlook,” adds Vasser.

Beneduce Vineyards

andykazie/Getty Images

"Most people don’t realize New Jersey is home to more than 50 wineries,” says Vasser. “One of my favorites, Beneduce Vineyards , has great wine and fun year-round events such as live music and food trucks on Saturdays.” Plus, it’s located less than 75 minutes from New York City and Philadelphia.

Grounds for Sculpture

Courtesy of Grounds for Sculpture

Located on the former site of Trenton Speedway, Grounds for Sculpture is a 42-acre sculpture park and museum. Visitors can spend the day ogling art and grabbing a bite at the restaurant. The Hamilton cultural institution also hosts special events such as after-dark light and sound experiences in partnership with Klip Collective and the upcoming Def Poetry Jam Reunion .

Atlantic City

Approximately two hours from the Big Apple, Atlantic City — the East Coast's answer to Las Vegas — dazzles visitors with its casinos, live entertainment, glitzy hotels, and big-name restaurants like Nobu . While Steel Pier offers games, entertainment, boardwalk fare, an observation wheel with sweeping views, and the only helicopter ride at the Jersey Shore.

Nestled along the banks of the Delaware River in Hunterdon County, Frenchtown is a vibrant community with plenty of Victorian architecture, art, and culture to keep travelers entertained year-round. Vasser suggests visiting over Labor Day weekend because that's when Frenchtown Riverfest takes place. “There are all kinds of street fair activities along the river,” he says.

Cape May County Park & Zoo

Joseph Hulik / FOAP/Getty Images

Located in the Cape May Court House section of Middle Township, the Cape May County Park & Zoo houses more than 550 different animals and is free to the public. There are also awesome playgrounds for kids of all ages just outside the entrance. "It's truly one of the best-kept secrets in the area," says Wieland.

Asbury Park

Jon Bilous/Getty Images

Over the last decade, Asbury Park has become a creative hub and music mecca. There are so many venues to catch a show. Wieland recommends The Stone Pony , which is best known for launching the career of Bruce Springsteen. Asbury Lanes combines bowling, dining, and live entertainment. To admire eye-catching artwork, head to the boardwalk. The Wooden Walls Project collaborates with artists to turn blank walls into colorful photo ops.

Adventure Aquarium

Andrew Burton/Getty Images

Adventure Aquarium protects more than 8,500 aquatic species, including penguins, turtles, stingrays, and the largest collection of sharks on the East Coast. It also gives visitors the chance to interact with hundreds of sea creatures at the touch tanks. “It’s a favorite for kids of all ages, especially if you’re looking for an indoor activity,” says Wieland.

Long Beach Island

Eileen_10/Getty Images

With 130 miles of Atlantic Ocean real estate, there’s no shortage of beautiful beaches in the Garden State . But the shores of Long Beach Island are particularly lovely. Besides its scenic Atlantic Ocean coastline, vacationers go for the water sports, charming towns like Barnegat Light, and laid-back lifestyle.

This New England beach town is among top 10 in the country, USA Today says

• Published: Apr. 11, 2024, 8:24 a.m.
• Taylor Sanzo | [email protected]

One New England town is being named among the best coastal small beach towns in the country, according to readers of USA Today’s 10Best .

USA Today nominated places with “charm that is hard to find in more heavily populated areas” that the best coastal small towns across the U.S. offer, with plenty of activities to do there.

Nominees are submitted to USA Today by a panel of experts. Then, 10Best editors narrow the field to select the final set of nominees for the readers’ choice awards, the website said. Readers were able to vote once per category, per day.

Newport, Rhode Island, was the only New England town to land itself a spot on the list, coming in at sixth best overall.

According to 10Best, Newport has a slew of things for everyone to enjoy including breweries and wineries, regattas and Gilded Age mansions.

"Go paddleboarding or sailing, visit the International Tennis Hall of Fame, hike along the Cliff Walk with gorgeous ocean views, or simply stroll about downtown to grab a bite and do some souvenir shopping,” the website continued.

The first place spot in the country with the best beach town went to Stuart, Florida.

The town offers great spots for picnicking, fishing and relaxing, 10Best said.

To see the full ranking of the best coastal small towns in the country, click here .

More Entertainment Content:

• Mass. State Lottery winner: $100,000 prize won at convenience store
• ‘Shafted’? North End restaurateurs at war with Boston Mayor Wu over outdoor dining
• Pete’s Sweets in East Longmeadow offers Willy Wonka-themed experience
• Things to do in Massachusetts during April school vacation

If you purchase a product or register for an account through a link on our site, we may receive compensation. By using this site, you consent to our User Agreement and agree that your clicks, interactions, and personal information may be collected, recorded, and/or stored by us and social media and other third-party partners in accordance with our Privacy Policy.

• These Towns in New England Come Alive in Spring

New England is a region in the far northeastern United States that contains the states of Massachusetts , Maine , Vermont , Connecticut , New Hampshire , and Rhode Island . This area gets hit with harsh winters perfect for skiing and other snowy recreation, while still boasting pleasant oceanside summers at the beach. But, Spring is also full of opportunities to explore and see the many cultural, historical, and natural destinations.

Don't wait for the summer, embark on your next trip through New England and add these eight small towns that come alive in spring to your itinerary today.

Woodstock, Vermont

In the heart of Vermont, Woodstock is a picturesque town that blooms, literally and figuratively, in the spring. Its charming downtown area is full of quaint stores, restaurants, and cafes that are perfect to recharge your batteries on a trip through the area.

The Billings Farm & Museum offers historical insights into the region's agricultural heritage, while the nearby Marsh-Billings-Rockefeller National Historical Park is packed with stunning landscape views and well-preserved historic buildings. Nature lovers can explore the scenic trails of Mount Tom, which burst forth with vibrant wildflowers and other plant life in spring. Don't miss the iconic covered bridges, like the Middle Covered Bridge, adding to the large list of things to see and do in Woodstock.

Camden, Maine

On the windswept coast of Maine, Camden is an Atlantic gem during spring with a decently sized population of around 5,300 residents. Its harbor brims with activity as sailboats dot the horizon against a backdrop of verdant hills to the west.

Be sure to check out the Camden Hills State Park, offering panoramic views of the surrounding landscape and wonderful coastal vistas. The Camden Public Library, originally founded in 1796 and housed in a striking historic building, hosts various events and exhibitions. Visitors can also go on a scenic schooner cruise or try out the region's fresh seafood at one of the many waterfront eateries.

Newport, Rhode Island

Perched on Rhode Island's scenic coastline and just a short drive from the state capital of Providence , Newport springs to life with blooming gardens and many historical sites to see dating back to the founding of the country and beyond.

Take a stroll on the Cliff Walk, a gorgeous trail with views of the Atlantic Ocean and opulent Gilded Age mansions like The Breakers, which skirts the entire eastern border of town. If this interests you, go see the Newport Mansions too, such as Marble House and Rosecliff, showcasing grand architecture and lavish interiors.

The International Tennis Hall of Fame is a great place to learn more about the rich sporting history of the area, while the Newport Art Museum features a wide array of other diverse exhibitions. You can also enjoy sailing excursions, harbor cruises, and seafood dining along the extensive waterfront.

Portsmouth, New Hampshire

Located on the banks of the Piscataqua River, Portsmouth is a wonderful place to stop for a day or two in New Hampshire. Its historic downtown area has cobblestone streets that are accompanied by boutique shops, galleries, and restaurants.

Looking for a dose of local history? Definitely make the time to explore the Strawbery Banke Museum, an outdoor history museum containing restored homes and gardens from various periods of time. The Portsmouth Harbor Lighthouse also offers a historic destination while boasting panoramic views of the coastline and harbor.

If you are a fan of a couple of brews at the end of the day (or the start, whatever suits your style), enjoy one of the many brewery tours, live music performances, and cruises along the riverfront.

Lenox, Massachusetts

Deep in the Berkshire Mountains, Lenox is an oasis with a population of 5,100 people. Explore the grounds of Tanglewood, the summer home of the Boston Symphony Orchestra, which hosts outdoor concerts amidst lush greenery that blooms in the spring.

For more historical homes to explore, see The Mount, the former home of author Edith Wharton, which has guided tours of the historic estate and gardens. Art enthusiasts can visit the Norman Rockwell Museum, which contains many of the works of the iconic American illustrator.

Outdoor adventurers can hike one or more of the many trails at Kennedy Park or explore the nearby lakes and waterfalls. Landscape photographers, be sure to bring your camera and tripod.

Stowe, Vermont

Located in the aptly named Green Mountains, Stowe transforms into a hotspot for outdoor adventurers who don't mind the cooler temperatures of early spring or the warmer climate that comes about later in the season (Stowe is also well known as a destination for skiers and snowshoers as long as the snow is on the ground).

Hit the trails of Stowe Mountain Resort for exhilarating skiing and snowboarding early in the spring, or opt for scenic gondola rides offering panoramic views of the surrounding peaks all year round. The Trapp Family Lodge, founded by the von Trapp family (which inspired The Sound of Music ), provides cozy accommodations for hikers and mountain bikers who are in the area after the snow melts.

While in town, be sure to attend a maple sugaring demonstration and/or a brewery tour, and take a scenic drive on one of the winding mountain roads nearby.

Mystic, Connecticut

Sitting on the Mystic River, Mystic is a maritime town with a classic New England experience. For educational fun, see the Mystic Seaport Museum, an outdoor maritime museum featuring historic ships and other things of aquatic interest. Sticking to a watery theme, visit the Mystic Aquarium to marvel at marine life from the area and beyond through numerous interactive exhibits.

Pay a visit to the Mystic's charming downtown, with its many local shops and waterfront dining options. Don't miss the Mystic River Bascule Bridge while in town, a historic drawbridge spanning the river which is what gave this town its name in the first place.

For more exciting activities, kayak or paddleboard along the river, hike nearby coastal trails, or do a little tour around Mason's Island, a short drive south.

Rockport, Massachusetts

Located on the shores of Cape Ann, Rockport is a spectacular town to visit in the heart of New England, especially in the spring.

Wander along Bearskin Neck, a downtown stretch of galleries, artisan shops, and seafood shacks overseeing the harbor. For those looking to see more of the nearby wilderness, drive to Halibut Point State Park, featuring several trails, a picturesque rocky shoreline, and wide-reaching sights of the Atlantic Ocean. Other outside activities abound, from beachcombing and whale watching, to boat tours, and more.

If you love the iconic maritime architecture of the northeast, you owe it to yourself to visit Motif No. 1, a historic red fishing shack known as the most painted building in the world. Art enthusiasts can also explore one or all of the numerous local galleries, like Rockport Art Association & Museum, that house works by talented artists inspired by the town's natural beauty.

Adventure Blooms this Spring in New England

From the blooming gardens of Woodstock to the coastal views of Camden and Newport, each small town in New England is chock-full of destinations that are sure to load up any travel itinerary. Whether wandering cobblestone streets, admiring historic landmarks, or taking part in outdoor adventures, you are sure to find something that will make the most out of your trip.

Get out of the big city today and see where the coastal roads take you.

More in Places

8 of the Most Charming Small Towns to Visit in Minnesota

7 Most Idyllic Small Towns in The Rockies

9 Most Scenic Small Towns in North Carolina

6 Towns Perfect for Retirement in Oregon

6 Most Affordable Towns to Retire in New Jersey

9 Most Scenic Small Towns In Virginia

9 Best Small Towns to Retire in Utah in 2024

These Towns in Idaho Come Alive in Spring