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22 best winter day trips from Boston

From cozy getaways to glittery jaunts to the best foodie stops, we found the most fun destinations to hit outside The Hub this winter

Bostonians take winter fun seriously, it’s an integral part of living in the Northeast. Truly, the only way to survive the winter cold is to plan fun activities that get you out of the house. One of the best ways to avoid cabin fever this time of year is to get out of the city. And, a little day trip can really lift the spirits. Explore all that New England has to offer, including quaint, historic towns and shoreline stops, as well as gaming destinations and, of course, buzzing ski towns. And if you don’t have time to head of Boston right now, stick stay closer to home and enjoy the city’s best attractions , best free things to do and best museums in Boston . RECOMMENDED:  The coziest Airbnb cabins near Boston

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Best winter day trips from Boston

1.  Bretton Woods, NH

Located in the White Mountains National Forest, New Hampshire’s stunning Bretton Woods is a winter wonderland spread across more than 2,000 acres, at the base of the tallest peak in the Northeast, Mount Washington. You can take a canopy tour zipline, dine at the mountain top and, of course, glide down the slopes.

2.  Woodstock, VT

Most New Englanders know this bucolic village from summer and fall visits, but they’re missing the beauty of the green covered in a deep snow. It’s the perfect setting for the annual Woodstock Snow Sculpture Festival, held every February. You can also browse Woodstock’s unique shops like FH Gillingham & Sons general store, or the Arts on the Green gallery. Enjoy farm to table dining at the Prince and the Pauper , or grab a pizza and a nice glass of wine at the Ransom Tavern .

3.  Portsmouth, NH

One of our favorite destinations in New England, Portsmouth has a thriving food scene, offers one-of-a-kind shopping, historic walking trails and a beautiful waterfront. Pick a dry day to walk around the shops, then hit Vida Cantina , owned by James Beard nominee David Vargas; or Toscana Italian Chophouse & Wine Bar for a warming bite. Earth Eagle Brewing ’s taproom is a more casual option, with gourmet burgers and dogs that are worth the trip.

4.  Mystic, CT

Scenic, historic Mystic is renowned for stellar attractions such as the Mystic Aquarium and Mystic Seaport Museum . Once you make the 90-minute journey from Boston, you can make a day of it—but if you choose to stay over, try The Whaler’s Inn . Nestled just steps from the banks of the Mystic River and the Bascule Drawbridge, the Inn offers inspired dining at The Shipwright's Daughter . Of course, no visit to Mystic is complete without a meal at The Oyster Club , and a trip to try the award winning pizza at Nana’s Bakery is a must.

5.  Salem, MA

• Things to do

October may be the busiest time of year to visit Salem, but the city is just as fun in the winter. With the Peabody Essex Museum, lots of great restaurants and so many other cultural things to do, Salem is a great day trip from Boston--especially because it is accessible via the commuter rail. So you don't even need a car!

6.  Newport, RI

While you may think summer is the time to visit Newport’s glorious Gilded Age mansions, the annual Newport Winter Festival is among New England’s largest winter celebrations and takes place each February with ten days of events. Along with concerts and a children’s fair, there’s a killer Chili Cook-Off featuring chefs from local restaurants. Treat yourself to a fun, stay at Castle Hill Inn , or stop by The Reef for classic seafood with impressive ocean views.

7.  Kennebunkport, ME

The Maine coastline is always beautiful, but it’s even more stunning to see those mighty waves crash on a snowy afternoon. There’s lots to do too, like Kennebunkport’s annual Paint the Town Red event that stretches Valentine’s Day into a month-long celebration. Dock Square—the town’s unofficial center—is decked out in red twinkly lights, capped with an eight-foot glowing red heart created from lobster traps. Throughout the month, there are special pop-up dinners, mixology classes and wine tastings, many of them offering specials and deals.

8.  Westford, MA

Ski, board, tube and soak in the wintery scene at the Nashoba Valley Ski Area , just 25 miles west of Boston in quiet Westford. This family-owned resort has 18 beautifully groomed trails on 55 acres of terrain. The adjacent, separate tubing park has 18 lanes, making it New England’s largest such facility. Winter events include the annual Grease the Rail Jam and legendary freestyler Wayne Wong’s annual ski clinics with resort co-owner, Olympian Pam Fletcher. It all comes to a splashy end in March with the Meltdown Pond Skim: ski into slush!

9.  Newburyport

Enjoy an off-season stroll through history in this seaport town, on a cool winter day. Start by visiting the Newburyport Historic District, which encompasses most of downtown, and is listed in the National Register of Historic Places and includes the Cushing House Museum & Garden and the Custom House Maritime Museum . After taking in the local lore, dine on classic seafood at Michael’s Harborside or head to the Newburyport Brewing Company , both open year round.

10.  Dennis Port, MA

Is Cape Cod worth the visit in the winter? If you like uncrowded beaches, hiking and getting creative with activities—plus, not sitting in summer traffic—then the answer is yes. Take the under two-hour drive to Dennis Port and head outside to cross-country ski, snowshoe or, if the ground is bare, just walk the Cape Cod Rail Trail for a breathtaking view of the seascape during the winter. Stop by the Pelham House Resort for brunch with an ocean view (without the crowds!) and reserve a private beach bonfire for the whole group with s’more kits and spiked, salted hot caramel cocoa to end your perfect day.

11.  The Inn at Hastings Park

On a Sunday morning finish the weekend with brunch just outside Boston. The Inn at Hastings Park is a historic hotel located a few miles outside Boston.  Offering brunch  on Sundays, this is just the place to escape the city and enjoy the Relais & Chateaux  atmosphere. 

12.  Old Saybrook, CT

Old Saybrook, a very un-touristy town on the coast, is eminently walkable and is  home to the Katharine Hepburn Cultural Arts Center, or The Kate, which is named for the area’s most famous native. You can also explore Saybrook Point and Fort Saybrook Monument Park, and take in the quiet winter beauty of these protected coastal wetlands. Dine at the newly reopened The Essex , a local favorite that’s a Wine Spectator and Yankee Magazine award winner, or pop by the historic Monkey Farm for a more casual experience.

13.  North Adams, MA

North Adams is an old mill town by the Hoosic River that now attracts serious art- and nature-lovers from across the country, primarily due to the spectacular Massachusetts Museum of Contemporary Art, better known as MASS MoCA . Hikers and folks looking for some fresh air head to Mount Greylock, Massachusetts’ highest peak, but bring your snowshoes or a sturdy vehicle in the winter. For Berkshire farms inspired eats, try the Break Room at Greylock Works for a menu that changes daily.

14.  Jackson, NH

If covered bridges iced with snow are your thing, you’ll get a treat heading into this  quiet valley town. Once there, head to the Jackson Ski Touring Foundation’s nonprofit cross country ski and snowshoe center. Considered some of the finest cross-country ski trails in the Eastern U.S., at the main lodge facility you’ll find a retail shop, rental shop and waxing area. There is a trail-warming hut, and ski lessons are available, along with snowshoe tours. After a strenuous day outdoors, dig into a charcuterie board and pan roasted farm sirloin at the Thompson House Eatery .

15.  Watch Hill, RI

Watch Hill in Rhode Island is another popular summer destination that is just as charming in the off season. And perhaps even more so due to the lack of crowds.  Swing by  Ocean House  and the Weekapaug Inn. Be sure to plan your visit so you can spend the afternoon at the  Weekapaug Inn  for lunch and then the evening for dinner at Ocean House.

16.  Westerly, RI

While visiting nearby Watch Hill, or as a stand-alone trip, sweet little Westerly is a decidedly non-touristy town with lots for visitors to do. Take a chilly stroll (or maybe not that chilly, based on the past few winters) on a stretch of Misquamicut State Beach, then head to downtown Westerly for fresh baked doughnuts at Knead , cocktails and oysters at High Hope Tavern and a modern Peruvian meal at Bar Pisco .

17.  Provincetown

With the ferry running into December, and Cape Air year round , there’s no better season than the holidays to visit sassy P-town. Take in the lobster pot “tree,” climb the 252-foot granite Pilgrim Monument for dramatic harbor views, dine year round on great seafood at Mac’s Fish House and enjoy strolling the peaceful streets.

18.  Brattleboro, VT

Brattleboro —a funky, artsy destination in the foothills of southern Vermont’s Green Mountains—is surrounded by wonderful hiking terrain, but you might also want to explore the town’s bohemian shops and farm-to-table eateries. Go vegan at the Superfresh! Organic Cafe, or head to the Chelsea Royal Diner, an original 1939 Worcester Lunch Car. In February, the annual Winter Carnival brings together the arts and entertainment communities for a weeklong jamboree. Visit the Vermont Jazz Center or one of the many artisan breweries. To learn about local history, stop into the Brattleboro Historical Society, which has a wonderful collection of memorabilia.

19.  Providence, RI

This easy to navigate city should be on your radar year round for a day trip. Put on your warmest winter coat and treat yourself to a dine-around through Federal Hill, the city’s impressive Italian neighborhood, loaded with Italian eateries and shops. Visit the Rhode Island School of Design’s museum , which includes one the country’s finest university art collections, and don’t miss celebrated Syrian bakery Aleppo Sweets .

20.  Groton, MA

Head to this classic New England town and enjoy a brisk stroll around the Rocky Hill Wildlife Sanctuary , home to uninterrupted woodlands and ample solitude, and enjoy more than three miles of hiking trails while keeping an eye out for moose, beavers and porcupines, as well as nearly 100 species of birds. Other options include hiking Gibbet Hill Farm and exploring historic Bancroft Castle . If you’re visiting on a weekend, check to see if Puritan & Co.’s Will Gilson is cooking up dinner at his family farm, the Herb Lyceum .

21.  Uncasville, CT

If you’re not feeling outdoorsy, plug into the nightlife at Mohegan Sun . The casino is essentially a giant indoor winter playground packed with restaurants, bars and entertainment venues. The gaming tables and slots are one option, but you can also catch a comedy or music act. In January, the annual Sun Wine and Food Fest adds three days of wine, beer, and spirits tasting, plus celebrity chef demonstrations.

22.  Everett, MA

There’s one major reason to head to Everett, and that’s the relatively new Encore Boston Harbor Casino. Stay warm and cozy 24 hours a day while you hit the tables, or enjoy a relaxing massage in the resort's luxurious spa (which is offering winter skin saving treatments, like the Skin Replenishing Ritual, all season long). Sample new flavors at Cheese Meet Wine or bet on the Pats at Wynn BET Sports Bar .

More foodie fun

The best food-filled road trip from Boston

It doesn't get much better than food and travel—why not combine the two and take a food-focused road trip? Here's a go-to itinerary for anyone looking to take in the area's best treats and culinary experiences. Given New England's relatively small footprint, you can mix and match these stops based on your liking.

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21 Magical Winter Things to Do in Boston—Local’s Guide

Boston is known for its harsh New England winters, from bone-chilling temperature to knee-deep snow. But, the season can also be really magical with the holiday lights, snow sports, markets, and warm drinks.

After living in Boston for three winters, I’m happy to report that it’s not all gloom and doom, and there are many things to look forward to. In this post, I’ll share some of the best things to do in winter in Boston, organized in two sections by outdoor and indoor activities.

Table of Contents

Outdoor Things to do in Winter in Boston

1. go ice skating.

Frog Pond in the Boston Common is perhaps the best-known ice skating option in the city, but did you know that you can go skating indoors for FREE in the city’s public rinks? If you don’t own skates, many public rinks let you rent them for a low price. Just call ahead to ask, and double-check their online schedules for public skating hours.

Here are Boston’s public indoor ice skating rinks. They’re located across the city and beyond, so you may even have one in your neighborhood!

• EHO – Charlestown
• Steriti – North End
• Devine – Dorchester
• Murphy – South Boston
• Bajko – Hyde Park
• Reilly – Brighton

The outdoor ice skating rinks in Boston include:

• Frog Pond – Boston Common
• Skate @ Canal District Kendall – Cambridge
• The Rink at 401 Park – Fenway
• Kelly Outdoor – Jamaica Plain (public – free admission with rentals for a small fee)

Just keep in mind that non-public rinks charge both an admission and rental fee. Some rinks may also require online reservations.

Frog Pond is the most classic option, and for good reason. You get to skate right in the Boston Common with the city as your backdrop. That said, it’s also the most crowded. The ice gets scratched up easily, and it can be hard to get around if you need to hold onto the edge of the rink.

Skate @ Canal District Kendall is right near the Kendal Square T stop, giving you access to lots of great restaurants where you can grab a bit after your skate session. They also offer private and group lessons.

The Rink at 401 Park is hosted by REI and is located between Time Out Market Boston, home to several food vendors, and Trillium Fenway, a brewery. There are also several popular restaurants and bars in the area, and Fenway probably has the most active nightlife of these non-public outdoor rinks.

Kelly Outdoor Rink is close to the Stony Brook T stop, and admission is free, with rental skates costing just a few bucks. There’s not as much nearby, but if you take a 15-minute walk to Hyde Square, you’ll find some great local restaurants.

2. Enjoy a holiday cruise around the Boston Harbor

Available in December, this holiday cruise is the perfect way to get in the festive mood. Listen to holiday tunes while sipping hot cocoa and admiring the Boston skyline at night. Tickets cost $37-56 per person.

3. Wander in the snow

Boston Public Garden and Louisburg Square in Beacon Hill

There’s nothing more magical than walking through downtown Boston in the freshly-fallen snow. Stop by the Boston Common, Public Garden, Beacon Hill, and Back Bay for the best snowscapes.

See my guide to the most Instagrammable places in Boston for more photo spot suggestions.

4. Enjoy the SoWa Winter Festival

Home to art studios and boutiques in old warehouses, SoWa is a neighborhood in the South End that’s about as hipster as you can get. Every winter, they have a festival that includes an expansive holiday market, live music, art galleries, and food trucks.

The holiday market is indoors in SoWa’s Power Station, an old power plant turned event space. The industrial and modern interior is especially charming with the light displays. There are countless vendors, ranging from local foods to upcycled clothing. On the second floor, there’s a bar with live music. Tickets cost $10 at the door (paid by card only), and it’s certainly worth a visit.

If you stop by the Winter Festival on a Sunday, you should also stop by the SoWa Vintage Market for some unique knickknacks.

5. Visit Snowport

Snowport is another winter festival, but in Seaport, also an up-and-coming neighborhood in Boston. Their holiday market is outdoors and features similar small businesses, but there’s a larger emphasis on food and drink that you can buy and enjoy in heated tents.

Outside of the holiday market, there’s also a tree market that will deliver your tree to your home, as well as a a place to go curling. Don’t forget to take a stroll along the Boston Harbor as well and snap some shots of the skyline!

6. Admire the holiday lights or go to a Christmas tree lighting

Go on a walk through the city and admire the beautiful light displays. Some popular spots include:

• Christopher Columbus Park—the archway is covered in lights and is very romantic
• Faneuil Hall—go shopping or grab a bite to eat while admiring the indoor and outdoor decorations
• Commonwealth Avenue Mall—the trees with holiday lights frame the Public Garden perfectly
• Somerville Illuminations Tour (the locals are known for elaborate lighting displays)
• ZooLights at Stone Zoo

If you’re looking for impressive Christmas tree displays and lightings in particular, here are some to look out for:

• Light Up Seaport (there is also a Menorah lighting)
• USS Constitution tree lighting
• Faneuil Hall tree lighting
• North End tree lighting

A great bonus is that many of these events come with free food or drink and music!

7. Go skiing

You don’t need to drive to the mountains to hit the slopes! The Blue Hills are only a 20-minute drive from the city. If you don’t have a car, Wachusett Mountain  is accessible by the Commuter Rail in about 2 hours (there’s a  free shuttle  from the Fitchburg station during ski season).

Of course, you’ll get better slopes and views if you make it out to bigger mountains. So, if you’re looking for extra adventure, check out popular skiing destinations Stowe in Vermont and Bretton Woods in New Hampshire.

8. Eat in an igloo

If you’re looking for a special dining experience, you can eat in a cozy igloo with the Boston skyline as your backdrop at the Envoy Lookout Rooftop Bar . They also have igloos along the Boston Harbor. Be ready to stomach a steep price, however—reservations are $400-500 for two hours, and the igloos can sit up to 8-10 people.

For a more affordable, but still special, winter outdoor dining experience, check out Bow Market’s firepit tables in Somerville’s Union Square. The cost is $5 per person. Make sure to dress extra warm since you won’t be in an enclosed space. A great benefit, however, is that you can order from any of the restaurants in Bow Market (I highly recommend the poutine at Saus, and they even have a vegan option).

9. Shop small at Bow Market

Speaking of Bow Market, there’s no better place to buy local gifts. This up-and-coming shopping and dining space is located in a former storage building. The market is dedicated to small, unique shops including a quirky gift store, vintage shop, clothing boutiques, and more.

10. Go sledding

The thick snow may be the bane of every Bostonian’s existence as they walk or drive, but there’s no doubt that the snow makes for great sledding. Grab your family or friends and head over to these popular sledding spots:

• Corey Hill Park (Brookline)
• Arnold Arboretum (Jamaica Plain)
• Danehy Pond (Cambridge)
• Flagstaff Hill (Boston Common)
• Sugar Bowl at Jamaica Pond

11. Visit the New Hampshire Ice Castles

While not in Boston, these awe-inspiring Ice Castles are just a 2-hour drive away in rural New Hampshire. Made entirely of thousands of hand-placed icicles, the Ice Castles are a work of art that you can physically explore through its caverns, tunnels, archways, and slides. If you have kids, they’ll certainly be delighted.

Beyond the Ice Castles, there’s also an enchanted forest walk and small tubing area that’s included in admission, which costs $20-27 per person.

If you can make it out for an entire day and also do a winter hike in the White Mountains, the Ice Castles are worth the trip. See my full review of the New Hampshire Ice Castles for more photos and info.

Indoor Things to Do in Winter in Boston

After you enjoy the outdoor activities, come inside and warm up with these wintery things to do!

12. Have a drink at cozy cafe

Grab a hot cocoa to warm your hands and body. If you’re looking for cafe suggestions, Tatte Bakery is one of the prettiest local cafe chains in the city, and they offer a mouth-watering selection of pastries. They can be found all over Boston and the surrounding suburban cities.

Cafe SuSu on Newbury Street is another aesthetic spot, and it’s actually located inside a suit store! It’s a great place to go after doing some holiday shopping in Back Bay.

13. Enjoy a festive performance

If you want a more classic experience, you could enjoy The Nutcracker or the Holiday Pops by the Boston Symphony Orchestra. If you want something a little different, try The Hip Hop Nutcracker or “A Very Postmodern Christmas” by Postmodern Jukebox.

Check the schedule of winter performances over at Boston Theater .

14. Dig for thrifted gems at The Garment District

The Garment District is a secondhand clothing store in Cambridge known for its $2/pound used clothing selection. If you’re looking for adventure (and aren’t too afraid of germs), you can sift through mounds of clothing of all sizes and styles.

If you prefer a more curated selection, they also offer vintage styles on your traditional clothing racks, but at a higher price point. They also typically offer a special section for ugly holiday sweaters!

15. See a movie at an indie theatre

Spice up your typical movie-going experience by going to Coolidge Corner Theatre  in Brookline or  Somerville Theatre in Davis Square. These independent theatres have beautiful interiors with the classic red curtains.

Both theatres are located close to T stops and have a great selection of nearby restaurants and shops.

16. Make art in a pottery or paint studio

Winter is the perfect time to work on creative pursuits indoors. Whether you’re new to art or more experienced, going to a pottery or paint studio lets you make art in a structured environment while spending time with loved ones. In fact, it makes for a great Boston experience gift .

For pottery, Clayroom in Brookline is a studio where you can paint a pre-made piece of pottery, ranging from household items like plates and mugs to decorative figurines. Once you’re done painting, the studio will fire the pottery for you, and you’ll be able to pick it up later.

For painting, Muse Paintbar in Assembly Row has an instructor guiding everyone step-by-step through a preselected painting. There is food and drink available for purchase, and all ages are welcome at most events (just double-check the listing). Afterwards, grab a bite to eat at the many nearby restaurants, or go shopping at popular retailers.

17. Go rock climbing or bouldering

When it’s harder to exercise outside with the winter cold, going rock climbing and bouldering is a fun way to stay active. Here are some gyms in the city:

• Central Rock Gym  has locations in downtown Boston, Fenway, Cambridge, and neighboring towns
• Rock Spot Gym  is accessible from South Boston
• Boston Bouldering Project  is in Somerville

Many of these places offer day passes with gear rentals for around $30, and there are climbing routes of all difficulty levels.

18. Try an escape room

Another way to work both your body and mind is to tackle an escape room. One of the best options is  Boda Borg  in Malden, which has over 20 “quests” that are basically mini escape rooms. You can try each room multiple times, with some being more intellectual and others more active.

Some other more traditional escape rooms include:

• Escape the Room  (Downtown Crossing)
• Trapology  (Downtown Crossing)
• Room Escape  (Chelsea)
• Boxaroo  (Government Center)
• Room Escapers  (Downtown Boston)

Keep in mind that most escape rooms require a group of at least 2-3 people. Costs usually range from $30-50 per person.

19. Hunker down in a board game cafe

If you’re tired of being stuck inside at home, but still want to stay cozy, venture out to a board game cafe. You can spend all day playing classics or learning new games while sipping hot drinks or snacking on comfort food.

Knight Moves is a homey spot in Brookline that has over 2000 games. The board game cafe is also near Coolidge Corner, a bustling suburban center with several shops and restaurants.

Tavern of Tales  is another option, but you must reserve a room, which can be pricey unless you have a large group.

20. Explore a new museum

Boston is known for its many museums, ranging from science to art. When the weather outside is cold and dreary, exploring a new museum is one way to lift your spirits. Some popular options include:

• The Isabella Stewart Gardener Museum  (art museum in the style of a Venetian palace with a lush courtyard)
• Institute of Contemporary Art , which overlooks the Boston Harbor in the trendy Seaport neighborhood
• Museum of Fine Arts
• Museum of Science
• Boston Children’s Museum
• Harvard Museum of Natural History
• Harvard Art Museums

If you have a local library card, you may be able to get free or discounted passes to some of these museums. Check out your library’s website for more details on picking up these passes!

21. Eat at an indoor market

As you’re wandering around the city in the cold winter weather, you may want to grab a quick drink or bite to eat. Here are some indoor markets where you’ll find a wide variety of cuisines.

• Time Out Boston (Fenway)
• Quincy Market (Downtown Boston)
• Boston Public Market (Downtown Boston

For more ways to stay warm and entertained in the winter, check out my full post on indoor things to do in Boston .

Let us know if you have any other suggestions you’d add to this list. Stay warm and cozy this winter!

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The Wild Trek

22+ Best Things To Do In Boston In The Winter From A Local

Boston in winter is a magical experience. The city comes alive with holiday decorations, seasonal events, and plenty of indoor and outdoor activities. Whether you’re a local or a visitor, you’ll find no shortage of ways to embrace the chilly weather.

Today I’m sharing everything you need to know about visiting Boston in the winter from a local perspective, as well as 22+ best things to do in Boston during the winter season!

Why Visit Boston In Winter?

Visiting Boston in the winter is an experience. And while Boston is beautiful during all four seasons, there are plenty of reasons to go in the winter specifically.

One of the best things about visiting Boston in winter is that you’ll encounter fewer tourists. This means shorter lines at popular attractions and a generally less crowded experience as you explore the city. Boston can get  pretty packed in the summer, making it hard to actually experience history.

Plus, winter is generally considered the low season for tourism in Boston, so you’re more likely to find better deals on flights and accommodations. Many attractions also offer off-season pricing . The price differences can be huge.

Boston in winter is not short on things to do. From ice skating at Frog Pond to holiday markets and seasonal concerts, the city offers a host of winter-specific activities that you won’t find during other times of the year. Because we’re used to winter up here, we have  tons of activities that you can  only do during the winter. Hey, we need to get through the cold months somehow. And Boston has a rich array of indoor activities, from museums to historic sites and theaters . Winter is a great time to explore these options without feeling like you’re missing out on outdoor activities.

If you come during the holiday season , Boston is something to behold. With tree lighting ceremonies, holiday markets, and decorations all around, the city becomes a winter wonderland. If you love the holidays, Boston in winter is a perfect fit.

And if you’re a fan of winter sports like skiing, snowboarding, or sledding, there are several places within a short drive from Boston where you can hit the slopes or find a good hill for some classic winter fun. I  love how close Boston is to all New England winter sports because you can experience the winter city magic and do the rural New England thing all in one trip.

Lastly, Boston is a walkable city, and its public transportation system is efficient. Even in winter, the city is easy to get around, whether by foot or by using the T (subway). One of the perks of being a smaller city is that it’s not hard to get somewhere, even during chilly winter days.

Best Things To Do In Boston In The Winter:

Here are some of my favorite Boston winter activities that you’ll  definitely want to schedule in.

22. Ice Skating

Ice skating is one of those activities that epitomizes Boston in winter. Whether you’re a local looking for a seasonal activity or a visitor wanting to embrace the winter chill, strapping on a pair of skates is an ideal way to do it. Here’s the scoop on ice skating in Boston, including some top spots to check out.

No discussion about ice skating in Boston would be complete without mentioning Frog Pond. Situated in Boston Common, the city’s historic park, Frog Pond is transformed into an outdoor skating rink every winter. It’s perfect for skaters of all ages and skill levels. Rentals are available, and there’s a café where you can grab some hot cocoa or a snack.

This is my #1 recommended area to ice skate in Boston. Everyone should go to Frog Pond once!

Frog Pond generally opens for the winter season from late November or early December through March, weather permitting. The rink has specific hours for public skating, which can vary depending on the day of the week and whether there are any special events or private bookings.

Kendall Square Community Ice Skating:

Located in Cambridge, not too far from downtown Boston, the Kendall Square rink offers another outdoor skating experience. This rink is less crowded than Frog Pond, making it a good option if you’re looking for a more relaxed environment. They also offer skate rentals and lessons if you’re a beginner.

Steriti Memorial Rink:

Located in Boston’s North End, the Steriti Memorial Rink is an indoor option that offers free public skating. It’s particularly popular among locals and offers a view of the Boston Harbor. It’s a good alternative if you’re looking for a place to skate without braving the outdoor chill.

Warrior Ice Arena:

If you’re a hockey fan, you might want to check out Warrior Ice Arena , the practice facility for the Boston Bruins. The arena is open to the public for skating at certain times and offers a high-quality ice surface. It’s located in the Boston Landing area, which has restaurants and shops to explore before or after your skate.

21. Visit Faneuil Hall Marketplace

Faneuil Hall Marketplace is one of the prime spots to visit in Boston in winter. The historic area is transformed with twinkling lights and holiday decorations. Street performers often brave the cold, providing free entertainment as you stroll around. Don’t forget to grab some hot cocoa or mulled wine from one of the many vendors.

Shopping:   Faneuil Hall Marketplace is also a shopping destination. The area is dotted with a variety of shops, from major retail chains to quirky, independent boutiques. Whether you’re looking for souvenirs, fashion, or unique crafts, you’re likely to find it here.

Food: One of the main attractions of visiting Faneuil Hall is the food. Quincy Market , located just behind Faneuil Hall, is home to a bustling food court that offers an extensive range of options, from classic New England dishes like clam chowder and lobster rolls to international cuisine. It’s a fantastic place to grab a quick, affordable meal in the heart of the city. Outside, in the North and South Markets, you’ll find even more dining options, including sit-down restaurants and pubs where you can take a breather and soak in the atmosphere.

Winter events: Faneuil Hall is not just a summer attraction; it has a year-round appeal. In winter, it transforms into a festive wonderland complete with holiday decorations and seasonal events like the “Blink!” light and sound show. There’s often a large Christmas tree, making it a focal point for holiday celebrations in Boston.

20. Catch a Celtics Game

Sports are a big deal in Boston, and winter is basketball season. Catching a Celtics game at TD Garden is an electrifying experience and a perfect way to escape the winter chill. The crowd is passionate, and the energy is high, making it one of the best indoor activities in Boston in winter.

The Celtics play right at TD Garden , which is super centrally located and is also North Station (perfect if you’re taking the train in or out). So you can catch a game and do a few other activities if you plan right!

If you’re not from the Massachusetts area, then I  highly recommend seeing a Celtics game . There’s nothing like the New England sports atmosphere (we’re pretty intense) and the whole thing is a wild experience.

19. See The Nutcracker Ballet

When it comes to cultural activities that capture the magic of Boston in winter, seeing a performance of “The Nutcracker” ballet is near the top of the list. Performed annually by the esteemed Boston Ballet and various other local companies, this classic Tchaikovsky ballet has become a cherished holiday tradition for many Bostonians and visitors alike.

The primary venue for the Boston Ballet’s rendition of “The Nutcracker” is the historic Boston Opera House , located in the heart of the Theater District . The Opera House itself is worth a visit, boasting grand architecture and opulent interiors that set the stage for a night of elegance and enchantment. It’s one of the fanciest spots in Boston!

Tickets for “The Nutcracker” typically go on sale in the late summer or early fall and can sell out quickly, especially for popular dates close to Christmas. It’s advisable to book your tickets well in advance. The ballet usually runs from late November through December, offering multiple performances each week, including matinees that are perfect for families. Even if you’re not a huge fan of the ballet, I highly recommend going to see the Nutcracker just to experience the Opera House atmosphere! Plus, you get to dress up, which you won’t find many other places in Boston (it’s a casual city, especially in the chilly winter months).

18. Walk The Freedom Trail

Boston in winter offers a unique opportunity to walk the Freedom Trail with fewer crowds. The 2.5-mile trail takes you through 16 historical sites, offering a glimpse into America’s past. While it may be chilly, a winter walk along this route offers a quieter, more reflective experience.

Many of the sites, like the Massachusetts State House , Paul Revere’s House , and the Old North Church , are just as captivating in winter. Some of them have indoor areas where you can escape the cold for a bit while learning about the American Revolution and Boston’s role in it.

To enjoy the Freedom Trail in winter, it’s essential to dress warmly. Layering is key, as are waterproof boots, gloves, and a hat. Boston winters can be quite cold, with temperatures often dropping below freezing, especially in the evenings. I recommend insulated snow boots that are easy to walk in and a puffer coat, or at the very least a heavy wool coat with layers. But make sure to check the weather before you go: Boston in the winter fluctuates like crazy!

You can do the trail yourself since it’s pretty easy, but you won’t get much info about the history of the buildings. If you’re a history buff, I recommend doing a guided tour , which in my mind is worth it, but then again I’m obsessed with Boston History!

Check out some of the top tours here.

17. Go Museum Hopping

Boston is home to a wide range of museums that cater to all kinds of interests, from art and history to science and technology. If you’re looking to engage in a cultural exploration of the city, museum hopping is a great way to do it. Here’s a brief rundown of some must-visit museums and what you can expect at each.

Museum of Fine Arts (MFA)

What to Expect : The MFA is one of the largest and most comprehensive art museums in the U.S. It boasts an extensive collection that spans multiple continents and centuries, from Ancient Egypt to modern American art.

Details : Located in the Fenway-Kenmore neighborhood, it’s accessible via the Green Line’s Museum of Fine Arts stop. General admission is $25 for adults, but there are discounts for seniors, students, and youth.

Isabella Stewart Gardner Museum

What to Expect : This museum offers a unique blend of art, architecture, and horticulture. The Venetian-style palace surrounds a beautiful courtyard garden.

Details : It’s a short walk from the MFA, so you can easily visit both in one day. Admission is $20 for adults, and if your name happens to be Isabella, you get in for free!

The New England Aquarium

What to Expect : This is a must-visit for marine life enthusiasts. Highlights include a giant ocean tank, a penguin exhibit, and a variety of hands-on activities.

Details : Located on the Central Wharf, it’s easily accessible from the Blue Line’s Aquarium station. Tickets are around $32 for adults and $23 for children.

Museum of Science

What to Expect : A perfect destination for families or anyone interested in science and technology. The museum offers interactive exhibits on topics like physics, biology, and astronomy.

Details : Situated near the Charles River, you can get there via the Green Line’s Science Park/West End station. General admission starts at $29 for adults and $24 for children.

The USS Constitution Museum

What to Expect : This maritime museum offers an in-depth look at the history of the USS Constitution, the world’s oldest commissioned naval vessel still afloat.

Details : Located in the Charlestown Navy Yard, it’s a bit of a trek but worth it for history buffs. Admission is by donation, so you pay what you can.

The Institute of Contemporary Art (ICA)

What to Expect : If modern art is more your style, the ICA is the place to go. The museum features rotating exhibits of contemporary artists and offers stunning harbor views.

Details : Situated in the Seaport District, it’s accessible via the Silver Line’s Courthouse station. Admission is $15 for adults, and free for everyone on Thursdays from 5 to 9 p.m.

Boston Children’s Museum

What to Expect : This is an ideal spot if you’re museum-hopping with younger kids. The museum is designed to be interactive and educational, with exhibits on everything from science and culture to environmental awareness.

Details : Located on Children’s Wharf along Fort Point Channel, it’s close to the Red Line’s South Station. Admission is $18 per person, but they offer $1 admission every Friday from 5 to 9 p.m.

16. Winter Food Tour

When it comes to experiencing Boston in winter, food is an essential part of the journey. The city’s culinary scene offers a blend of traditional New England fare and innovative cuisine that can warm you up on the coldest winter days. Here’s how to go on a winter food tour in Boston, featuring some iconic foods and where to find them.

New England Clam Chowder

What to Expect : A creamy, hearty soup filled with clams, potatoes, and onions. It’s a quintessential comfort food for Boston in winter.

Where to Go : Legal Sea Foods in the Seaport District or Quincy Market is a popular choice for an authentic bowl of clam chowder.

Lobster Roll

What to Expect : Fresh lobster meat served in a grilled, buttered roll. It’s a luxurious treat that’s delicious year-round.

Where to Go : Neptune Oyster in the North End is well-known for its high-quality lobster rolls, albeit at a premium price.

Boston Cream Pie

What to Expect : A two-layer sponge cake filled with cream and topped with chocolate glaze. It’s so iconic, it’s the official dessert of Massachusetts.

Where to Go : The Omni Parker House in Downtown Boston is where this dessert was invented, so it’s a must-visit for the real deal.

Baked Beans

What to Expect : Navy beans slow-cooked with molasses and pork. It’s an old-school dish that’s rich in flavor and history.

Where to Go : Durgin-Park in Faneuil Hall used to be the go-to, but since it’s closed, you can head to places like Union Oyster House for a traditional take on this dish.

What to Expect : A crispy pastry tube filled with sweet ricotta cheese, often garnished with chocolate chips or pistachios.

Where to Go : Mike’s Pastry or Modern Pastry in the North End are both famous for their cannolis and usually have lines out the door, even in winter.

Roast Beef Sandwich

What to Expect : Thinly sliced roast beef piled high on an onion roll, usually accompanied by BBQ sauce, mayonnaise, and cheese.

Where to Go : Kelly’s Roast Beef in Revere Beach is an institution for this local favorite.

Sam Adams Beer

What to Expect : While not a food, no trip to Boston is complete without trying a locally brewed Sam Adams.

Where to Go : The Sam Adams Brewery in Jamaica Plain offers tours and tastings, perfect for warming up on a cold winter day.

If you want to get going on your food tour earlier in the day, then try out a classic Boston brunch . There are tons of breakfast spots in Boston and this is a huge event during weekend winter days!

15. Harbor Cruise

Believe it or not, harbor cruises aren’t just for summer. Some operators offer winter wildlife cruises, a unique way to experience Boston in winter. You’ll have the opportunity to see seals, sea birds, and the breathtaking skyline, all while bundled up and sipping hot tea or coffee.

Several companies offer a variety of harbor cruises , even during winter. Whether you’re interested in history, sightseeing, or just enjoying the sea air, there’s likely a cruise for you. Some popular options include:

• Sunset Cruises : Catch the early winter sunset over the harbor.
• Historical Cruises : Learn about Boston’s maritime history.
• Dinner Cruises : Enjoy a meal as you take in the city skyline.

Most of the winter cruises leave from Long Wharf or Rowes Wharf, both of which are easily accessible via public transportation. If you’re driving, parking is available but can be pricey.

During the holiday season, some companies offer special-themed cruises, such as New Year’s Eve cruises with fireworks or Valentine’s Day cruises for couples. These tend to sell out quickly, so booking well in advance is recommended.

14. Visit the Boston Tea Party Ships & Museum

The Boston Tea Party Ships & Museum is not your typical museum experience. You’ll have the opportunity to participate in reenactments, explore authentically restored tea ships, and even throw replica tea crates into the harbor just like the Sons of Liberty did back in 1773.

The museum has a series of exhibits and interactive displays that offer insights into the events, people, and ramifications of the Boston Tea Party. One highlight is the “Eleanor,” one of the museum’s restored ships where you can experience firsthand what it was like to be part of the protest.

The museum is located on Congress Street Bridge in Boston, just a short walk from the South Station, making it easily accessible via subway, bus, or even a leisurely stroll if you’re already downtown.

While the museum is indoors, the ship exhibits can get chilly in winter, so dress warmly. But the wintertime also tends to be less crowded, so you can explore at a more relaxed pace.

Adult tickets are around $30, and discounts are available for children, seniors, and military personnel . Operating hours can vary by season, so it’s best to check the official website for the most current information.

13. Brewery Hopping

Boston isn’t just famous for its historic sites and seafood; it’s also a burgeoning hub for craft beer enthusiasts. Brewery hopping is an excellent way to get a feel for the local scene, and doing it in winter gives you an excuse to sample some of the darker, richer brews that pair well with chilly weather.

Boston breweries offer a wide range of beers, from hoppy IPAs to robust stouts. In winter, you’ll find seasonal offerings with flavors like cinnamon, ginger, and chocolate. Many breweries also have indoor taprooms and even fire pits to help you shake off the cold.

Samuel Adams Brewery

What It’s Known For : Being one of the pioneers of the American craft beer movement.

Winter Specials : Look out for winter lagers and seasonal ales.

Location : The brewery is located in Jamaica Plain, and they offer tours and tastings.

Harpoon Brewery

What It’s Known For : Their flagship Harpoon IPA and a wide variety of other styles.

Winter Specials : Try their Winter Warmer, a spiced ale that’s perfect for the season.

Location : Located in the Seaport District, they also have a beer hall where you can pair a fresh pretzel with your brew.

Trillium Brewing Company

What It’s Known For : Innovative, high-quality beers, including hop-forward and experimental brews.

Winter Specials : Seasonal stouts and barrel-aged offerings.

Location : They have multiple locations, but the Fort Point location is a popular choice.

Dorchester Brewing Company

What It’s Known For : A focus on traditional styles, as well as some fun experimental brews.

Winter Specials : Expect darker, richer brews during winter.

Location : Located in Dorchester, this brewery also has a spacious taproom.

Night Shift Brewing

What It’s Known For : A wide range of unique and flavorful beers.

Winter Specials : They often release special brews during the holiday season.

Location : Their taproom is in Everett, a short drive from downtown Boston.

12. Beacon Hill Exploration

Beacon Hill , with its gas-lit streets and Federal-style row houses, is one of Boston’s most iconic neighborhoods. Exploring it in winter adds a layer of charm that makes it feel like you’ve stepped into a real-life snow globe.

In winter, the snow adds a picture-perfect touch, especially in the evenings when the gas lamps are lit. You’ll feel like you’ve stepped back in time.

Start your exploration with a visit to the Massachusetts State House , recognizable by its gleaming golden dome. While the exterior is impressive in its own right, the interior is open to the public and offers historical and architectural intrigue.

One of the most photographed streets in the U.S., Acorn Street is particularly enchanting in winter. The cobblestones and historic homes take on a magical quality when dusted with snow.

This is Beacon Hill’s main thoroughfare, filled with boutique shops, cafes, and antique stores. It’s a great place to grab a hot chocolate or a warm meal. In winter, many of the shops have festive window displays.

Lastly, Beacon Hill is adjacent to Boston Common , the oldest public park in the U.S. In winter, the park is transformed into a winter wonderland, complete with ice skating at Frog Pond.

11. Attend a Boston Pops Concert

When it comes to cultural experiences in Boston, attending a Boston Pops concert ranks high on the list. The Pops are renowned for their blend of classical music and popular tunes, and there’s no better time to experience their magic than during the winter season, especially around the holidays.

The Boston Pops Orchestra , usually just called the “Pops,” is famous for making orchestral music accessible to the general public. In winter, their repertoire often includes holiday classics, traditional pieces, and even some contemporary hits. It’s not uncommon to hear Tchaikovsky’s “Nutcracker Suite” one moment and a jazzy rendition of a holiday pop song the next.

Conducted in the historic Symphony Hall , decorated to the hilt with festive ornaments and lights, the atmosphere is nothing short of magical. The Holiday Pops concerts often feature sing-alongs, special guest appearances, and even a visit from Santa Claus.

Located in Boston’s Back Bay area, Symphony Hall is considered one of the world’s best concert halls, acclaimed for its superb acoustics. The grand interior, with its intricate moldings and chandeliers, adds a sense of occasion to any concert. This is one of the must-see shows in Boston during winter!

10. Hot Chocolate Tour

What’s better than hot chocolate in winter? Not much! Boston has several cafes known for their delicious hot cocoa. Take a self-guided tour or just visit a few places to find your favorite hot chocolate in Boston in winter. Some of my personal favorite spots include:

L.A. Burdick Chocolate

What It’s Known For : Their “Drinking Chocolate” is made from shavings of real chocolate rather than cocoa powder.

Location : Located in the heart of Harvard Square in Cambridge, it’s easily accessible via the Red Line.

Tip : This place is often busy, especially on weekends, but the wait is worth it.

Flour Bakery + Cafe

What It’s Known For : A traditional hot chocolate that hits all the right notes—rich, creamy, and perfectly sweet.

Location : They have multiple locations, but the one in the South End is particularly cozy.

Tip : Pair your hot chocolate with one of their mouth-watering pastries.

What It’s Known For : Italian-style hot chocolate, which is on the thicker side and can be customized with flavored syrups.

Location : Multiple locations throughout Boston, including Back Bay and Downtown Crossing.

Tip : Opt for the whipped cream on top; you won’t regret it.

Tatte Bakery & Café

What It’s Known For : Offering a decadent “Nutella Hot Chocolate.”

Location : With locations in Beacon Hill and Kendall Square among others, it’s easy to incorporate into your Boston itinerary.

Tip : This spot is also known for its pastries, so consider a combo for the ultimate treat in a French-style cafe.

Thinking Cup

What It’s Known For : Their Valrhona Hot Chocolate is made from Valrhona chocolate and steamed milk.

Location : Conveniently situated along the Freedom Trail, near Boston Common.

Tip : This café also specializes in coffee, so it’s a good option if your group is split between coffee and hot chocolate lovers.

Max Brenner

What It’s Known For : A chocolate-focused restaurant offering an entire menu of hot chocolate variations.

Location : Located in the Back Bay area.

Tip : Try their “Mexican Spicy Hot Chocolate” for something a little different.

9. Boston Winter Village

This seasonal pop-up features a mix of shopping, dining, and entertainment, all designed to celebrate Boston in winter. Think of it as a winter fair with a variety of activities, from ice maze explorations to shopping for winter apparel.

Imagine twinkling lights, holiday decorations, and the buzz of holiday shoppers all set to the soundtrack of classic winter songs. That’s Boston Winter Village for you. A mix of local artisans, food vendors, and various activities make this a one-stop destination for winter fun.

The village is populated by a variety of kiosks and small pop-up shops, many of which feature local artisans and makers. From handcrafted jewelry to unique Boston souvenirs, there’s a little something for everyone on your gift list. And winter treats are aplenty here. From hot chocolate and mulled wine to food trucks serving up seasonal favorites like roasted chestnuts, the Boston Winter Village is a foodie’s paradise.

One of the highlights is usually an outdoor skating rink. Even if you’re not a skater, it’s fun to watch others take to the ice. Rentals are available, so you don’t have to lug your own skates around the city.

Weekends often feature live entertainment, ranging from local school choirs to professional musicians. The vibe is festive, adding an extra layer of holiday cheer to your visit.

Boston Winter Village is usually set up in a central downtown location, often near City Hall Plaza, making it easily accessible by public transportation. If you’re already downtown for other activities, it’s a convenient stop.

8. Check Out One of Boston’s Famous Speakeasies

Boston has a rich history that stretches back to the days of Prohibition, and its modern-day speakeasies pay homage to this clandestine era. These speakeasies are all the rage in Boston right now, and are super popular (and cozy!) spots in the winter.

What It’s Known For : Despite its simple name, Drink offers a complex cocktail experience with bartenders who are more like mixologists.

Location : Situated in the Fort Point neighborhood, near the Seaport.

Tip : There’s no menu here; you tell the bartender what you like, and they whip up a custom cocktail for you.

Yvonne’s

What It’s Known For : Yvonne’s offers an opulent experience with a modern twist on the classic supper club. The atmosphere is a mix of vintage and trendy, featuring intricate chandeliers and plush seating, making it a stylish take on the speakeasy concept.

Location : Situated in Downtown Crossing, just a short walk from the T station.

Tip : Don’t just stick to drinks; their small plates menu is well worth exploring. The “Grilled Lollipop Lamb Chops” and the “Baked Oysters” are must-tries.

What It’s Known For : This place is famous for its creative cocktails and laid-back atmosphere.

Location : Tucked away in Union Square in Somerville, just a short trip from downtown Boston.

Tip : The entrance is a bit hidden, situated at the back of a hallway behind a café. Look for the door marked “Backbar.”

Wink & Nod

What It’s Known For : A sultry, underground lounge setting with plush seating and mood lighting.

Location : In the South End, accessible via the Orange Line at Back Bay Station.

Tip : They frequently rotate their food menu by hosting different chefs, making each visit unique.

The Hawthorne

What It’s Known For : An upscale speakeasy that feels like someone’s stylish living room, complete with bookshelves and comfy chairs.

Location : In Kenmore Square, easily accessible from the Green Line.

Tip : Their cocktail menu is extensive but don’t skip their small bites, which are just as impressive.

Brick & Mortar

What It’s Known For : This speakeasy focuses on classic cocktails with a modern twist.

Location : Located above Central Kitchen in Cambridge’s Central Square.

Tip : The entrance isn’t obvious; it’s an unmarked door next to a hardware store.

What It’s Known For : Not quite a speakeasy in the traditional sense, but its basement location and vintage vibe give it a hidden-away feel.

Location : Nestled in the downtown area, close to Park Street Station.

Tip : Try their signature comfort foods like mac and cheese.

7. Visit the Public Library

When people think about things to do in Boston in winter, visiting a library might not be the first thing that comes to mind. However, the Boston Public Library is no ordinary library; it’s a historic landmark, an architectural wonder, and a cozy sanctuary all rolled into one.

The Boston Public Library isn’t just a place to read or borrow books. It’s home to stunning architecture, historical collections, rotating exhibits, and even a café . The library offers a tranquil escape from the bustling city outside, making it a perfect spot for a quiet afternoon.

Seriously, if you’re a fan of dark academia , then you’ll want to check out the Boston Public Library simply because it’s gorgeous! Boston is a collegiate historical city and that’s clearly reflected here.

The McKim Building, the older part of the library, is known for its grandeur and Renaissance Revival architecture. When you walk into Bates Hall, you’ll be stunned by the high, coffered ceiling, the rows of green-shaded lamps, and the sense of tranquility that pervades the room.

The modern counterpart to the McKim Building, the Johnson Building is all about contemporary comforts. It’s bright, open, and home to a variety of resources, including computers, an expansive children’s library, and popular fiction and non-fiction titles.

The Boston Public Library’s main branch is located in Copley Square, easily accessible by taking the Green Line to Copley Station.

6. Shop on Newbury Street

If you find yourself in Boston in winter and have a penchant for shopping, you absolutely must stroll down Newbury Street. Known as Boston’s most famous shopping street , Newbury has a little bit of everything—from high-end boutiques to popular chains, vintage stores, and even some cute cafés for when you need a shopping break.

Newbury Street is a shopper’s paradise. It’s home to a variety of retail experiences, ranging from luxury brands like Chanel and Gucci to local boutiques that offer something uniquely Bostonian . You’ll also find home decor shops, bookstores, and plenty of beauty and skincare options.

The atmosphere is part of what makes shopping on Newbury Street so enjoyable. Cobblestone sidewalks, historic brownstones, and trees strung with fairy lights make it a charming place to be, even more so when there’s a blanket of snow on the ground.

All that shopping can make you hungry. Luckily, Newbury Street has an array of food options. Grab a quick bite from a food truck, settle in for some fine dining, or warm up with a hot drink from one of its many cozy cafés.

Even if you’re not a big shopper, I recommend that you walk down Newbury Street and enjoy the atmosphere. This is one of the prettiest spots in Boston in the winter!

5. Take a Tour

Boston is a city rich in history, culture, and stunning sights that can be enjoyed all year round. If you’re visiting Boston in winter, taking a guided tour can provide you with a deeper understanding and appreciation of the city’s many attractions. Here are some of the best tours to consider when you’re in Boston during the colder months:

Freedom Trail Tour

What It Is : A guided tour along the 2.5-mile-long Freedom Trail that takes you through 16 historical sites.

Why It’s Great in Winter : The winter snow adds an extra layer of charm to this historic walk. Just bundle up and maybe grab a hot cocoa beforehand!

Trolley Tour

What It Is : A hop-on, hop-off trolley service that covers Boston’s major attractions.

Why It’s Great in Winter : It’s a quick way to see the sights without spending too much time in the cold. Some even have heated trolleys!

Harbor Cruise

What It Is : A boat tour that gives you fantastic views of the Boston skyline and harbor area.

Why It’s Great in Winter : While many harbor cruises run only in warmer months, some specialty winter cruises offer breathtaking views of the snowy cityscape.

Brewery Tour

What It Is : Visit some of Boston’s best breweries to learn about the beer-making process and sample some local brews.

Why It’s Great in Winter : A brewery tour is an indoor activity, making it perfect for a chilly day. Plus, many breweries offer seasonal winter ales.

Haunted Boston Ghost Tour

What It Is : This evening walking tour takes you through some of Boston’s most haunted sites while telling tales of the city’s eerie past.

Why It’s Great in Winter : The early sunset and chilly weather add to the spooky atmosphere.

Fenway Park Tour

What It Is : A behind-the-scenes tour of Boston’s iconic baseball stadium.

Why It’s Great in Winter : While there’s no baseball in winter, the stadium tour is still available and much less crowded.

Food Tour of the North End

What It Is : Sample some of Boston’s best Italian food as you stroll through its oldest neighborhood .

Why It’s Great in Winter : The hearty Italian fare will warm you up in no time.

4. See the Tree Lightings

One of the most festive activities to do in Boston in winter is attending one of the many tree-lighting ceremonies. The city is home to several grand trees that are illuminated in spectacular fashion. From the ceremony at Boston Common to others in different neighborhoods, it’s a twinkling way to ring in the holiday season.

3. Skiing and Snowboarding

If you’re a winter sports enthusiast, you’ll be thrilled to know that Boston in winter offers relatively easy access to a variety of skiing and snowboarding options. While the city itself doesn’t have ski slopes, there are several excellent resorts and mountains within a couple hours’ drive. Here are some of the best spots to consider:

Wachusett Mountain

Location : About an hour and a half from Boston.

What’s Special : A solid mix of beginner, intermediate, and advanced runs. They also have night skiing, so you can hit the slopes after the sun sets.

Loon Mountain

Location : Around two hours north in New Hampshire.

What’s Special : Known for its expansive terrain and excellent snow conditions. It’s bigger than many of the closer resorts, offering a broader range of trails.

Sunapee Mountain

Location : Also about two hours away, in New Hampshire.

What’s Special : Sunapee is great for families and offers a balanced variety of trails for skiers and snowboarders of all levels.

Blue Hills Ski Area

Location : Just 30 minutes from downtown Boston.

What’s Special : While it’s smaller and has less challenging runs, it’s the closest option for a quick day trip to scratch that skiing itch.

If you’d prefer to go for a weekend, there are plenty of awesome mountains in New Hampshire , Vermont , and Maine that are a few hours’ drive.

2. Go Sledding

When the first big snowfall hits, one of the simplest and most enjoyable winter activities in Boston is sledding. Grab your sled, or even a cafeteria tray if you’re a college student looking for a cheap thrill, and head to one of the city’s many parks that become sledding havens in the winter. Here are some top spots to consider:

Boston Common

Location : Central Boston

What’s Special : This iconic park offers multiple hills suitable for all age groups. The Frog Pond area is a popular sledding spot, offering easy slopes for younger kids.

Larz Anderson Park

Location : Brookline

What’s Special : Known for having one of the largest and steepest hills in the Boston area, it’s perfect for those looking for a little more speed and excitement.

Arnold Arboretum

Location : Jamaica Plain

What’s Special : This park is ideal for sledding among beautiful, snowy trees. The sloping terrain provides plenty of options for sledders of various skill levels.

Prospect Hill Park

Location : Waltham

What’s Special : With multiple hills and an incredible view of the Boston skyline, Prospect Hill offers a sledding experience that’s both fun and scenic.

1. Visit Nearby Small Towns

One of the cool things about being in Boston in winter is that you’re not far from some quintessentially New England small towns that look like they’re straight out of a holiday card. A quick drive can transport you to charming locales where you can experience a different, more relaxed vibe. Here are a few spots worth the trip:

Location : About 30 minutes north of Boston.

What’s Special : Known for its witch trials, Salem offers history, museums, and a charming downtown area. In winter, the crowds are smaller and the vibe is cozier. See the top things to do here , as well as some awesome Salem restaurants here .

Location : Roughly 30 minutes west of Boston.

What’s Special : The town is rich in literary history, being the home of authors like Thoreau and Emerson. Walden Pond is particularly peaceful in the winter months.

Newburyport

Location : About an hour north of Boston.

What’s Special : This coastal town is beautiful in winter. With fewer crowds, you can really enjoy the boutiques and seafood restaurants at a leisurely pace. Plus, Newburyport offers some cozy, historic hotels that you won’t want to leave!

Check out our favorite things to do in Newburyport here , and our top Newburyport restaurants here.

Location : An hour and a half north of Boston.

What’s Special : Known for its art galleries and Bearskin Neck , a scenic stretch of old fishermen’s shanties converted into shops, Rockport offers a serene oceanfront experience in winter with plenty of things to do and delicious restaurants.

FAQs About Visting Boston In Winter:

Just how cold does boston get in the winter.

Boston winters can vary, but they’re generally cold. Temperatures can range from mild to quite chilly. Here’s a general idea:

• Average High: Around 41°F (5°C)
• Average Low: Around 28°F (-2°C)
• Average High: Around 36°F (2°C)
• Average Low: Around 22°F (-5°C)
• Average High: Around 39°F (4°C)
• Average Low: Around 25°F (-3°C)

Snowfall is also common, especially in January and February. The city can receive anywhere from a light dusting to several inches of snow in a single storm.

Wind chill can also be a factor, making it feel colder than the actual temperature. It’s not unusual to have days where the wind chill dips into the single digits or even below zero in Fahrenheit, particularly in January and February.

Basically, Boston in the winter is pretty chilly. It won’t be as cold as, say, Canada, but you  will want to bring tons of layers. Even for a night out at a bar, everyone will be dressed in sweaters.

What should I pack for Boston in the winter?

Boston in winter is chilly, often snowy, and sometimes downright freezing. But that doesn’t mean you have to sacrifice style for warmth. Here’s how you can look chic while braving the Boston cold:

Wool Coat : Go for a classic wool coat that reaches at least down to your thighs. Black, navy, or camel tones are versatile and timeless.

Puffer Jacket : For especially cold days, a sleek puffer jacket can be both warm and stylish. You’ll see a lot of  long puffer coats in Boston, usually in darker colors.

Leather or Suede Boots : Knee-high or ankle boots with a good grip are perfect for navigating the city streets.

Sneakers : A pair of stylish yet functional sneakers can be great for days when you’ll be doing a lot of walking but the weather is dry.

Snow Boots : Of course, you’ll see plenty of snow boots in Boston. I love a good low pair of snow boots that are cute and comfortable.

Sweaters : Pack a variety of knits, from chunky turtlenecks to slim cashmere pullovers. We pretty much wear sweaters everywhere in Boston in the winter, from museums to pubs.

Long-Sleeve Tees : These are great for layering under sweaters and jackets. Stick to neutral colors to maximize outfit combinations.

Accessories

Beanie or Fedora : A cute hat can keep you warm while also upping your style quotient. I personally wear a knit beanie everywhere I go – this is a staple.

Scarf : Go for a large, cozy scarf that can double as a wrap. Plaid or herringbone patterns can add some texture to your look and are pretty common.

Leather Gloves : They’re warmer than you think and way more stylish than chunky knit ones. This is the “upscale chic” city vibe for Boston in winter.

Lastly, you’ll want to bring nice sunglasses and simple jewelry. You’ll see most people wearing leggings or jeans tucked into boots just about everywhere, though you can get away with a tweed skirt and tights if the weather is more mild.

Guys tend to dress pretty casual and preppy, with simple jeans, workboots or snowboots, henleys, puffer coats, or wool coats (when they’re feeling fancy).

Is Boston walkable in the winter?

Boston is definitely a walkable city, even in the winter months. The compact layout of the city makes it convenient to go from one neighborhood to another on foot, and many attractions are clustered close together.

Boston gets its fair share of snow, and while the city is generally good at clearing main roads, you might find some smaller streets and sidewalks that are icy or slushy. Be careful when walking, and it’s advisable to wear boots with good grip.

Also, daylight is limited during winter; the sun sets as early as 4:30 p.m. in the deepest winter months. If you plan to walk around, either make the most of the daylight hours or stick to well-lit areas if you’ll be out in the evening.

Boston’s public transportation system, known as the “T,” is generally reliable and can be a great way to cover longer distances or to give yourself a break from the cold. Just be aware that inclement weather can sometimes cause delays. So plan in about 30 minutes anytime you want to take the T, even if it’s supposedly a short jump (there’s almost  always at least one delay).

While Boston is walkable, it’s worth noting that it’s also an old city with cobblestone streets, which can be a bit tricky to navigate in icy conditions. If you or someone in your group has mobility issues, extra caution will be needed. And you  won’t want to wear heels

Cozy Boston Hotels During The Winter:

When you’re visiting Boston in winter, a cozy hotel can make all the difference. Nothing beats returning to a warm, inviting space after a day of exploring the chilly city. Here are some hotels that offer that extra level of coziness you’ll crave during your winter getaway.

The Liberty Hotel

Location : Beacon Hill What’s Special : Situated in a converted jail, The Liberty offers a unique blend of historical charm and modern luxury. With warm fireplaces in the lobby and plush bedding, it’s a cozy spot to unwind.

Location : Beacon Hill What’s Special : This boutique hotel takes luxury to the next level. Each room features a fireplace, and you’ll have access to complimentary hot chocolate and warm cookies in the lobby.

Boston Harbor Hotel

Location : Waterfront What’s Special : Want to enjoy waterfront views without braving the cold? The Boston Harbor Hotel offers just that. Its rooms are designed to make the most of the views while keeping you snug and warm.

Omni Parker House

Location : Downtown What’s Special : Known as the longest continuously operating hotel in the U.S., Omni Parker House has a rich history and classic New England charm. It’s famous for its Parker House Rolls and Boston Cream Pie.

Location : Back Bay What’s Special : Sustainability meets luxury at The Lenox . The hotel features eco-friendly amenities, but what makes it a winter haven are the real wood-burning fireplaces in some rooms.

So, there you have it—a comprehensive guide to making the most out of Boston in winter. Despite the cold and snow, this historic city has a unique charm that truly comes alive during the winter months. From festive tree lightings and holiday markets to world-class museums and cozy hideaways, Boston offers a multitude of experiences that cater to all kinds of interests.

Visiting Boston in winter lets you see the city in a different light—literally and figuratively. The shorter days make the city lights glow brighter, and the snow-draped architecture turns familiar landmarks into postcard-worthy scenes. Yes, it’s cold, but with the right gear and a hearty New England spirit, you’ll find the city to be just as welcoming in winter as in any other season.

So, if you’re wondering whether to visit Boston in winter, the answer is a resounding yes. With a little preparation and an open mind, you’ll find that Boston’s winter offerings are as rich and rewarding as those of any other season. Get ready to layer up, step out, and dive into a winter wonderland like no other!

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16 Top Things to Do in Boston in Winter

Written by Shandley McMurray Updated Mar 24, 2023

Winter in Boston is no joke. With lows bottoming out at around 19 degrees in January, and highs averaging in the high 30s to mid-40s from December through February, you'll need to pack layers while visiting Boston in winter. Don't let the cold dissuade you from an early year visit. Boston is at its most majestic (not to mention quietest and cheapest) during the most frigid months.

Fans of the white stuff will rejoice while sightseeing around Boston in the winter, especially if they arrive in January or February, when the average snowfall ranges from 12 to 14 inches. The fresh powder is optimal for sledding through Boston Common or snowshoeing at Gore Place . There are so many fun things to do in Boston in winter that you'll almost forget that it's cold.

Hit the city during the Holidays, and you'll be blessed with pretty illuminations at the Museum of Fine Art's Festival of Lights , fun tree lighting ceremonies throughout town, Hanukkah celebrations at Faneuil Hall , and an impressive First Night celebration on New Year's.

Plan your cold weather visit with our list of the best things to do in Boston in winter.

1. Skate or Sled in Boston Common

2. walk the freedom trail, 3. admire the view from the prudential skywalk observatory, 4. explore the museums, 5. drink hot chocolate, 6. tour the taza chocolate factory, 7. watch a play in the theater district, 8. shiver while frostbite sailing in boston harbor, 9. shop 'til you drop at the prudential center, 10. visit a holiday market, 11. cheer for the home team at a celtics or bruins game, 12. take an old town trolley tour, 13. snowshoe at gore place, 14. go curling at boston seaport, 15. curl up with a good book at boston public library, 16. board the mayor's enchanted trolley, map of things to do in boston in winter, boston, ma - climate chart.

Unleash your inner Michelle Kwan (or perhaps just try to make it around a lap without falling) on the Boston Common Frog Pond . Set in the heart of the oldest public park in the country, this beloved pond is home to a skating school, and offers skate rentals, including seal-shaped aids to help little ones (or wobbly adults) find their balance.

Once you're well and truly chilled, or tired from landing so many triple axels, head to the Frog Pond Café for some warm and hearty comfort food and hot chocolate. The rink is open from November through March, and skating on it is one of the best things to do in Boston in winter.

If you're lucky enough to visit during a snowfall, grab a sled or a cafeteria tray and head to Flagstaff Hill . This is one of the best-known sledding destinations in the city.

While a smattering of snow might make it hard to spot the 2.5-mile-long red-brick line marking the Freedom Trail in winter, it's still one of the best places to visit in Boston. This long, winding path passes 16 of the city's most important historic sites, including the Massachusetts State House , Old South Meeting House , Old State House , and the site of the Boston Massacre .

The path also leads to Faneuil Hall , home of an iconic marketplace worthy of a few hours at least. From shopping to eating to watching a dance show or concert, there are so many fun ways to pass the time at this historic locale. Plus, Quincy Market is just next door.

The most incredible view of Boston can be found at the Prudential Skywalk Observatory. The best time to visit is during the late afternoon, when you can watch the sunset alight the sky with pink and orange hues.

Set on the 50 th floor of the Prudential Building , the Skywalk Observatory is one of the top tourist attractions in Boston . Visiting during the winter rewards travelers with an impeccable, 360-degree view of the snowcapped brownstones, powder-laden streets, frozen Charles River , and whitewashed Boston Common. On a clear day, you can see as far as 80 miles away.

Inside, you'll stay nice and toasty while learning about the city's history through interesting and interactive exhibits.

Good news for those looking for an inside activity. Boston is home to some of the country's oldest (and some would say best) museums. The Boston Tea Party Ships & Museum is unmissable, and easily one of the best places to visit in Boston in winter.

This iconic, floating spot offers visitors an impressive way to step back in time to 1773. Actors roam the recreated tea ships to help educate and entertain visitors who will all get a chance to throw "tea" overboard. Insider's tip: Visit on December 16 th to catch the annual tea party reenactment.

The Museum of Fine Arts Boston is another top attraction in Boston. Here, visitors can gape at masterpieces in every genre, ranging from ancient Egyptian sculptures to intriguing photography to modern street art. Insider's tip: celebrate Diwali at the ancient festival of lights in mid-November.

Treat the kids to a day at the Boston Children's Museum . Explore bubbles in the Science Playground, create something awesome in the Art Lab, or visit a Japanese silk merchant's home.

There's no better drink to warm your chilled bones than a sweet cup of hot chocolate. From sickly sweet to spicy to vegan, winter travelers will be rewarded with a wide variety of hot chocolate options to tickle their taste buds. Here are our favorite spots:

Tucked away on Clarendon Street, L.A. Burdick Chocolates is tiny yet beautiful, and boy does it smell great! Be prepared to meet many others here while sampling the creamy chocolates and the yummiest hot chocolate around. Insider's tip: the vegan dark is just as good as the milk. Grab a bag to bring home.

While Thinking Cup is best known for its coffee, you'd be amiss to avoid sampling its French hot chocolate. Rich and creamy, it's made with 64 percent Tainori Valhorna drinking chocolate. Insider's tip: there are three locations to choose from: Boston Common, the North End, and Back Bay.

1369 Coffee House has two locations: Inman Square and Central Square . That's a good thing since its offerings are both unique and unmissable. Ever had Mexican hot chocolate? Its spicy blend of coriander and cinnamon will awaken your senses, while the Dutch Homemade Hot Chocolate is a sumptuous gift to your mouth. Technically in Cambridge, it's a short, 15-minute (or less) commute.

Face it, there's no such thing as too much chocolate. That's why we had to add a tour of the Taza Chocolate Factory to our list of the best things to do in Boston in winter. You're welcome!

Technically in Sommerville (a 14-minute drive from Boston Common), this top attraction is a must-see (and taste). Famed for their stone-ground chocolate, Taza offers tours every Monday through Sunday to introduce visitors to their intricate treat-making process. It includes samples!

Insider's tips: Kids will love you forever if you take them to Taza Cacao Scout Bingo or Chocolate Story Time on a weekend morning. Be sure to book in advance, as the spots fill up almost as quickly as your belly will.

It's impossible to leave here empty-handed, so expect to be tempted into purchasing anything from the entire Chocolate Mexicano collection to a few bags of the delectable sea salt and almond dark bark.

Boston's main theater district consists of over a dozen venues set in the downtown core. Whether you're looking to attend a Broadway musical, Christmas-themed performance, or dance show, you'll find it all (and so much more) in this glitzy area.

Even if you aren't a fan of opera, you should visit the iconic Boston Opera House . A Washington Street staple, this lovely Baroque building is an example of luxury at its best. During the months of November and December, this is where you'll find The Nutcracker ballet, a holiday season must-see, especially for those traveling with kids.

Don't miss a trip to the Colonial Theatre on Boylston Street. Recently revamped in an extravagant (and very costly) renovation, the building's innards are intriguingly ornate. This is also where many popular shows have premiered before moving on to New York's Broadway.

Only hardcore sailors would be willing to rip through the frigid waters of Boston Harbor between November and April. Apparently, there are a ton of people willing to do just that. If you're one of them, bundle up and head to the Boston Sailing Center in Lewis Warf or Winthrop Frostbite Sailing Club in Winthrop (near Boston's Logan airport).

In addition to the exhilaration you'll feel as the frosty breeze hits your cheeks, you'll be rewarded with an unbeatable view of the city. A sailing newbie? No worries. You can take lessons at the sailing center, but you'll want to bundle up.

Not willing to risk falling in (or getting frostbite)? Check out the sailing centers' websites to find race times, and head to the harbor to watch from the dry shore with a cup of something hot and steamy to warm your hands.

Whether you're looking for holiday gifts or hoping to spend the day in a cozy, indoor spot, Prudential Center (called "The Pru" by locals) won't let you down. They've got all the big names, like Saks Fifth Avenue , Ann Taylor , Canada Goose , Lululemon , L'Occitane , and Sephora . You can even buy a Peloton bike or an armful of books from Barnes and Noble .

When it's time to eat, get your nosh on at one of the many tasty restaurants. Our faves include: Wagamama for noodles (their juices and dumplings are divine) and Sweet Green for a healthy break (the crispy rice bowl is delish). Eataly offers visitors a three-floor Italian dining and shopping experience.

What's the holiday season without a market? Held annually at the City Plaza Government Center , the Boston Winter Holiday Market is one of the most popular events in Boston, attracting close to 100,000 visitors each year. It opens the day before Thanksgiving and runs through New Year's Eve, offering visitors an ideal place to find the most unique holiday gifts.

The market's eclectic shops are housed in adorable European-looking "chalets," and you'll find a ton of tasty treats to fill your belly, as well as a wide range of festive shows and other entertainment to up the fun factor at this top winter attraction in Boston.

Love markets and craft fairs? Old South Church (in Copley Square ) hosts an annual Christmas Fair in early December. It's worth a visit just to ogle at the building's gorgeous architecture.

The South Boston Holiday Market is another one-day wonder held in early December at the Ben Franklin Institute . You'll be hard-pressed to find more innovative food, jewelry, and clothing designs than those on offer at this unique spot.

It's easy to get excited while watching a game at the TD Garden . The official home of basketball legends the Boston Celtics (they've won 17 NBA Finals) and hockey champs the Boston Bruins , this popular sports and entertainment venue is the largest of its kind in New England, and catching a game is one of the best things to do in Boston in winter.

Visited by more than 3.5 million people annually, the venue boasts over 200 events a year, so you might also be able to catch a concert while you're in town. Grab a bite at one of the Garden's three private restaurants or settle in to enjoy the game with Cheetos popcorn, nachos, burgers, or fries at one of the on-site concessions stands.

Walking through slushy streets can get annoying after a while. Take a break while still seeing the sights with a ride on the Old Town Trolley. Prepare to spend at least 100 minutes riding around town, listening to the guide's fantastic stories as he or she narrates your journey through the city's best spots.

Hop off at one of the 19 stops to enjoy the restaurants, shopping, or historic sites up close. Then, hop back on when you're ready to travel to the next destination. No need to futz around with parking or navigate around snowbanks, let the trolley driver do the hard work while you sit back, relax, and soak up the heat.

Technically outside Boston, Gore Place sits a mere nine miles from the downtown core. This country estate, which spans 50 acres, boasts a historic mansion and a farm so close to the city, you'll forget you aren't there. Each winter, Gore Place allows visitors to practice a pastime many of us have yet to experience: snowshoeing.

For a small fee ($20 for adults and $10 for kids aged 6 to 12), adventure seekers can strap on a pair of snowshoes and trek atop the fluffy white stuff as they explore the vast grounds. No snowshoes? No problem! As long as the ground is covered in snow, you can rent them (for adults and kids) from the Carriage House .

Gore Place isn't the only snowshoe-worthy spot. Strap 'em on and head to the Esplanade , Boston Common , or the Weston Ski Track for more outdoor adventures.

Snowport may well be the best thing to come to Boston Seaport, one of the city's hippest neighborhoods. You'll find it sandwiched between the waterfront and the historic Fort Point district , waiting to wow you with its fun (and sometimes free) activities.

In addition to iceless curling, this winter wonderland is jam packed with fun events the whole family will enjoy. Twirl around the 3,000-square-foot ice rink, munch on a baked waffle, or take a yoga class.

Didn't bring skates? No problem. You can rent them on-site, along with skating aids for less confident skaters. Not a fan of waiting your turn? Curling, which is offered for free, is open to reservations, so you can be guaranteed a slot when you arrive.

If you're looking for historic charm coupled with the intoxicating smell of old books, head to the Boston Public Library. Located on Boylston Street, a six-minute walk from Prudential Tower, the Central Library consists of two buildings located in Copley Square .

The historic McKim Building , which opened in 1895, was designed by architect Charles Follen McKim. Inside, you'll find the rich interiors and elegant touches you've read about, and a charm so inviting, you'll want to curl up at one of the desks with a good book.

The Bates Hall Reading Room is unmissable. Its emerald green desk lamps are almost as captivating as the ornate domed ceiling, intricate windows, and stone balcony.

The more contemporary, Boylston Street Building was opened in 1972 and designed by Philip Johnson. In 2016, it underwent a renovation, making this an uber modern space featuring impressive perks like a broadcasting studio.

Each December, the Mayor boards the Enchanted Trolley for a tour of the city. He spends a weekend (including Friday) aboard the festively adorned trolley, visiting the various neighborhoods throughout town and stopping at multiple spots to participate in tree-lighting ceremonies.

Join the fun festive activities, which include carol singing, holiday performances, and a visit (or more) with Santa. You can find out where the trolley will be and when online.

Looking for more bright lights? Check out Boston's First Night celebration , held every New Year's Eve to ring in the new year in style. You'll see fireworks, concerts, and other fun performances.

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Unmissable Destinations in Massachusetts: The state of Massachusetts has so many great things to offer. From adorable small towns with storied pasts to sandy dune-lined beaches along Cape Cod , you will fall in love with these best places to visit .

Other Places to Visit in Winter : In addition to scoring the best deals on hotels, heading to cold locations boasts a bevy of other bonuses (we're looking at you, Christmas markets and ski resorts). Begin with a look at our list of the best winter vacations in the U.S for ideas. In Canada, check out these fun things to do in Vancouver in Winter . Or, for a little more adventure, head to one of these top winter holiday destinations around the world that are packed with snow!

More on Massachusetts

35+ Amazing Day Trips From Boston Massachusetts

Wondering where to go on a day trip from Boston? Boston has always been my most frequent city of travel. I’ve lived there too. Based on my own experience exploring the region, here’s my list of 35 great day trips from Boston.

Boston is perfectly situated in the northeastern region of the United States . This area of New England boasts gorgeous beaches, charming Colonial towns, seaside ports, and destinations steeped in history.

These destinations are all less than 2 hours away from Boston. Any more than 2 hours is just too far afield for a proper day trip.

Because of its central location, Boston makes a great launchpad for day tripping in New England. Boston is well-connected to other towns and cities. Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

On a day trip from Boston, you can escape the city’s adoring (and sometimes maddeningly intense) crowds.

Best Day Trips From Boston

Here are my picks for the best day trips from Boston. I’ve given you a whopping 36 options, along with expected drive times. I’ve listed them in alphabetical order for ease of reference.

The options for Boston day trips are endless and incredibly varied. There’s something of interest for everyone, from culture vultures to history buffs to nature lovers.

You can pick what suits you most, whether you want to relax on the beach or explore a cozy New England town.

If pressed to choose, I’d have to say my top three picks for Boston day trips are Portland Maine (cool foodie city), Stockbridge Massachusetts (quintessential New England town), and Portsmouth New Hampshire (adorable arty village).

1. Bristol Rhode Island (1:10 Drive)

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 Boston — fine dining, bike trails, art galleries, and ocean views. A highlight of Bristol is its 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.

2. Cambridge Massachusetts (5 minute drive)

The easiest day trip from Boston is to its next door neighbor, Cambridge. Historic Cambridge is a lively university enclave, with the Charles River as its playground and backyard.

Cambridge is home to the renowned Harvard University (where you’ll be wrapped in red brick) and the Massachusetts Institute of Technology (where you can admire eclectic modern architecture). You can book a walking tour of Harvard here and a tour of MIT here .

And it’s not just the universities that dazzle. In Cambridge, visitors can enjoy outstanding museums, a vibrant performing arts scene, and delicious haute cuisine restaurants.

The  Harvard Art Museums  are the best art spot, with a range of works from antiquity to present, including a prized Van Gogh .

Be sure to hang out in Harvard Square, the iconic center of Cambridge. It’s a triangular plaza located at the intersection of Battle Street, John F. Kennedy Street, and Massachusetts Avenue.

You’ll find all manner of humanity — students, tourists, political activists, buskers, chess players, and other street creatures.

You can also visit  Longfellow House . It’s located on Brattle Street, the historic road connecting old Cambridge and Watertown.

The house museum is famous as the one time home of Henry Wadsworth Longfellow. He was a novelist and poet who wrote stirring tales that thrilled 19th century America, including the  Midnight Ride of Paul Revere .

3. Cape Elizabeth Maine (2 Hour Drive)

Cape Elizabeth is gorgeous little town just south of the city of Portland. The town faces out into Casco Bay.

People have lived in Cape Elizabeth for thousands of years. In 1765, Cape Elizabeth officially became a town. For a glimpse of those early days, stop by the  Spurwink Meeting House . The austere white clapboard church was built in 1802.

The town’s stretch of coastline is stunning, dotted with lighthouses. The cliff walk is a lovely must do experience in Maine.

The 19th century Fort Williams Park in Cape Elizabeth guards the entrance to Portland. It’s home to the Portland Head Light. You can walk the park’s Arboretum trails, enjoy a picnic, or explore the fort’s old batteries.

3. Charlestown Massachusetts (5 minute drive)

Charlestown is Boston’s oldest neighborhood. It’s just across the river from the North End.

If you’ve walked the Freedom Trail in Boston, you’ve already been to Charlestown. The town is home to the Bunker Hill Monument and the USS Constitution, which are must visit landmarks in Boston .

In 1775, Charlestown was the site of one of the most important battles of the Revolutionary War. American patriots defeated the British in the Battle of Bunker Hill. Nearly the entire town was destroyed during the battle and it wasn’t rebuilt until after the war ended.

Nowadays, Charlestown is a pretty place that’s well worth a stroll. A sense of Colonial charm permeates the streets and parks of Charlestown. The town has a classic main street, town square, and pretty clapboard homes.

4. Chatham Massachusetts

A visit to Cape Cod is a no-brainer day trip from Boston. But where to stake your claim?

Try the inimitable charms of Chatham, a tony New England town. In Chatham, 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.

5. Concord Massachusetts (35 Minute Drive)

Just 15 miles north of Boston is the small town of Concord. It’s the perfect Boston day trip for literary buffs. Concord is a steeple-studded town home to pretty  Walden Pond . Walden Pond is a nature preserve that’s home to countless local flora and fauna.

Walden Pond is forever linked to novelist Henry David Thoreau. From 1845 to 1847, he lived in a one room cabin , the property of his friend and mentor Ralph Waldo Emerson. A replica of the original cabin is about half a mile from Concord.

There, he wrote one of America’s most famous novels,  Walden  or  Life in the Woods.   Walden  explored simplistic living, solitude, and harmony with nature.

In Concord, you can also visit Emerson’s House and Louisa May Alcott’s Orchard House . The novelist based  Little Women  on her experiences growing up in this house with her sisters.

Today, the historic home is a museum. It has 80% of its original period furniture.

You can tour the kitchen, dining room, parlor, art studio, and the bedrooms. Louisa’s bedroom has the small white desk where she penned  Little Women  and other books.

If you want to learn about Concord’s Revolutionary War and literary legacy, visit the Concord Museum . On display, you’ll find Native American artifacts, Thoreau’s snowshoes and furniture, Ralph Waldo Emerson’s study, Paul Revere’s original signaling lantern, and period collections of decorative arts and furniture.

If you want to pay homage to Concord’s famous authors, visit Sleepy Hollow Cemetery. You’ll find the final resting places of Thoreau, Emerson, Alcott, and William Ellery Channing.

6. Concord New Hampshire (1:10 Drive)

Concord is the capital of New Hampshire. It’s a sleepy New England town that I used to spend parts of the summer in. Founded in 1734, Concord embodies the American spirit. There are a fair number of things to do in Concord.

You can visit the New Hampshire State House, built in 1819. It sports a gleaming eagle topped gold dome, reminiscent of Boston’s own state house. The New Hampshire legislature still uses the original chambers.

Just steps from the capitol is the New Hampshire Historical Society. It boasts a sculpture by the famous Daniel Chester French.

You can also visit Pierce Manse, the former home of President Franklin Pierce. Via a guided tour, you can see period artifacts. Franklin’s grave is also in town.

7. Essex Connecticut (2 Hour Drive)

Essex just exudes small town charm. It has a bucolic setting on the banks of the Connecticut River. The town is consistently rated as one of America’s best small towns.

Essex seems halted in time, looking much as it did during the height of its ship building prosperity. Essex has a picture perfect harbor. It’s scattered with charming inns and historic architecture.

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.

8. Exeter New Hampshire (1 Hour Drive)

Exeter was founded in 1638 by Reverend John Wheelwright. This pretty new England town brims with charm at every turn. The beauty of Exeter will appeal to everyone from art lovers to history buffs to recreational seekers.

You can take a leisurely stroll in the quaint and historic downtown. You’ll find elegant buildings with shops, restaurants, art galleries, and more.

Or, walk down tree-lined streets to discover historic homes, including the Ladd-Gilman House that’s now the  American Independence Museum .

If you want to experience the great outdoors, Essex has hiking, biking, and water sports. During New England’s fall foliage season , the colors are truly breathtaking.

9. Hanover New Hampshire (2 Hour Drive)

As a graduate of Dartmouth College, Hanover is a sentimental favorite of mine. And it clocks in at 2 hours, my limit for day trips from Boston.

Forbes named Hanover one of America’s Prettiest Towns. For a remote rural town, Hanover packs a surprising cultural punch.

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.

You should also pop into 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 . In addition to just driving to Hanover, you can take the Dartmouth Coach from Logan Airport.

10. Hartford Connecticut (1:35 Drive)

Hartford is one of the oldest cities in the United States. It makes a great day trip from Boston if you want to visit another city. The capital of Connecticut is home to historic sites, art museums, and beautiful parks.

It’s also the birthplace of Mark Twain, a culinary powerhouse, and home to one of the best “little downtowns” in New England.

The Mark Twain House & Museum is a national historic landmark. The museum has it all: inspiring architecture, gorgeous interior design, lovely grounds, and fascinating stories about its owners. It offers visitors an opportunity to learn about the novelist Mark Twain, his family, and his legacy.

Another good reason to visit Hartford on a day trip from Boston is to visit the magnificent Wadsworth Atheneum Museum of Art . The castle-like museum is one of the best museums in New England .

The Wadsworth first opened its doors in 1844. It’s since grown to a collection of over 50,000 works of art from over 5,000 years. There are significant works of modern and contemporary art.

You’ll find works by Frans Hals,  Caravaggio , Orazio Gentileschi, and Bernardo Strozzi. There’s a beautiful painting by pre-Raphaelite artist William Holman Hunt called  The Lady of Shallot . There’s also an American art collection, with works by John Singleton Copley and Charles Wilson Peal.

11. Keene New Hampshire

Keene is a beautiful hidden gem in New England’s Monadnock Region. A lively college town, 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 is also home to one of the loveliest and widest main streets in New Hampshire. The historic downtown area is centered on Central Square. It’s 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 and Nature Preserve is housed in a 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.

12. Kennebunkport Maine (1.5 Hour Drive)

Kennebunkport is a classic beauty, one of the most beautiful towns in New England . 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.

If you’d like to take a day tour from Boston, this excellent tour combines history and lobster. If you’d just like a guided walking tour once you’ve arrived in Kennebunkport, click here for a 2 hour historic tour.

13. Kittery Maine (1 Hour Drive)

The small town of Kittery is just a short drive from Boston. It’s located on the border between Maine and New Hampshire and is linked by bridges across the Piscataqua River.

Kittery was once known for its shipbuilding. Nowadays, people day trip to Kittery from Boston mostly for its shopping. Kittery has both outlet malls and boutique craft shops. You’ll find stores like Crate and Barrel, Le Creuset, Lululemon, Under Armour, and Nike.

If the weather is warm, head to the beach for a swim. Seapoint Beach is a picturesque shoreline perfect for a dip or a stroll.

You can also visit Fort McClary State Park . It’s a unique historic site that was formerly a defensive military fortification. It has stood for over 275 years protecting the mouth of the Piscataqua River at the entrance to Kittery.

14. Lenox Massachusetts (2 Hour Drive)

Lenox is the perfect day trip from Boston for art lovers. It’s a pretty town of art galleries and upscale boutiques housed in historic buildings.

You’ll find iconic properties like Blantyre, Wheatleigh, Canyon Ranch, and The Mount. At one point, there were so many lavish summer homes that Lenox was known as “the inland Newport.”

In 1902, Edith Wharton, the first woman to win the Pulitzer Prize in Literature, built  The Mount . It was a stately country retreat for the literary lioness and her then-husband. The Mount was modeled after European mansions, but lacked without their ostentatious excesses.

The Mount is home to a summer lecture series, weekly bird walks, concerts, theater performances, and outdoor sculpture exhibits. Edith Wharton’s library has been returned to the house, with 22 first editions of her work.

Lenox is also home to  Tanglewood , the summer home of the Boston Symphony Orchestra. Tanglewood is a must do for music lovers. You can hear symphony orchestras, solo performances, and world class musicians.

15. Lexington (30 Minute Drive)

If you’re a student of U.S. History, Lexington should ring a bell. In 1775, the American Revolutionary War started in Lexington and nearby Concord. Lexungtin is the best day trip from Boston to immerse yourself in Revolutionary war history.

Lexington has more than 10 historic battle sites, cemeteries, and memorials that you can tour. You can see the site of the first battle of the Revolutionary War.

A renowned statue by sculptor Henry Hudson Kitson marks  Battle Green , where the Colonial Minutemen clashed with British troops. In Minuteman National Historical Park, you can see a multimedia exhibit on the Road to Revolution .

While waiting for the British, the Minutemen and their commander, Captain Parker, gathered in the  Buckman Tavern . The interior is preserved exactly as it appeared in the 18th century, complete with the original seven foot wide open fireplace. The old front door still contains British musket-ball holes.

Wrap up your tour of Lexington by seeing the Lexington Depot historic train.

16. Madison Connecticut (2 Hour Drive)

Madison is a shoreline town only East Coasters know about. This beautiful New England day trip from Boston proves the adage that good things come in small packages.

With a population of only 18,000+ residents, Madison 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.

17. Manchester New Hampshire (1 Hour Drive)

You might think New Hampshire is all mountains and lakes. But it also boasts a rich cultural history. In particular, Manchester has some fine art offerings that merit a day trip from Boston.

Manchester is home to the state’s only fine art college, the New Hampshire Institute of Art. It also has an internationally acclaimed museum, the  Currier Museum   of Art .

The museum’s permanent collection includes works by Picasso, Monet, Rothko, Wyeth, and O’Keefe. It hosts touring exhibitions. The museum also manages Zimmerman House, designed by architected  Frank Lloyd Wright . It’s the only Wright house open to the public in New England.

Manchester also has a premiere contemporary arts gallery, the Gallery of the New Hampshire Art Institute. It’s multi-functional, serving as an art center, lecture hall, and performance theater. On display you’ll find a diverse mix of traditional and modern art forms, from photography to installation art.

18. Mystic Connecticut (2 Hour Drive)

Mystic is calm and exquisite, a charming waterfront town set on the shores of the Mystic River. It’s 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.

19. Newburyport Massachusetts (1 Hour Drive)

First settled in 1635, Newburyport is an immaculate seaside town. 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 day trip or 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.

20. Newport Rhode Island (1.5 Hour Drive)

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. Newport is a fancy place.

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 3.5 mile Newport Cliff Walk .

If you’d like to tour the magnificent mansions of Newport, this is an excellent day tour from Boston .

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.

21. Old Sturbridge Village Massachusetts (1 Hour Drive)

Old Sturbridge Village is a living history museum located in Sturbridge Massachusetts. The museum recreates life in rural New England as it was during the 1790s through 1830s. 

There’s a working farm with heritage breed animals, historic buildings, and horse drawn sleighs. Costumed historians are very engaging and will regale you with historic tales.

You can walk the village and meet the skilled craftsmen who still practice their trade. You can also take a wagon ride. The Village offers several events throughout the year — Winter Photo Walk, Sunday Brunch, and Dinner in a Country Village.

22. Ogunquit Maine (1:30 Hour Drive)

Feeling like a beach day? Nestled along the coast, tiny Ogunquit has been a resort village since the 19th century.

The word Ogunquit translates to “beautiful place by the sea.” You can see why immediately. Ogunquit is like a mini Provincetown. 

The town 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.

23. Northampton (2 Hour Drive)

Just under 2 hours from Boston, the rural town of Northampton is a cultural nerve center in New England. It’s a pretty town, ringed by 5 colleges and college museums.

Grand mansions line tree-shaded streets. The beautiful Main Street is filled with with shops, art galleries, bookshops, etc.

In downtown Northampton, there are more than a dozen visual arts venues. The Northampton Center for the Arts offers poetry readings, film screenings, and concerts. The Calvin Theater is the premiere concert venue, hosing major touring music and comedy acts.

Four of the five colleges near Northampton offer theater and visual arts. Smack in the middle of Northampton is Smith College. Its beautiful  Smith College Museum of Art  just received a $35 million makeover. The museum offers a year round series of art lectures, contemporary art exhibitions, and films.

Just down the road is  Mount Holyoke College Art Museum . It offers contemporary and traditional exhibitions year round.

You can also admire contemporary work at Amherst’s Mead Art Museum or check out national and international exhibits at Amherst’s University Gallery.

Northampton has a good foodie scene too, with both great pizzerias and haute cuisine. There are two dairies nearby, so the town’s cheese and ice cream options are among the best in New England.

24. Peterborough New Hampshire (1:30 Hour Drive)

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.

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.

25. Plymouth (45 minutes)

Situated at the mouth of Cape Cod Bay, Plymouth is a historical haven for Boston day trippers. The town was the very first permanent settlement by Europeans north of Virginia. Today, it’s a thriving small town with a lovely historic district, perfect for history buffs.

After parking, first head to the  Mayflower II . It’s is a full scale replica of the original 17th century Mayflower.

The Mayflower is famous as the ship that brought pilgrims to the US in 1620. You can even take a tour of the ship itself, which is docked in Plymouth Harbor

Also, to learn the pilgrims’ tale, stop in the state’s oldest museum,  Pilgrim Hall . There, you’ll find an unmatched collection of ancient artifacts and possessions of the pilgrims. Afterwards, you’ll get to wander around historic  Howland House  and visit the 18th century Court House.

If you want to really step back in time, head to  Plimoth Plantation . It’s a living museum that aims to explore the daily lives of the Colonial Americans. The village has been carefully recreated, with thatched roofs and giant open fireplaces.

The actors in the museum are in period costume and never step out of character. You can watch them performing 17th century tasks including building, gardening, and military exercises.

26. Portland Maine (1:45 Hour Drive)

 Located on a peninsula jutting into Casco Bay, Portland is a rare metropolis in a state filled with small hamlets. It’s a hip and laid back place that almost seems too cool for one of  New England’s most beautiful towns . Portland is a great day trip from Boston for foodies.

Portland has myriad cultural offerings and is a bastion of historical preservation. The restored Old Port is a warren of cobbled streets with a movie set feel. This area is filled with vibrant Victorian buildings and buzzing farm to table eateries.

Start on Commericial Street, the main drag, and work your way inward. The Old Port is known for its cobblestone streets, 19th century brick buildings, and fishing piers. It’s also a hive of activity.

In downtown Portland, there’s a thriving art school, infusing the city streets with creative types. And there are 24 commercial art galleries.

Opened in 1983, Portland’s crown jewel and premiere art destination is the  Portland Museum of Art , an architectural masterpiece designed by I.M. Pei of  Louvre  fame. Its innovative architecture allowed curators to redefine the art viewing experience.

Restaurants and coffee bars are filled with visual art. In June, the revived downtown hosts the Old Port Festival, described as “part freak show, part art festival, part fashion parade.”

Portland is also a hot spot for restaurants, coffee shops, and entertainment. Did I mention breweries? Beer lovers will be happy to know that Portland has 18 breweries all its own. It’s the Craft Bew Capital of America.

If you want to delve more deeply into Portland’s foodie culture, there are some awesome tours.

This tour takes you on a culinary walking tour of the Old Port and this tour lets you feast on seafood in the Old Port. If you’re a fan of craft beer, this tour gives you a taste of Portland’s amazing brew pubs.

27. Portsmouth New Hampshire (1 Hour + Drive)

The New Hampshire town of 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. 

Portsmouth is a great Boston day trip destination for art lovers and foodies. It’s known for its upscale farm to table eateries and art galleries.

Portsmouth’s funky 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 Strawberry 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.

Here’s my guide to the best things to do in Portsmouth in one day .

28. Providence Rhode Island (1 Hour Drive)

Nicknamed the “cooler city” by GQ, Providence is one of the  best towns on the East Coast . Providence is home to an Ivy League college, design schools, and a culinary institute. 

The city is a hodgepodge. It combines big city sophistication with small town charm. It has a vibrant local culture, celebrated restaurants, and sparkling waterfront parks. Providence is full of historic Yankee monuments, but also has a young and funky vibe.

Providence is an easy day trip from  Boston , less than an hour away. But this little jewel box of a city is often overlooked by travelers and definitely underrated. So much the better for its admiring visitors.

Be sure to explore Providence’s Little Italy on Federal Hill. Then, head to the East Side to encounter Providence’s Colonial past. Benefit Street is a bucolic 1.2 mile walk that’s an architectural showcase.

You’ll see some of the most beautiful Federal era architecture in the United States. You’ll also find the lovely campus of Brown University.

And you can’t leave Providence without visiting the fabulous  Rhode Island School of Design Museum . A major cultural institution in the United States, RISD houses over 100,000 works. It’s one of the best small museums in the world .

READ: 1 Day Itinerary For Providence

29. Provincetown Massachusetts (2 Hour Drive Or Ferry)

Do you want to combine a day at the beach with great art? head to Provincetown. The pretty town is tucked away on the far end of Cape Cod.

It’s been attracting artists and creative types for more than a century. Eugene O’Neill wrote his first play here. Modern art luminaries like Helen Frankenthaler, Marsden Hartley, and Hans Hofmann had studios here.

Nowadays, there are 60 art galleries scattered down Provincetown’s picturesque streets. It’s the perfect place for art lovers on the East Coast.

The town’s premiere art venue is the Provincetown Art Association and Museum on Commercial Street. The museum highlights local and New England artists with single artist and themed shows.

The Schoolhouse Center for Art & Design is home to several galleries as well. The Silas-Kenyon Gallery focuses on contemporary art. If you like vintage photography, head to the Driskel Gallery.

The big ticket art festivals you should have on your radar are the Spring Arts Showcase Weekend in May and the Fall Arts Festival in September and October. There’s also an International Film Festival in June.

Don’t forget to eat some lobster, preferably at the Lobster Pot . You can go wine tasting at  Truro Vineyards  or sip craft beers at the  Provincetown Brewing Company .

If you visit Provincetown in the summer, you could spend hours in traffic at the Sagamore Bridge if you drive. But you can also take the Providence Ferry . The fast ferry runs direct from Boston to Provincetown from mid-May through mid-October. It’s only 95 minutes each way.

30. Rockport Massachusetts (55 Minute Drive)

I f a stunning seaside town is on your Boston day trip agenda, head to Rockport. This little town is on Cape Ann, the “other” cape in northeast Massachusetts. There’s a reason why North Shore residents treasure Rockport as a lovely weekend getaway.

There are plenty of things to do in Rockport. Stroll around and admire all the fishing boats and painted cottages. Check out the shops and art galleries on Bearskin Neck, a cute area perched on the edge of town.

Sample some fudge at Rockport Fudgery , eat lobster rolls, relax on the beaches, or take a walk along the rocky coastline at  Halibut Point State Park . You can even go on a  Cape Ann whale watch .

31. Rye New Hampshire (1:10 Hour Drive)

Another good beach option is Rye. The picturesque town of Rye is home to the best beach on the 18 mile long New Hampshire shoreline.

First settled in 1623 on Odiorne Point, Rye is the birthplace of New Hampshire. Rye is largely undeveloped because it’s subject to strict zoning laws.

Rye is a serene contrast to the more frenzied Hampton Beach down the road. In Rye, the tide is small and rolling. It’s a perfect place for a beginner surfer.

You can also take a scenic drive down Route 1A past Millionaire’s Row and ogle at Rye’s breathing early 20th century mansions.

32. Salem Massachusetts (45 Minute Drive)

Even if you haven’t traveled in Massachusetts , you’ve probably heard of Salem. Known as the “Witch City,” Salem is a beautiful seaside town and an easy day trip from Boston.

In Salem, you can learn about Salem’s creepy past as the “witch capital” of the United States. Salem embraces its notorious past, when the infamous 17th century Witch Trials defined the town.

Salem is replete with whimsical magic shops, all things haunted horror, and ghostly tour options. Many of Salem’s top attractions are devoted to its witchy history. This means that the best time to visit Salem in during Halloween.

Salem is also famous for its beautiful 17th century Colonial and Georgian architecture and delicious seafood. Essex Street is the historic cobblestoned district, with the original brick  Old Town Hall .

Old Town Hall dates from 1816. The second floor still stands as a public hall and the first floor is used as a public art space.

If you’re a literary fan, you should visit the  House of the Seven Gables . Built in 1668, it’s one of the oldest Colonial mansions still standing in the United States. Nathaniel Hawthorne immortalized the house in his 1851 novel of the same name.

Inside, you’ll find a recreation of the secret staircase from the novel. The house where Nathaniel Hawthorne was born is also on the property.

Click here to buy ferry tickets to Salem.

There are some excellent guided tours in Salem. If you’re a history buff and want to take a witchcraft trials walking tour, this is an excellent guide . If you’re staying overnight in Salem, you can also take this haunted history nighttime tour or this ghosts of Salem walking tour .

33. Stellwagen Bank National Marine Park (30 Minute Drive)

Want to view some of the most massive animals on the planet? The  Stellwagen Bank National Marine Park  is one of the best whale watching spots in the entire world. It’s a wild ocean destination not far from Boston, just 37 miles away.

The sancturay has an extremely productive and diverse environment, which encourages a wide mix of marine wildlife.

Each summer, around 50 recognized humpbacks return. You can also spot dolphins and seals. There are plenty of whale spotting tours available in the area departing from Gloucester or Provincetown. Click  here  for a list of boat tour operators.

34. Stockbridge Massachusetts (2 Hour Drive)

Stockbridge is the quintessential New England town. It’s one of my favorite day trips from Boston.

Stockbridge was settled in 1734 by British missionaries. It’s 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. One of America’s greatest treasures is the  Norman Rockwell Museum .

Rockwell was one of the greatest artists and illustrators in American history. Stockbridge was Rockwell’s long time residence and what he called his “best studio yet.”

You can also visit  Chesterwood , the home of Daniel Chester. It’s a 1920s Colonial Revival house.

It comes complete with the 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., and you’ll see plaster models in the museum.

Every summer, Stockbridge (along with Lenox) hosts the Tanglewood Music Festival. It’s a series of concerts across all musical disciplines.

Stockbridge is also home to one of the Berkshires Gilded Age “cottages,”  Naumkeag . You can tour this quirky 44 room mansion designed by Stanford White, a famed starchitect of the time.

 35. White Mountains, New Hampshire (2 Hour Drive)

It’s a hike to get to the White Mountains from Boston. But it’s worth the long drive to spend a day immersed in nature.

The White Mountains are New Hampshire’s premiere attraction. It’s the best day trip from Boston for fall foliage .

The White Mountains are incredibly beautiful, with plenty of natural wonders. They’ve long attracted vacationers, photographers, and adventurous hikers and skiiers. Mount Washington is the Northeast USA’s peak of superlatives. 

The sinuous Kancamagus Highway in the White Mountains is the granddaddy of New England drives. It’s a scenic 35 mile stretch of highway. You’ll be dazzled by the incredibly unspoiled scenic views along the way.

There a few pullouts for trailheads, providing great photo and hiking opportunities. Continue east until you hit the Rocky Gorge Parking Lot. Here, you can take a walk along the Swift River and get views of the beautiful Falls Pond.

 In Crawford Notch State Park , you can explore the backroads and revel in the beautiful fall colors. If you’d like to do some hiking, there are 35 hiking trails of varying difficulty.

Don’t leave without experiencing the  Mt Washington Cog Railway . It’s a historic train ride up to the summit of Mt. Washington. The mountain is the tallest one in the northeastern United States at 6,289 feet.

Aside from driving around soaking up the scenery, you can explore the cute downtown of North Conway, relax at  White Lake  in Tamworth, do a canopy tour at  Bretton Woods , go on a  waterfall hunt  near Conway. 

36. Worcester (1 Hour Drive)

Right in the heart of Massachusetts, Worcester is one of the best day trips from Boston. Worcester is the second largest city in Massachusetts after Boston. It’s just an hour away from Beantown.

Once in Worcester, take a gander through the huge exhibitions at the  Worcester Art Museum . You can easily spend a good few hours inside. The museum has works of Impressionism, Roman mosaics on the Renaissance Court floor, medieval armor, and Paul Revere’s silver collection.

Be sure to visit the  Bancroft Tower . On the National Register of Historical Places, it’s been around in Worcester since 1900. This fantasy medieval castle was built on a whim to honor a US Navy pioneer. It’s a miniaturized castle in the middle of a park.

At night, you can take in a theater or music performance at the elegant Hanover Inn, Mechanics Hall, or Tuckerman Hall.

I hop you’ve enjoyed my guide to the best day trips from Boston. You may enjoy these other New England travel guides:

• 3 day itinerary for Boston
• 1 day in Hanover New Hampshire
• 35 Landmarks in Boston
• 10 day itinerary for New Hampshire
• Berkshires Road Trip Destinations
• Hidden Gem Towns on the East Coast
• 10 day itinerary for coastal Maine
• 7-10 day itinerary for Vermont
• One week itinerary for southern New England
• Fall foliage road trip in New England

If you’d like to take some day trips from Boston, pin it for later.

4 thoughts on “35+ Amazing Day Trips From Boston Massachusetts”

Nice collection of day trips, but with the review of Salem, MA I can’t believe you left off both the Peabody Essex Museum (one of the best art and culture museums in New England) and no mention of any of the NPS sites and all the maritime history this city has.

I know the Peabody Essex Museum is amazing. I’ve written about it in my Salem article and in my article on the best museums in New England. I will add something here. But with a round up post, you can only write so much for each town.

This was definitely a trip down memory lane. I lived in New England for 23yrs and visited many of these destinations. You certainly did a great job on the history. I especially enjoyed the colorful pictures. I am drooling over just the thought of the lobster rolls on the Maine and New Hampshire coast.

I would love a lobster roll right now!

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Last Updated on July 4, 2023 by Leslie Livingston

Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

19 Fabulous Day Trips from Boston

If you are planning a road trip from southern New England, Boston can be a perfect base as it is centrally located. You can get a hotel and then take many great day trips from Boston to experience the best that this area has to offer.

You will want to start by taking a few days to experience New England’s largest city’s feel. You can read my guide for One Day in Boston with Kids (still a good overview even for adults). Also, be sure to check out my list of hikes right around Boston .

Table of Contents

Short Day Trips from Boston

These day trips from Boston are around an hour’s drive from Boston.

Salem, Massachusetts

Witch City, USA, also has a fantastic art museum and Hawthorne’s House of the Seven Gables. Read on for how to spend a day in Salem. 

Fall River and New Bedford, Massachusetts

This center of fishing life in colonial New England is now predominately Portuguese. You can visit the New Bedford Whaling Museum, the church that was part of Herman Melville’s Moby-Dick inspiration, and the Lizzie Bordon House.  Read more about the area in Haunted New England.

Rockport, Massachusetts

Spend a day exploring this picture-perfect fishing village on the coast north of Boston.

Cape Cod, Massachusetts

There is a lot to explore on this peninsula south of Boston, but you can explore the upper Cape in one day from Boston. Most of my exploration of the Cape has been by bicycle.

Portland, Maine

This foodie town also has lighthouses and parks to explore. Check out 47 Cool Things to Do in Portland, Maine.

Providence, Rhode Island

The capital of Rhode Island has canals to stroll along, great restaurants, and art museums. Read on for The Best Things to Do in Providence.

Newport, Rhode Island

This colonial town on Aquidneck Island has excellent beaches, hiking, dining, and a lot of history. Explore A Local’s Guide to Newport.

Sutton, Massachusetts

Hike this trail along the base of the 75-foot rock Purgatory Chasm and get ice cream at the farm next door. Read more about a day at Purgatory Chasm.

Concord, Massachusetts

Concord was not only an important location in the American Revolution but also in American Literature. Walden Pond sits in Concord, as well as Louisa May Walcott’s home. Read my itinerary for one day in Concord, Massachusetts.

Plymouth, Massachusetts

Visit the recreation of the Native American and pilgrim colony following the landing at Plymouth Rock.

New Bedford, Massachusetts

Explore the colonial whaling capital of the world, located on the southern coast of Massachusetts. This area also has a large Portuguese population, a fort, and was a stop on the Underground Railroad.

Read about how to spend a day in New Bedford. 

Whole Day Trips from Boston

It will take about 2 hours to get to these full-day trips from Boston.

Martha’s Vineyard

Sand dunes, farms, Kennedy history, and gingerbread cottages, this island off the coast of Massachusetts will introduce you to the best New England has to offer. Read on for Things to Do in Martha’s Vineyard .

Woodstock, Vermont

Woodstock is sometimes known as the quintessential New England town. It is nestled in Vermont’s Green Mountains and alive with the state’s art culture. Plan your day with Things to Do in Woodstock, Vermont.

Northampton, Massachusetts

This arty town in northwest Massachusetts is the home of Smith College. Read on for how to spend a day in Northampton.

The Berkshires, Massachusetts

One of the most transcendent concerts you can experience will take place at Tanglewood in the rural mountains of western Massachusett. The Berkshires give ample opportunities for hiking, leaf-peeping, and exploring small New England towns.

New Hampshire’s White Mountains

Take a foliage drive or go waterfall hunting through the White Mountains.

Mystic, Connecticut

Explore the seaport at this colonial town on the Mystic River. Investigate more things to do in Mystic.

Mount Major, New Hampshire

The views from the peak of this half-day hike are incredible. You will see New Hampshire’s lakes and highest peak, Mount Washington, in the distance. Learn more about climbing Mount Major.

Shelburne Falls, Massachusetts

This village nestled in the Berkshire Mountains has the Bridge of Flowers, a waterfall, glacial potholes and an art-filled downtown. Read about how to spend a full day in Shelburne Falls.

Which day trips around Boston have you taken? Which are the highest on your list? Please let me know if you have any questions in the comments.

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12 thoughts on “19 Fabulous Day Trips from Boston”

I love this list! Boston is such a cool city and I love the idea of spending more time there and venturing out so this list is so helpful!

So many great day trip options from this city! Nice when there is that option, for travellers, it means you can extend your holiday. Make Boston your home base and see some of those smaller towns you have listed. I would love to see more of the nature, in New Hampshire, like Mount Major or Massachusetts with Martha’s Vineyard.

Such great day trip plans even a month of stay there will not suffice to experience it all! The short day trips really sound good and doable. I have not been to Boston yet, but hopefully I will some day with this helpful post! Great pic to go with the post.

Wow! So many things to do. It would really be worthwhile to make Boston a base for a week and do these trips to immerse yourself in the region.

Visiting the east coast has always been something i’ve wanted to do. I’ve seen Boston & DC but that’s about it! Rhode Island, Connecticut, Vermont, Main, I want to see them all!

Funny enough I’ve heard most of these day trips destinations from Boston although I don’t know their locations to Boston. I would like to visit most of them, but I think Fall be the best time?

Some of the locations are close enough for a day trip but would plan an early start in the day because even though they are close enough for a day trip, traffic can play a big factor especially during rush hours… planning a trip to the South Shore or Cape Cod offers only 2 travel lanes for most of the trip once you are on Route 3 which starts in Braintree which is about 9 miles south of Boston and the from Braintree to the beginning of the cape it’s about 45 miles or so… I mention this trip because I am very familiar with this section of MA and I live in Plymouth which is about 10 miles from Cape Cod… The Fall or Spring would be best as far as traffic to the cape but many places close down from Oct to Apr because many businesses depend on tourists during the Summer.

You are right about Boston traffic being a bugger. It is always best to consult Google traffic before leaving, start early or consider public transport. I love travelling in shoulder season.

While there’s still so much to see and do on my actual Boston list, I *did* take a day trip from Boston during one of my visits. We followed your recommendation to visit Providence, RI, and had a lovely day!

I just love the northeast and you’ve given me even more places to explore up there! Perfect fall long weekends!!!

Cape Cod, Massachusetts would be my #1 choice. Haven’t been since I was little and have such fond memories!

I have been to Boston several times now and even took a trip up to Maine & Connecticut once but I have been quite lax on visiting the other areas. For me, I really want to see more of the New England Coastal areas like Providence and I know Darcee would love to see Martha’s Vineyard!

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Home » North America » USA » 12 AMAZING Day Trips to Take From Boston!

12 AMAZING Day Trips to Take From Boston!

Boston is a fantastic destination that offers an incredible blend of old and new. But, it doesn’t stop at the city limits. Boston is within easy access of some of New England’s best destinations .

Once you’ve explored all that the city has to offer, you can set off for adventures to other nearby towns on day trips from Boston. Explore up and down the coast where you’ll discover quaint seaside villages, towns and historic settings of momentous events. The suburbs and towns on the fringe of the city are charming, welcoming and absolutely worth making time for during your visit.

If you’re exploring the city and are keen to venture a little further afield, this list of the best day trips in Boston will give you plenty to choose from, all within two and a half hours of the city!

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Getting Around Boston, and Beyond

Half-day trips from boston, full-day trips from boston, final thoughts.

The impressive city of Boston is easy to navigate , with plenty of ways to get where you need to be. Of course, like in most big cities, driving in the downtown area comes with challenges like the traffic and parking shortages.

• Most attractions in and around the city are easily accessed by public transport. Look for signs with a ‘T’ in a circle – these will take you to the subway which is great for getting to different parts of the city and surrounding suburbs. 
• A single one-way trip on the T costs around $2.75. 
• Consider buying a Charlie Card – a prepaid card for the subway. Load it with funds and top up as you need. 
• Boston is very walkable. Not only is it a beautiful city to stroll through, but most things are accessible within an hour’s walk. 
• Hop on a bicycle! The city has a great biking culture which makes it super easy to rent a bike and get around using pedal power. 
• Like most cities these days, there are a variety of taxi and rideshare options to use. These are handy especially if you’re out past the T’s operating hours. Services like Lyft and Uber are easy to access and use. 

For day trips from Boston, the bus is a reliable and affordable way to explore. The bus terminal is located on Atlantic Avenue – you may need to grab the T to get there from your hotel. 

Other options to get out and around exploring Boston include ferries and boat shuttles to other coastal towns and islands. 

If you find yourself with a morning or afternoon to spare, the areas surrounding the city are well worth exploring. Expect history in spades, quaint towns, and all the New England charm you can handle on these half-day trips from Boston. 

Half-day Trip to Salem

In 1692, Salem was the scene of infamous witch trials that have since inspired a thriving tourism industry. Just 30 minutes from the city, Salem is one of the most popular things to do in Boston . 

Options for witch trial related tours are abundant. There’s no shortage of guided, walking, and even self-guided tours through the turbulent history of this quaint seaside town. Take it up a notch on the thrill meter by opting for a night-time tour by lantern light – spookiness, guaranteed! 

But it’s not all about witches and spooks, Salem is a historical city with museums and monuments aplenty. From gorgeous, stately old homes to boat tours on the water, Salem has plenty to offer any visitor.

Suggested trips: Hauntings and History Walking Tour

Half-day Trip to Concord

Just 35 minutes from Boston by car, the city of Concord is a delight of Revolutionary War and literary history. Whether you choose to visit on your own or as part of a guided tour, there’s plenty to check out. 

Revolutionary War buffs should definitely check out the Minute Man National Historical Park, which includes the Paul Revere capture site as well as the option to walk along the Battle Road. You can wander around the vast park on your own, but we’d recommend doing a guided tour for a more insightful experience. 

The Concord Museum is relatively small but still interesting to visit. It won’t take you more than an hour or two to see all the original historic artefacts and exhibits from the town’s history. 

Concord has, over the years, been home to some literary greats whose homes you can visit while you’re in town. Louisa May Alcott’s Orchard House is a must-see for anyone who loved Little Women. Equally fascinating and well-preserved is Ralph Waldo Emerson’s house, as well as the Old Manse – a 19 th  Century house that was home to both Emmerson and Nathaniel Hawthorne. 

Don’t leave town without stopping by the Sleepy Hollow Cemetery. This beautiful leafy area is the final resting place of Thoreau, Emerson, Alcott, and Hawthorn, all within feet of each other in a spot called Author’s Ridge. Bonus points if you visit during the Autumn season when the trees turn all shades of red, yellow, and orange. 

Suggested trip: Private Excursion to Historic Concord

Sometimes after a full Boston itinerary , you want to get out of the city. Slightly further out are these Boston day trips will take you to Maine’s coastline and Rhode Island’s small towns. All within easy reach, these trips are worth checking out if you find yourself with a day to spare. 

Day Trip to Martha’s Vineyard

Just off the coast of Cape Cod, Martha’s Vineyard has long been the secret summer spot for the USA’s who’s-who. Anyone who’s anyone summers here on the reg, including the likes of Barack and Michelle Obama, David Letterman, and many other A-listers. 

For a day trip from Boston, Martha’s Vineyard offers a laid-back vibe, quaint coastal villages, and no fewer than five lighthouses ensuring safe passage for ships off the rocky coastline. 

You can spend your day on one of the incredible unspoiled beaches, relaxing away from busy city life. Definitely make time for some delicious seafood with a view of the boats on the water, and maybe a stop past the breathtaking Gay Head Cliffs. 

For something a little different, swing by the multi-colored gingerbread cottages in Oak Bluffs. This collection of cottages is like something out of a fairy tale and a must-see for the little ones. (Hint: visit in the summer when the houses are brightly lit in the sunshine and look eye-catching and festive.) 

Suggested trip: Martha’s Vineyard Day Trip from Boston

Day Trip to Portland

A drive two hours north of Boston will bring you to Portland, Maine, a popular foodie spot that really lives up to its reputation. Cuisine options include everything from Mediterranean fare to Vietnamese, and locally caught lobster to vegetarian delights. Whether you’re into fine dining or fusion food, you’ll not leave disappointed.

Blyth & Burrows is a favorite local spot serving killer cocktails artfully paired with small, tasty plates. 

Explore the quaint Old Port, with its hilly cobbled streets lined with boutiques, bars, and pubs. And if you’re keen to linger a little longer here (and we wouldn’t blame you if you did), choose to stay in a simple well located loft .

The Greater Portland area is home to the highest number of breweries per capita than any other city in the US. You can try everything from craft beers, stouts, and ales. There are also local wineries and distilleries.

If you’re the outdoorsy type, there are so many adventures to enjoy on a day trip in Boston. Think cycling, kayaking and paddleboarding, lobstering and fishing excursions, and even hover crafting on the bay.

Day Trip to Newport

Like most places in New England, Newport has a rich history stretching some 400 years. With water on all sides, it was originally the summer playground for the very well-to-do. Wealthy families built the now-famous Newport Mansion. 

Iconic and opulent grand homes have been perfectly preserved, some with art collections that would be the envy of any museum. If you’re a fan of HBO’s The Gilded Age, which was filmed in these very mansions in Newport, be sure not to miss out on this Boston day trip. 

The Breakers is just one of the more prominent of these grand estates and is conveniently close to the International Tennis Hall of Fame and the Audrain Auto Museum. There’s no shortage of historic homes, galleries, and museums in Newport to get a glimpse into day’s gone by. 

Visit one of the many picturesque lighthouses, and take in incredible views from the Cliff Walk. Fuel up at the White Horse Tavern – supposedly the oldest restaurant in America, or head down to Bowen’s Wharf where you’ll find a variety of restaurants and shops to explore. 

Suggested trip: From Boston to Newport Mansions Small-Group Day Trip

Day Trip to Provincetown

If you have the chance to visit P-town, take it! As the oldest continuous art colony in the country, Provincetown delivers charm and character in spadefuls. It’s also a favorite LGBTQ+ destination where absolutely everyone is welcome, and anything goes. 

Situated on a finger of land that juts into Cape Cod Bay, Provincetown is surrounded by water with plenty of beautiful beaches. Vibrant shops, galleries, and restaurants line the main street in town, and there’s usually an event or festival to check while you’re there. 

Provincetown isn’t an island, but it certainly has that kind of festive, laid-back vibe. In addition to whale-watching and hiking, the town is alive with art and entertainment, and food at any time of year. 

You can’t consider your visit here complete until you’ve climbed the Pilgrim Monument – a 252-foot granite tower that looks out over the harbor – or feasted on some freshly-caught seafood. Definitely try the Lobster Rolls – this town takes them seriously! 

Suggested trip: Cape Cod Fast Ferry

Day Trip to Providence

Providence is the kind of artsy place you can happily spend a day wandering round. It may be the capital of Rhode Island, but this city is charming and friendly and gives off major small-town vibes. 

If you’re into architecture, design, and art in general, then you’ll adore spending a day in the city checking out the downtown’s incredible buildings. See art deco, and beaux-arts buildings as well as gorgeous late Victorian terracotta-fronted gems. You can extend your stay in town and book a stay in a stunning downtown hotel originally built in 1929.

If looking at buildings doesn’t feed your soul, then the food scene in Providence certainly will. Each of the city’s vibrant neighborhoods has something to feast on, whether you’re looking for light nibbles, casual dining, or something truly decadent and over the top. 

Venture from the historic East Side to the West Side’s Federal Hill, which is home to over 100 restaurants and food markets – you’ll be feasting on everything from lobster to Italian! 

Day Trip to Plymouth

Even if you’re not American, there’s something special about standing on the exact spot where the first English pilgrims arrived in America 400 years ago. It’s this rich history that has consistently attracted visitors to Plymouth through the years, and makes this a popular Boston day trip. 

Visit the historic Plymouth Rock where the Mayflower came ashore, see the Pilgrim Hall Museum, and explore the meticulously preserved buildings like the Grist Mill or the Hedge House Museum.

But even if you’re not a history buff, Plymouth is a quaint destination with arguably some of the best whale watching to be had. Spend time in the beautiful outdoors at one of the many beaches, parks, and gardens, or take to the water in a kayak or boat.  

Stop in for a brew at the Mayflower Brewery or the Second Wind Brewing Company, or if wine’s more your thing, visit the Plymouth Bay Winery or the Uva Wine Bar to sample some of the local varieties. 

Suggested trip: Quincy, Plymouth, and Mayflower II Day Trip

Day Trip to Newburyport

Known to locals as ‘The Port’, Newburyport mounts a charm offensive on any visitors. Not only due to its scenic location on the coast where the Merrimack River meets the Atlantic, but because of its historic buildings in downtown. 

From the Cushing House Museum & Garden to the Custom House Maritime Museum, there are plenty of opportunities to discover local history. Otherwise, the waterfront area is great for a meander among the many restaurants and shops.

The major summertime attraction is by far the many excellent beaches. Nearby Plum Island is a popular retreat. A visit will include great beaches, an iconic lighthouse dating to 1898, and somewhere to enjoy a meal while watching the sunset at the Plum Island Grille. Check out this quaint little cottage if you want to extend your stay.

Sightseeing can be thirsty work, stop by one of the local breweries for a frosty craft beer. Try out the River Walk Brewing Company, the Newburyport Brewing Co., and House Bear Brewing. 

Day Trip to Mystic

Mystic is a quaint seaport village that fuses maritime history with that quintessential New England charm. From its iconic Bascule bridge to the old sea captain’s homes that line the streets, it’s easy to see why this picturesque town is so popular. 

Attractions here include the seaport, aquarium, and the Mystic Museum of Art. History lovers shouldn’t miss the Olde Mistick Village. A popular fall-time tradition is to visit BF Clyde’s Cider Mill – the only steam-powered cider mill in the US. Grab a cider and fresh donut before setting out to explore.

In the summer months, visitors usually head out on the water for a morning of sailing or a cruise. Whenever you visit, there’s likely to be some kind of celebration to check out!

Day Trip to Kennebunkport 

Kennebunkport is the kind of vacation destination that people return to time and again all year round.

Colony Beach and Goose Rock Beach are the two most popular spots. You can test out your sea legs on a boating adventure, like whale watching tours, lobstering tours, and other scenic sailing trips. 

After a day out in the sun, Dock Square is where you’ll find the town’s many restaurants to refuel. Grab a lobster roll at the Clam Shack or celebrate a special occasion at the town’s only five-star restaurant, The White Barn.

Stop in to see the historical artifacts collection at the Brick Store Museum and Nott House or visit the Seashore Trolley Museum – a must for train enthusiasts.

Suggested Trip: Kennebunkport Day Trip with Optional Lobster Tour

Day Trip to Lexington

In 1775, Lexington was the backdrop to a bloody battle between the patriotic Minute Men and the British army. The scene of the battle, Lexington Common, and its surrounding homes have been perfectly preserved, making it a popular Boston day trip for history lovers. 

In addition to the battle green, you can visit the historic Buckman Tavern (the oldest tavern in Lexington), The Old Belfry, the Old Burying Ground, and the Hancock-Clarke House for a step back in time. 

Visit the town center where you’ll find a variety of mom-and-pop shops to check out. Grab a crepe at Tres Petite Creperie, a fresh bagel from Wicked Bagel Bakery and Deli, or ice cream from local favorite Rancatore’s Ice Cream and Yogurt.

Visit the Lexington Arts and Craft Society or the Munroe Center for the Arts. Both offer exhibits by local artists as well as classes and workshops. 

Suggested trip: Battle Green Tour

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Boston’s rich history and seaside location makes it a popular destination with tourists from all over the world. However, it’s not the kind of place you visit once and tick off your bucket list. It’s a destination that has much to give and many layers to explore.

The surrounding towns and cities of New England make for some truly memorable day trips from Boston. There are trips for foodies, history buffs, beer enthusiasts, and art lovers – truly something for everyone! 

You don’t need to be a history buff to appreciate a day trip to see Newport’s many mansions or spend a day (or night) on a witchy walking tour through Salem.

And for transparency’s sake, please know that some of the links in our content are affiliate links . That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!

Mary Beth Skylis

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Day Trips From Boston

The 13 Best Day Trips from Boston

Boston is a historic city with plenty of things to do and places to see, but there’s also lots more to explore outside the city limits. Whether you’re heading north to the mountains to ski or taking the ferry to Cape Cod’s Provincetown , there are day trips to take in every direction. Read on for our recommendations, all within driving distance and some you can even access by public transportation.

Portsmouth, New Hampshire

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Portsmouth is a historic coastal New Hampshire city that may be small in size but is full of character and popular restaurants. Have drinks along the docks on Bow Street as the sun sets at Pocos , Martingale Wharf or the Old Ferry Landing . For a seafood dinner with a view, try Surf , also on Bow Street. And for a casual yet tasty breakfast, you can’t go wrong with Colby’s .

Those visiting Portsmouth will enjoy walking around Prescott Park and learning about the history of Portsmouth at the Strawbery Banke Museum . Make sure you reserve some time for walking around the downtown area and popping into shops along the way. This city is growing year-by-year, with hotels and condos being built up as it grows in popularity.

Getting There: Portsmouth is about an hour and a half from Boston and the best way to get there is by car. If you don’t have a car, you can also take the C&J Bus Line.

Travel Tip: Pack a beach chair and drive down Route 1A to take in the Seacoast’s beaches. One of the first destinations you’ll come across in Rye is Ordiorne State Park , where you can walk around along the ocean. Eventually, you’ll get to Hampton Beach before you cross back over into Massachusetts.

Boston Area Beaches

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On a hot summer day, or even when the sun is shining in the spring or fall, there are plenty of beaches in the Boston area to spend a day relaxing at.

On your way back from Portsmouth, drive south along the ocean until you reach the beaches in Rye, or continue on to the popular Hampton Beach strip, where there’s a big beach and plenty of restaurants. Just over the Massachusetts border is Salisbury Beach, another day trip spot just over an hour north of Boston. Other beautiful beaches on Boston’s North Shore include Wingaersheek and Good Harbor Beaches in Gloucester , Plum Island Beach in Newburyport, Crane Beach in Ipswich, Singing Beach in Manchester-by-the-Sea and Revere Beach in Revere.

The South Shore’s beaches are equally as beautiful, with one of the closest options being Wollaston Beach in Quincy, and then many others including Duxbury Beach in Duxbury and Nantasket Beach in Hull. Of course, you can continue south to Cape Cod for plenty more beaches to choose from.

Getting There: Most of these beaches are only accessible by car and the furthest options listed are a maximum of 1.5 hours away, depending on traffic and where you are coming from. If you prefer public transportation , you can get to Singing Beach in Manchester-by-the-Sea and Revere Beach in Revere by the Commuter Rail and MBTA Blue Line, respectively.

Travel Tip: If you want to hit the beach but aren’t the type to stay from sunrise to sunset, try one of the beaches on New Hampshire’s Seacoast and then plan to stop explore Portsmouth before or after. The same applies to Plum Island and Newburyport. 

Newburyport, Massachusetts

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Newburyport is another coastal town, which feels similar to downtown Portsmouth, New Hampshire in many ways. It was settled back in 1635 but has of course modernized over the years. Newburyport is most popular during the summer months given its location and nearby beaches, including Plum Island . But Newburyport is an ideal day trip from Boston at any time of year, as there are quite a few shops to stop by, restaurants to eat at and scenery to take in.

Getting There: Most people drive to Newburyport from Boston, as it’s under an hour and right off exit 56 on I-95 North. You can also take the Newburyport/Rockland Commuter Rail line from North Station.

Travel Tip: While you’re in Newburyport, drive over to Plum Island to spend some time at the beach, no matter what time of year. 

Provincetown, Massachusetts

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Located at the very tip of Cape Cod is Provincetown (also known as “P-Town”), best known as a gay resort community, but also a beautiful place to visit for a day, weekend or more. While driving to the end of the Cape may not seem like a day trip, it’s easy to get there via a 90-minute ferry through Bay State Cruise Company.

Provincetown is surrounded by water on three sides with several beaches to enjoy. Both during the day and in the evening, check out the downtown area’s restaurants, art galleries, boutiques and more.

If you're not able to make it to Provincetown, there are plenty of Cape Cod towns within a shorter driving range.

Getting There: Take the 90-minute Bay State Cruise Company ferry from Boston, which is the fastest way to get there. The ferry operates daily from mid-May to mid-October, with trips leaving Boston three times a day. If you prefer to drive through the Cape, it will take you over two hours, but typically longer, as the roads are oftentimes single-lane and traffic can be bad.

Travel Tip: You’ll find fresh lobster rolls all over Provincetown, but be sure to stop by The Canteen , which serves both hot and cold options.

Martha’s Vineyard and Nantucket, Massachusetts

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Martha’s Vineyard and Nantucket are two islands off the coast of Massachusetts, both of which are popular tourist destinations, especially during the summer months. Both are doable for day trips, especially Martha’s Vineyard, as it’s a bit shorter of a ferry ride. Both islands are quiet during the winter months, so plan your visit from Spring through Fall.

Vineyard Haven in Martha’s Vineyard, where the ferry drops you off, is full of shops and restaurants. You can also head to nearby Oak Bluffs, where you’ll find the 318 colorful Gingerbread Cottages at Wesleyan Grove off of Circuit Street. If you bring your bike or car along, you can explore the island’s beaches and other downtown areas as well.

Nantucket has different coastal vibe than Martha’s Vineyard and is also smaller in size. Here you’ll find cobblestone streets downtown and picture-worthy homes covered in hydrangeas all over the island. Of course, there are beautiful beaches around the island, along with food, galleries and boutiques. Stop by Cisco Brewers for a taste of local beer, which has become more and more popular throughout New England. And have a drink made with Nantucket’s Triple Eight Blueberry Vodka at one of the bars downtown.

Getting There: Martha’s Vineyard is a 45-minute ferry ride via the Steamship Authority from Woods Hole, which takes you to Vineyard Haven. The fast ferry to Nantucket is through Hy-Line Cruises , takes an hour and leaves from Hyannis. There are slower ferry options available, but these are the most efficient for a day trip. Keep in mind that Hyannis and Woods Hole are both on Cape Cod, so you’ll need to leave time for traffic if you’re traveling during peak hours. Both islands can also be accessed by plane from Boston’s Logan International Airport .

Travel Tip: You can choose to bring a car onto the ferry, but it’s recommended that you make plans for that in advance. That, coupled with the cost, is the reason many people choose to take a bike or get around Martha’s Vineyard through the Vineyard Transit Authority.

Providence, Rhode Island

About an hour drive south from Boston is the city of Providence, Rhode Island, also known as the “Creative Capital.” This city has become a popular tourist spot over the years, with popular attractions including WaterFire , a series of over 80 bonfires along downtown Providence’s three rivers, or the annual Halloween Jack-O-Lantern Spectacular or the Faces of the Rainforest exhibit at the Roger Williams Park Zoo . From November through March, head to the Providence Rink for Ice Bumper Cars .

Providence also has a foodie scene, with chefs coming from Rhode Island’s Johnson & Wales opening restaurants within the city, such as Oberlin , a seafood-focused small plates and tapas concept. If you’re looking for Italian, head to Federal Hill , the Little Italy of Providence. The Dorrance is another reputable spot, located within a former bank and serving globally-inspired New England cuisine. And while you’re in town, stop by PVDonuts for delicious and unique brioche donuts in fun flavors like fruit pebbles, butterscotch crunch and brown butter brownie.

Popular Providence hotels include The Dean , built around the city’s history and culture, and the Providence Biltmore , a historic property designed by the architects of New York’s Grand Central Terminal, and the Hotel Providence , another centrally located option that’s great for all types of travelers.

Getting There: Providence is an hour drive from Boston. You can also get there by train , including the Amtrak and MBTA Commuter Rail on the Providence-Stoughton line, both leaving from Boston’s South Station.

Travel Tip: For the best pizza in town, try no-frills Caserta Pizza , also known for their “Wimpy Skimpy,” a spinach pie stuffed with black olives, cheese & pepperoni.

Newport, Rhode Island

 Forty 1° North

Newport, Rhode Island is another coastal town within driving distance from Boston. Here you’ll find the makings of a perfect day trip, from the Gilded Age mansions and beaches, to walking along the famous Cliff Walk. Visitors also enjoy exploring the Brick Market Place , a downtown are with more than 25 shops and eateries. If anyone you’re traveling with is into cars, check out the Newport Car Museum , located in nearby Portsmouth.

Favorite Newport restaurants include The White Horse Tavern, America’s oldest tavern, Winner Winner , Scarpetta Newport , The Black Pearl and Mission Burger . If you plan on staying overnight, top-rated hotels and resorts include The Vanderbilt, Forty 1° North , Gurney’s Newport Resort & Marina and The Chanler at Cliff Walk . Many of these hotels

Getting There: Newport is an hour and a half drive from Boston and car is the easiest way to get there.

Travel Tip: Even if you’re not staying overnight, many of the top hotels are also great spots to grab drinks with a view if you’re in town for just the day. Head over to Forty 1° North and order your favorite cocktail as you look out on the water.

Nashoba Valley Winery & Other Vineyards

 Nashoba Valley Winery

New England may not have a full-blown wine country, but there are several family-owned vineyards that make for great day trips, with at least one option nearby no matter where you are staying. From Boston, your best bet is the Nashoba Valley Winery , where you can sample the vineyard’s wines and also pick your own peaches, nectarines and apples when they are in season and enjoy farm-to-table food at J’s Restaurant.

Another Massachusetts option is Furnace Brook Winery in the Berkshires, about 2.5 hours away from Boston. An hour north of the city, there’s South Hampton, New Hampshire’s Jewell Towne Vineyards. In Rhode Island, try Verde Vineyards or Carolyn’s Sakonnet Vineyard . As you head into Connecticut, follow the Connecticut Wine Trail and try the Lost Acres Vineyard in North Granby, Arrigoni Winery in Portland and Sharpe Hill Vineyard in Pomfret.

Getting There: The Nashoba Valley Winery is around an hour drive from Boston in Bolton, Massachusetts.

Travel Tip: If you plan on visiting several vineyards and wineries in one day, make sure you have a designated driver or look for transportation services, such as limos or tours to take you from one spot to another.

Mountains of Massachusetts and New Hampshire

JodiJacobson/Getty Images 

Speaking of Nashoba Valley, this destination is not only home to one of the best vineyards near Boston, but Nashoba Valley Ski Area is also a great winter destination for skiing and tubing if you’re into these activities but not long drives. Other places to ski in Massachusetts include Wachusett Mountain in Princeton, Blue Hills Ski Area in Canton and Ski Bradford in Haverhill.

As you head into New Hampshire , popular ski resorts and mountains include Waterville Valley Resort , Loon Mountain , Gunstock , Cannon and more. Another option, Bretton Woods , is not only a ski resort, but also home to the beautiful Omni Mount Washington Resort , which has plenty to do for both skiers and those who prefer après skiing activities. 

Getting There: Nashoba Valley Ski Area is less than an hour from Boston by car, and other Massachusetts ski destinations range between 40 minutes to a little over an hour. Most of the drivable New Hampshire mountains are just over two hours away from Boston.

Travel Tip: To make your ski trip even easier, try Liftopia Experiences , a service that will take you on trips from Boston such as skiing at Crotched Mountain or snow tubing at Ski Ward and to a local brewery. Outdoor retailer REI also offers classes and activities, such as a store to slopes shuttle  that takes you to Stratton Mountain.

Lincoln, New Hampshire

New Hampshire’s White Mountains is where you’ll find the town of Lincoln, where Loon Mountain is located. But that’s not all Lincoln has to offer. During the winter months, the Ice Castles are a picturesque destination to visit. You can also go ice skating at The Rink at RiverWalk Resort , which was transformed from a 167,000 gallon swimming pool that’s available for guests in the summer. While you’re at the RiverWalk Resort, take a sleigh ride, go snowmobiling or taste wine at the Seven Birches Winery , which is right on the property.

Getting There: Lincoln is about two hours from Boston without traffic and your best bet for getting there is by car.

Travel Tip: Beware of traveling north from Boston during the winter months on Friday afternoons and evenings, as it’s likely you’ll run into traffic leaving the city as locals get out of work and head to the mountains. 

Plymouth, Massachusetts

DenisTangneyJr/Getty Images

One of the best spas in the Boston area is located south of the city in Plymouth at the Mirbeau Inn & Spa . There’s more than just great massages and facials here – there’s a heated foot pool surrounded by lounge chairs to relax in, as well as an outdoor jacuzzi to enjoy while you sip champagne from the bar.

While you’re in Plymouth, take a walk along the water and check out the iconic Plymouth Rock and Pilgrim Hall Museum , America’s oldest, continuously operated, public museum filled with artifacts that came to our country with the Pilgrims. Then head 3 miles down the road to the Plimouth Plantation museum.

Nearby in Carver, the kids will enjoy the Edaville Family Theme Park , which is particularly fun around the holidays with their Christmas Festival of Lights. 

With Plymouth being on the water, there’s plenty of fresh seafood and outdoor dining, with restaurant favorites including Woods Seafood , Rye Tavern , East Bay Grille and Cabby Shack .

Getting There: The easiest way to get to Plymouth is via car, which will take about an hour. There is also a Commuter Rail stop in Plymouth if you prefer public transportation.

Travel Tip: While the Plymouth Rock is certainly a Massachusetts landmark, don’t be surprised when it’s nothing substantial when you see the remains in person. There is still plenty to see and do in Plymouth though!

Portland, Maine

DenisTangneyJr/Getty Images 

Portland, Maine may sound far away from Boston, but at two and a half hours away, it’s still doable for a day or weekend trip. This coastal downtown area has developed quite the foodie scene and it’s also a great spot to take in New England’s fall foliage season . Top restaurants include Fore Street , Central Provisions , Duckfat , Eventide Oyster Co. and Holy Donut . If you’re into beer, go for a tasting at Shipyard Brewing Company .

You can spend an entire weekend walking around downtown Portland and popping into shops, restaurants and bars. But another fun activity when the weather is nice to take the short ferry over to Peaks Island , where you can rent bikes or golf carts to cruise around the island and take in the coastal views.

Getting There: Portland is about two and a half hours away from Boston by car. Another option is to take Amtrak’s Downeaster from North Station in Boston to Portland, which takes about the same amount of time.

Travel Tip: Fore Street won a 2018 TripSavvy Editors’ Choice Award as one of the Best Iconic Restaurants & Fine Dining . This restaurant books up far in advance, but they reserve spots for walk-ins. The trick is to put your name in right when they open at 5:30 p.m.

Wrentham, Massachusetts

Wrentham Village Premium Outlets

Just south of the city are the  Wrentham Village Premium Outlets , a shopping plaza where both locals and tourists go to get lots of shopping done at once, especially around the holidays. As New England’s largest outdoor shopping center, you’ll find everything from Off Saks and Tory Burch, to Vineyard Vines and the Nike Factory Store.

Getting There: The Wrentham Village Premium Outlets are located just 35 miles south of Boston, right off exit 15 on I-495. The best way to get there is by car.

Travel Tip: Bring your AAA card if you have one. When you get there, show it at the visitor center to get a coupon book that will give you even more discounts than you get at the outlets. 

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12+ Best Day Trips from Boston

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What are the best day trips from Boston? Have I got the post for you! Boston is a brilliantly situated city, surrounded by seaside towns, cool beaches, and natural wonders. Whether you’re staying in downtown Boston or out in the suburbs, whether you’re traveling with kids or on your own, there’s so much to see throughout Massachusetts and beyond.

And if there’s anything I know like the back of my hand, it’s Boston day trips — the ones that are worth it (Newburyport! Providence! Portland!), and the ones that are bad ideas.

Planning your trip to Boston last minute?

Boston is very popular and books up quickly year-round. Book ahead to avoid disappointment!

🦞 Top Day Trips from Boston:

• Salem in a Day from Boston: Witches Tour (My top recommendation!)
• Martha’s Vineyard Day Trip from Boston (LONG trip, but great place)
• Boston to Newport, RI Day Trip (Elegant mansions!)

🛌  Top-Rated Hotels in Buenos Aires:

• The Liberty Hotel (Former jail and super trendy!)
• Boston Park Plaza (Super nice and not too $$)
• Oasis Guest House (Great budget option)

🚗 Renting a car in Boston? Find deals on car rental rates here.

I grew up 20 minutes outside Boston — Reading, specifically — and spent several years living in Boston as an adult. Today, I spend much of the year in the Boston area with my family. I feel very lucky to be from New England, which is filled with fabulous places to visit, from my beloved Portsmouth, New Hampshire, to Provincetown, the funky tip of Cape Cod.

While most of these Boston day trips require a car, several of them can be done with public transportation. Read on to see which day trips from Boston are best for you.

I would like to acknowledge and honor the Massa-adchu-es-et (Massachusett), Pawtucket, Pokanoket, Wôpanâak (Wampanoag), Nauset, Pentucket, Abenaki/Abénaquis, Wabanaki and Mohican people, the Indigenous stewards and traditional owners of the unceded land now known as the Greater Boston area.

This post was last updated in March 2024.

Table of Contents

Best Day Trips from Boston

There are lots of day trips from Boston — but which ones are best? It all depends on what you’re looking for as a traveler.

My top three Boston day trips are the seaside town of Newburyport ; Provincetown , the funky tip of Cape Cod; and one of my favorite small cities, Portsmouth, New Hampshire .

North of Boston, I recommend Crane’s Beach in Ipswich . South of Boston, I recommend Duxbury Beach in Duxbury .

If you want to do a day trip from Boston on public transportation, I recommend the seaside town of Newburyport by train, the foodie city of Portland, Maine , by train, and the fun Cape Cod town of Provincetown by ferry.

Check out the deCordova Sculpture Park in Lincoln , spend the day in York, Maine , or have a fun beach day in Duxbury .

In winter many smaller towns in New England are virtually closed down. I would bundle up and visit another busy, active city like Portland, Maine or Providence, Rhode Island .

There’s a lot to consider, so here are my four big tips:

Tip #1: Don’t go overboard with history-oriented day trips if you’re not into history.

Yep, we’ve got a lot of wonderful historic sites in New England, and most travel writers tend to disproportionally play them up, but not everyone is up for doing historic day trip after historic day trip. I know I’m not.

Tip #2: Don’t just visit other cities.

Portland, Portsmouth, and Providence are great, but if you’re in Boston, you’re already in a city, and you shouldn’t miss out on the other side of New England: small towns and areas of natural beauty.

Tip #3: Keep your destinations within a two-hour drive.

If not, you’ll be spending a huge chunk of your day driving. Each destination I’m listing here is within a two-hour drive of Boston, with the occasional exception noted.

Tip #4: Make sure you have the right train station.

Boston has two main train stations: North Station and South Station. Trains to northern destinations depart from North Station; trains to southern destinations depart from South Station. There is also Back Bay Station, which is the first stop after South Station, so if you’re staying around Back Bay, you can just hop on the train there. Buses depart from South Station Bus Terminal.

Newburyport, Massachusetts

If you’re looking for quintessential New England seaside towns, Newburyport is one of my absolute favorites. This is small town New England at its best. Located north of Boston on a convenient commuter rail line, Newbury has a lovely waterfront, a beautiful downtown area with lots of fun shops, and easy access to the beach and wildlife at Plum Island.

Best things to do in Newburyport: This is a nice town for just walking around, and I encourage you to go in without too big of an agenda. Walk along the waterfront, browse the treasures at Oldies Marketplace , visit the Custom House Maritime Museum or Cushing House (the Museum of Old Newbury) , or even go on a food tour with Taste Newburyport .

Plum Island, a barrier island along the coast, is technically split between the towns of Newburyport, Newbury, Rowley, and Ipswich. You can stake out a nice spot on the beach — but Plum Island really excels at wildlife. Check out the bird life at Parker River National Wildlife Refuge , go kayaking, ride your bike along the trails, and enjoy the atmosphere.

There are plenty of dining options in Newburyport, but if you want a really local spot, head to The Grog . There’s nowhere else I go in town. This hole-in-the-wall pub has dollar oysters (you need to ask for them!), lots of interesting beers on tap, and delicious appetizers, including a nice chowder.

How to get from Boston to Newburyport: Newburyport is about a 45-minute drive from Boston. The train from Boston (North Station) to Newburyport takes one hour. If you’re heading to Plum Island, you’ll want to have a car.

Provincetown, Massachusetts

If you’re looking for a summertime day trip that combines a nice beach and an active town, both classic New England style and modern hotspot, Provincetown is the perfect choice! P-Town, a popular summer destination and legendary LGBTQ summer getaway, is at the very tip of Cape Cod.

Normally, I don’t recommend doing a day trip to Cape Cod during the summer because you’ll inevitably be sitting in hours of traffic at the Sagamore Bridge. But Provincetown is the one exception — because you take the ferry! The fast ferry runs direct from Boston to Provincetown from mid-May through mid-October, and it only takes 95 minutes each way. You can check the ferry schedule here.

In Provincetown, you can have a beach day or an exploration day — or a little bit of both!

Best things to do in Provincetown: Enjoy relaxing at Racepoint Beach, check out the Pilgrim Monument and Provincetown Museum (the only permanent exhibition that tells the story of the Pilgrims’ arrival from the point of view of the Wampanoag), explore the shops and galleries on Commercial Street, go wine tasting at Truro Vineyards (just south of Provincetown in North Truro), try beers at the Provincetown Brewing Company , see a Zoe Lewis show .

See the full list of things to do in Provincetown here .

If you’re going to eat, check out The Lobster Pot — check out their Portuguese soup with red beans, kale, linguica, and chorizo, featured by Anthony Bourdain on Parts Unknown . Southeast Massachusetts is home to a big Portuguese community, so take advantage!

How to get from Boston to Provincetown: The fast ferry takes 95 minutes and departs from the World Trade Center in Boston’s Seaport District. That’s the only way I’d recommend doing a day trip, as the drive to Provincetown takes 2.5 hours without factoring in the bottleneck at the Sagamore Bridge.

Want more? See my full Provincetown guide here!

Martha’s Vineyard

Is it possible to do a day trip from Boston to Martha’s Vineyard? Yes, it is, but it’s best done as a tour from Boston . Honestly, I highly recommend staying at least overnight, or for a few days, but if all you have is a day, you can absolutely make it happen.

I absolutely love Martha’s Vineyard and especially love exploring it by car. Just keep in mind that if you visit during the summer months, there can be a TON of traffic heading down the Cape. I would not do this from Friday through Sunday during the summer months.

Best things to do in Martha’s Vineyard: Start in the beautiful town of Oak Bluffs and visit all the colorful gingerbread houses, followed by a spin on the carousel. If you don’t have a car, I recommend renting a bike and riding down to Edgartown , which is SUCH a beautiful town. From Edgartown you can take the Chappy Ferry to Chappaquiddick Island , which is perfect to explore by bike.

And if you have time in the evening, I highly recommend checking out the stunning Aquinnah Cliffs and/or Moshup Beach, my favorite beach in Martha’s Vineyard, late in the afternoon, followed by sunset in the fishing village of Menemsha. And another lovely town to explore is Vineyard Haven , with lots of cute shops and the Black Dog.

How to get from Boston to Martha’s Vineyard: If you’re doing a day trip from Boston to Martha’s Vineyard, I strongly suggest you book this tour . With limited time, it will be far easier if you have professionals taking you directly.

Otherwise, you can drive to Woods Hole on Cape Cod (80 minutes, but longer during the summer), and take the Steamship Authority ferry to either Vineyard Haven or Oak Bluffs on Martha’s Vineyard (one hour). This ferry allows cars.

Portsmouth, New Hampshire

Portsmouth is one of my favorite places to take people visiting New England for the first time. It simultaneously has the feeling of a small town and a medium-sized city, all perched on New Hampshire’s brief sliver of coastline, a stone’s throw from Maine. It has a funky, almost bohemian feel in some parts. Throw in fresh seafood and surprisingly few tourists and you’ve got a great spot for a day trip from Boston.

Portsmouth is on a lovely stretch of waterfront, just across the water from Kittery, Maine , so it pairs well with the south coast of Maine. I often pair a day trip to Portsmouth with a visit to The Maine Diner in nearby Wells, Maine, one of my favorite restaurants on the planet.

Best things to do in Portsmouth: Portsmouth, like Newburyport, is the kind of destination that lends itself to walking around and exploring. Browse the Portsmouth Book & Bar bookstore while enjoying a coffee or beer, explore the shops on Market Square, check out the Strawbery Banke Museum and its historic homes, take a self-guided tour of the Black Heritage Trail of New Hampshire , try some beers at the Portsmouth Brewery , and walk across the bridge into Maine (fun if you’ve never walked into another state before!).

As for where to eat, there are tons of spots! My favorite is The Friendly Toast , a joyful diner-like spot serving up creative dishes. River House is a great spot for dining right on the water. Portsmouth Brewery has a great menu of American comfort classics.

How to get from Boston to Portsmouth: Portsmouth is about an hourlong drive from Boston. There are also buses that take an hour and 20 minutes from South Station Bus Terminal.

See more on my sister site, New Hampshire Way:

• 27 Fun Things to Do in Portsmouth, NH
• Best Portsmouth NH Restaurants
• Best Bars in Portsmouth, NH
• Best Portsmouth, NH Hotels and B&Bs

South Coast of Maine

Ever wanted to visit Maine? You can absolutely do that on a day trip from Boston! Maine’s south coast is closer to Boston than you’d think. (So close, in fact, that some people refer to the south coast as “North Massachusetts.” Hehe.) Even so, you’ll see that Maine has a personality all its own, where life is slower, houses are brighter, and relationships are strong.

Ideally, I recommend visiting a few destinations in a single day trip. Morning in Kennebunkport, late lunch at the Maine Diner in Wells, and an afternoon and evening in Ogunquit would be lovely! Here are destinations in southern Maine worth visiting, from north to south:

Kennebunkport — Most famous for its longtime summer residents, George and Barbara Bush, Kennebunkport is one of the classic beauties of southern Maine. The town is beautiful on its own; it’s also home to Gooch’s Beach, a few nice museums, food tours , and trolley tours .

Wells — Home to a lovely stretch of beach and one of my favorite restaurants on the planet, The Maine Diner . They make the best seafood chowder IN THE WORLD, a fantastic lobster pie, a hot lobster roll with butter, blueberry pie, and a dish my friends and I swear we’re going to order someday, the Clam-o-Rama. Everything here is good, even if you don’t eat seafood.

Ogunquit — An artsy, colorful village and popular LGBTQ vacation spot, home to nice beaches and a rocky cove, Ogunquit is one of the most photogenic spots in a very photogenic state. Come here to enjoy the beach, hang out at the bars, explore the shops, or catch a show at the Ogunquit Playhouse. You can see my full guide to Ogunquit here.

York — Home to a large, calm beach, a picture-perfect lighthouse, a carnival-like fun park, and one of the coolest candy stores around, York makes an especially good choice for families with young kids. It’s good for a brief drop-in or a lazy day away. You can see my full guide on York, Maine here .

Kittery — At the southern edge of Maine, Kittery is most famous for its outlet shopping and pretty waterfront. It’s right next door to Portsmouth, New Hampshire, so these destinations pair well together. You can see my full guide to Kittery here.

Portland, Maine, is just north of Kennebunkport but it’s more of a standalone destination. See more on that below .

How to get from Boston to Maine: Kennebunkport is about a 90-minute drive from Boston; the other towns are closer. This is one Boston day trip I recommend doing by car as there are lots of small towns to see and the public transport connections aren’t the best.

Read More: My Guide to Ogunquit, Maine

Salem, Massachusetts

The city of witches. The city of history. The city that welcomed my 12-year-old great-grandfather when he arrived on a boat from Sicily at age 12, alone. Salem is a very popular day trip from Boston, especially for people looking for historic and/or educational day trips. And the Salem Witch Trials of 1692 have led to a community of witches, Wiccans, and those interested in the occult today, making it a strange blend with the maritime history!

I’ve written a full guide to visiting Salem if you’d like more in-depth information!

I think Salem is worth visiting if you’re really into history or you’re visiting during October, when Haunted Happenings brings a full month of celebrations. And Halloween night in Salem is a TON of fun! Beyond that, I would go with somewhere else on this list. On the North Shore, Newburyport and Rockport are much nicer. Even Marblehead, next door to Salem, is nicer.

Best Things to Do in Salem: Check out the Salem Witch Museum , visit the House of the Seven Gables , get a tarot or palm reading , visit the Peabody Essex Museum , go on a ghost tour .

How to get from Boston to Salem: If you want a guided tour, I highly recommend this Salem day trip from Boston from Walks . Salem is about 30 minutes from Boston, either by driving or by train from North Station. You can also get there by ferry on Boston Harbor Cruises. Check the ferry schedule here.

25 Spooky, Historic Things to Do in Salem, Massachusetts

Lexington and Concord, Massachusetts

Yes, the shot heard ’round the world was first fired from Lexington and Concord, starting the American Revolution. Massachusetts bleeds Revolutionary War history, and Lexington and Concord are great towns to explore that time period — as well as literary history. These towns were home to Louisa May Alcott, Ralph Waldo Emerson, Henry David Thoreau, and more.

If you’re into history of this time period — or craving a break from Boston’s crowds and skyscrapers — Lexington and Concord, two historic towns side by side, make a lovely Boston day trip.

Best things to do in Lexington and Concord: Check out Walden Pond , a natural escape where Thoreau wrote Walden ; dive into American Revolution history at Minuteman Historic Park ; see Louisa May Alcott’s home at Orchard House ; tour the Battle Green , where the shot heard ’round the world was fired; check out Lexington’s historic buildings like Buckman Tavern and Hancock-Clarke House.

For food, continue the historic theme at Concord’s Colonial Inn , which dates back to 1716 and has two restaurants serving classic Yankee dishes alongside more modern offerings.

How to get from Boston to Lexington: Lexington is about a 20-minute drive from Boston; there are public transportation connections that take closer to an hour. I recommend doing Lexington and Concord by car because the attractions are pretty spread out.

Rockport, Massachusetts

If you’re looking for a visually stunning small seaside town in Massachusetts, you’re going to love Rockport . This little town on Cape Ann, the “other” cape in northeast Massachusetts, makes a beautiful day trip. There’s a reason why North Shore residents treasure Rockport as a lovely weekend getaway.

My favorite fun fact about Rockport is that it was the filming location for Sandra Bullock and Betty White’s small Alaskan village in the movie The Proposal ! Seriously! It’s worth watching before you go to Rockport. Bearskin Neck, a tiny neighborhood of shops perched on the edge of town, could surprisingly look like a fishing village anywhere.

Best things to do in Rockport: Photograph all the fishing boats and painted cottages; check out the shops and art galleries on Bearskin Neck, sample all the fudges of Rockport Fudgery , relax on the beaches, take a walk along the rocky coastline at Halibut Point State Park , go on a Cape Ann whale watch . Also, don’t overlook Gloucester, the town next door and a short drive away!

As for where to eat in Rockport, the quintessential experience is getting a lobster roll at Roy Moore Lobster Co . and eat it while looking over the water. Alternatively, head to the Azorean Restaurant and Bar in nearby Gloucester to enjoy flavors of Portugal’s Atlantic archipelago.

How to get from Boston to Rockport: Rockport is about a 50-minute drive from Boston. You can also take the train from Boston (North Station) to Manchester (50 minutes) and from there take the connecting shuttle to Rockport (28 minutes).

Read More: 27 Fun Things To Do in Rockport, MA

Newport, Rhode Island

Newport may be another seaside New England town — but this one is a hell of a lot fancier. Newport is famous for its mansions, sailing, and history as one of the see-and-be-seen destinations among the American elite. During the Gilded Age, Newport became THE summer destination of America’s greatest thinkers, with a party scene to match.

But is a destination for famous rich people in the 1900s worth visiting today? Absolutely. Newport today has lots of historical sites to explore, but at its heart it’s a modern city. You come here for beaches and breweries, donut shops and Instagrammable cliff walks. And, of course, mansions that make you want to sing, “My God, this house is freakin’ sweet!”

Best things to do in Newport: Go on the Cliff Walk , a 3.5-mile journey along the coastline, passing some of the biggest mansions; visit The Breakers , the most insane mansion in all of Newport; chill out on the beaches; try beers at Newport Brewing Company or wines at Newport Vineyards ; explore the (much smaller!) colonial-era homes of The Point; visit the Newport Art Museum ; watch the sunset over Naragansett Bay.

For eating, Jo’s American Bistro does a fabulous lobster carbonara and features a $20.95 prix fixe menu Sunday to Thursday — great value if you’re doing a day trip from Boston during the week.

How to get from Boston to Newport: Newport is about a 1.5-hour drive from Boston. I highly recommend this day trip from Boston , which includes transportation and the mansions.

There is a bus departing South Station that takes 2.5 hours. You can also take the train from South Station to Providence, then a bus to Newport, but I think that’s too much of a hassle for a day trip.

White Mountains, New Hampshire

If you’re looking for a fall foliage day trip from Boston, the White Mountains are my top recommendation. This is one of the most gorgeous fall getaways in New England, but most outsiders haven’t even heard of it. But it also makes a great trip in late spring or summer, with tons of great outdoor activities.

(If you’re visiting the White Mountains for fall colors, keep in mind that the White Mountains are further north and at a higher altitude than Boston, so the leaves change earlier. Peak foliage tends to be the first week of October. See more on that in my Best Time to Visit Boston post.)

I grew up camping in the White Mountains every summer — specifically, at White Lake State Park in Tamworth. If you want to go chill out at a lake for a day, this is a great spot! It gets busy on summer weekends but it’s mostly quiet the rest of the time.

Note that the White Mountains are the only day trip I recommend that is more than two hours from Boston. If you’re up for a BIG day in beautiful nature, I think it’s worth it. If that’s a bit far for you for a day trip, consider staying overnight.

Best things to do in the White Mountains: Explore the cute downtown of North Conway ( Zebs General Store is a must), drive the Kancamagus Highway and explore the stops, hike through the Flume Gorge or Lost River Gorge , do a canopy tour at Alpine Adventures , take the Mount Washington Cog Railway up Mount Washington. Or just drive around, listening to music and admiring the scenery.

How to get from Boston to the White Mountains: North Conway is about a 2.5-hour drive from Boston; Lincoln is about a two-hour drive (and literally right on route 93). Though there are some buses to North Conway, this is one day trip that is best done by car.

• 30 Unforgettable Things to Do in the White Mountains
• 31 Fun Things to Do in North Conway, NH
• Hiking the Appalachian Trail in New Hampshire
• Complete Guide to Driving the Kancamagus Highway, NH

Portland, Maine

It’s far more than just “the other Portland” — Portland, Maine, is one of the emerging foodie destinations of the United States. If you love cities but feel like Boston is a bit overwhelming and large, Portland might be more your speed! Especially if you love to taste the local libations. It’s the best of a small city and a fishing village, all rolled into one.

My friends and I decided to plan our friend’s bachelorette in Portland on a whim — none of us were too familiar with the city. It turned out to be a fabulous idea and became one of our favorite getaways. You can read about that trip here.

Best things to do in Portland, Maine: Go mead tasting at Maine Meadworks , spirit tasting at Maine Craft Distilling , and kombucha tasting at Urban Farm Fermentory ; check out the Portland Head Light lighthouse; explore the Old Port, downtown Portland’s quirky shops and boutiques; go on a lobstering tour by boat; visit the Portland Museum of Art ; go on a Portland food tour.

As for where to eat in Portland — well, you’ve got plenty of choices. I especially recommend Duckfat for sandwiches and fries and the Holy Donut for potato donuts (trust me, they’re great). If you’re looking for a truly special dinner, Fore Street serves hyper-local fine cuisine and serves especially good seafood. Book early.

How to get from Boston to Portland: Portland is a 1-hour and 45-minute drive from Boston. There are also trains (two hours, departing from North Station) and buses (2.5 hours, departing from South Station Bus Terminal).

Providence, Rhode Island

Yet another fabulous New England city in a smaller package — one with a distinctive artistic flair. Providence, home to the Rhode Island School of Design, is a great place to visit and an underrated gem of New England. Sure, it’s got history, pretty neighborhoods, interesting restaurants and some memorable celebrations. But it stays firmly under the radar — and likes it that way.

If you’re visiting Providence in the summer, see if you can time your visit to see Waterfire , a festival in downtown Providence where artistic fire installations erupt over the water and local businesses open for celebration. This takes place several times during the summer months, so double-check the datess before you go!

Best things to do in Providence: Visit the RISD Museum , the Museum of the Rhode Island School of Design; fall in love with the Providence Athenaeum , a stunning library straight out of Beauty and the Beast ; go on a Providence brewery crawl ( see a map of local breweries here ); go Italian food-hopping in the Federal Hill neighborhood; take a long walk through Roger Williams Park, the largest and best maintained park in town.

Food-wise, don’t forget to try Rhode Island-style calamari and coffee milk (yes, it’s like chocolate milk, but with coffee-flavored syrup), my two Rhode Island favorites! If you want to go fancy, I recommend Persimmon ; if you want to go funky, I recommend the Peruvian and Bolivian Los Andes ; if you want to go cheap and fun, go for Korean food at Den Den .

How to get from Boston to Providence: Providence is about an hour’s drive from Boston, but the train from South Station takes closer to 38 minutes. There are also hourlong buses from South Station Bus Terminal.

Cape Cod, Massachusetts*

Should you do a day trip from Boston to Cape Cod — or down the Cape, as we Bostonians say? I actually don’t recommend doing so during the summer months.

Cape Cod is a summer destination, for obvious reasons. It’s all about beaches and ice cream stands and bike rides. And it is best explored by car, giving you the freedom to explore small towns at your own pace.

But what other guides don’t tell you is that summer traffic bottlenecks up at the Sagamore Bridge, which could add hours to your trip in either direction. It’s one of Boston’s dirty secrets. Do you want to be stuck in bumper-to-bumper traffic twice in a single day?

If you’re going to do a day trip to Cape Cod during the summer, I recommend the aforementioned day trip to Provincetown by boat. That’s a nice, traffic-free journey from Boston that won’t slice hours off your trip.

If you’re visiting more in the off-season — say, May through early June, or September or October — a Cape Cod day trip is much more doable, but know that it won’t be in full summer mode.

Best things to do in Cape Cod: The Cape is another place that lends itself to wandering and seeing what you find. Go find your perfect piece of beach on the Cape Cod National Seashore ; go on a catamaran sailing trip , rent a bike and head down the Cape Cod Rail Trail , catch a Cape Cod Baseball League game, see a movie at the Wellfleet Drive-In , check out the Sandwich Glass Museum .

Food-wise, why not try out some fabulous Wellfleet oysters right at the source? Check out The Impudent Oyster in Chatham, The Wicked Oyster in Wellfleet, and The Naked Oyster in Hyannis.

How to Get from Boston to Cape Cod: Hyannis is about a 1.5-hour drive from Boston if there’s no bridge traffic. There is also a two-hour, 20-minute train to Hyannis from South Station; it also stops at Buzzards Bay and Bourne.

Beach Day Trips From Boston

If you’re looking for a fun beach day trip, and somewhere nicer than Boston’s T-accessible beaches like Revere Beach or Carson Beach, consider taking a day trip to one of the NICE ones!

You don’t even have to go down the Cape — there are a lot of nice beaches on the North Shore (north of Boston) and the South Shore (south of Boston). Here are some worth considering:

Best Beaches North of Boston

Here they are, from south to north:

Singing Beach in Manchester-by-the-Sea — A gorgeous beach with “singing” sand that’s also accessible by train from Boston! No car necessary! (It’s about a half-mile walk from the station to the beach.)

Crane’s Beach in Ipswich — One of the most beloved beaches in New England, long and expansive with soft sand.

Wingaersheek Beach in Gloucester — One of my high school favorites, with fabulously clear water (by New England standards, at least) at low tide and lots of big rocks to climb.

Salisbury Beach in Salisbury — A long, endless-seaming beach with big waves, right next to the New Hampshire border.

Best Beaches South of Boston

Here they are, north to south:

Nantasket Beach in Hull — A narrow beach on a wispy peninsula near Boston Harbor, a really good choice if you want to pair your beach day with a lively boardwalk-type atmosphere.

Duxbury Beach in Duxbury — One of the most solid all-around beach options in the area, and if you’re there, you might as well try their trademark oysters!

Horseneck Beach State Reservation in Westport — Buzzards Bay is one of the big Massachusetts secrets — it’s the Cape, but before the Sagamore Bridge, so no bottleneck to get there! Soft white sand greets you here.

Museum Day Trips From Boston

Yes, Boston has some of the best museums in the United States — but there are plenty of excellent museums outside the city, too! Here are some of the notable ones that I recommend doing as a day trip from Boston:

New England Whaling Museum in New Bedford, Massachusetts — This is a surprisingly lovely museum that isn’t so much about hunting whales as about the entire seafaring industry over several centuries. (And a spectacular wedding venue! I was a bridesmaid in a wedding here.)

Norman Rockwell Museum in Stockbridge, Massachusetts — One of my personal favorite museums in Massachusetts, this museum is a monument to the quintessential New England illustrations and journey to activism of Norman Rockwell.

Plimoth Patuxet Museums in Plymouth, Massachusetts — Formerly Plimouth Plantation, this historic site brings to life Plymouth Colony and the Indigenous peoples who called this area home. (Nearby Plymouth Rock is often cited as the most underwhelming site in Massachusetts, so be prepared for that.)

Naismith Memorial Basketball Hall of Fame in Springfield, Massachusetts — If you’re a basketball fan in the least, come down to where basketball was invented! This museum has a massive collection of memorabilia.

deCordova Sculpture Park and Museum in Lincoln, Massachusetts — A really fun place to visit on a nice day, deCordova is the largest sculpture park in New England, featuring giant works of art over 30 acres.

Old Sturbridge Village in Sturbridge, Massachusetts — A living museum that brings the late 1800s to life, costumed historians showing you what life was like more than 100 years ago.

Peabody Essex Museum in Salem, Massachusetts — Whether you do the full Salem day trip or not, PEM is one of the hidden gems on the North Shore, with a lovely collection of global art, as well as local treasures.

Shopping Day Trips from Boston

Are you here to do some serious shopping? You’ve got options. A lot of people from Massachusetts customarily head to New Hampshire to make big purchases, as there’s no sales tax there. The Mall of New Hampshire and the Mall in Rockingham Park are popular for this reason. (The people at the Apple Store in Nashua practically know me by name at this point.)

But there are some destinations near Boston that work as day trips or half-day trips on their own.

Wrentham Village Premium Outlets — The Wrentham Outlets usually get all the attention, thanks to their high-end shops. Here you have designer outlets like Armani, Gucci, and Ferragamo as well as more mainstream outlets like Gap, Express, and Adidas.

Kittery Outlets — In Maine’s southernmost town, next door to Portsmouth, New Hampshire, this small outlets collection includes primarily mainstream shops like Nike, Ann Taylor, and Lululemon, with cool additions like Le Creuset. Not quite a standalone destination but it pairs well with a trip to Portsmouth or southern Maine.

Merrimack Premium Outlets — These outlets in Merrimack, New Hampshire, have the bonus of no sales tax! Mainstream stores include Bath and Body Works, J. Crew, Kate Spade, the Disney Store, and more.

Boston Day Trips to Avoid

Do not take a day trip to Acadia National Park in Maine. Not only is it WAY up north, way beyond a doable day trip, it also books out several months in advance. My suggestion? Plan a longer road trip up to Acadia and back.

Do not take a day trip to Burlington, Vermont. I love that little city, but it’s four hours away. If you go, go for the weekend, not a day trip.

Do not take a day trip to the Berkshires. Some people do it, but I think it’s a bit too far, with the POSSIBLE exception of Stockbridge , which is 2.5 hours by car and right off the Mass. Pike. Other destinations like North Adams, Williamstown, and Great Barrington are much further.

The Berkshires are wonderful — but it’s much better if you stay for a few days, or overnight. Be sure to check out my ultimate travel guide to the Berkshires , which will help you plan an awesome trip!

Do not plan a Connecticut casino day trip unless you know what you’re in for. Mohegan Sun and Foxwoods brand themselves as sexy resorts — but I find them depressing, smoky, and the furthest thing from sexy. If you’re expecting the party vibes of Las Vegas, you’ll be disappointed.

And be especially careful about planning trips in the winter. Some of these destinations get very quiet — especially the small seaside towns. And if it’s going to snow, don’t go anywhere ! You don’t want to be caught up in a nor’easter when you’re far from home.

Best of Boston:

• What NOT to Do in Boston
• Where to Stay in Boston: Best Neighborhoods & Hotels
• 40+ Fun Things to Do in Boston at Night
• Best Time to Visit Boston
• 24 Interesting Things to Do in Cambridge, Mass.
• 21 Best Museums in Boston

Cape Cod & the Islands:

• Which of the Towns of Cape Cod is Best for You?
• 24 Fab Things to Do in Cape Cod
• 22 Fabulous Things to Do in Provincetown, MA
• Which Of The 6 Martha’s Vineyard Towns Is Best For You?
• A Guide to Oak Bluffs, MA — Home of the Gingerbread Houses
• A Guide to Edgartown, MA — Prettiest Martha’s Vineyard Town
• A Guide to Vineyard Haven, MA — Authentic Town on Martha’s Vineyard

Western Massachusetts:

• 33 Best Things to Do in the Berkshires
• Best Towns in the Berkshires, Massachusetts
• 24 Cool Things to Do in Lenox, MA
• 12 Fun Things to Do in Stockbridge, MA

North Shore:

• 27 Fun Things to Do in Rockport, Mass.
• 25 Spooky, Haunted Things to Do in Salem, Mass.

Have you been to Boston? Do you have any day trip recommendations? Share away!

13 Best Day Trips from Boston You Can’t Miss

Are you looking for some fun day trips from Boston? If so, you have come to the right place!

In this blog post, I compiled the best day trips from Boston that will keep you entertained and busy all day long. They’re all within easy driving distance, and offer everything from gorgeous natural scenery to charming small towns to fun city attractions.

So, what are you waiting for? Grab your car keys and let’s go exploring!

* Disclosure: This post contains a few affiliate links, which means I may receive a small commission, at no cost to you, if you make a purchase through my link. *

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Table of Contents

Best Day Trips from Boston

1. salem, ma.

Recommended by Kriszti from She Wanders Abroad

Salem is one of the most popular day trips from Boston, and for good reason! Salem is located about 30 minutes north of Boston, making it an ideal destination for a day trip.

Salem is best known for its witch trials of 1692. Many of the original buildings from that time period are still standing and open to the public. The Salem Witch Museum is a must-see for anyone interested in learning more about the trials.

Other popular Salem attractions include the House of the Seven Gables , made famous by author Nathaniel Hawthorne, and the Peabody Essex Museum , which is one of the oldest and largest museums in the country.

Due to its heritage, Salem is a really popular Halloween destination so brace yourself for the crowds if you happen to be visiting during the month of October. In case you’re planning to visit for Halloween, check out these spooky things to do in Salem MA in October !

If you’re into Halloween movies, you can also go on a hunt for the numerous Hocus Pocus filming locations in Salem .

When it comes to day trips from Boston, Salem is definitely one of the best. 

2. Providence, RI

Recommended by Amanda from Hey! East Coast USA

One of the best day trips from Boston has to be Providence, Rhode Island. This tiny state’s capital city is all too often overlooked by visitors, but it has enjoyed quite an artistic and cultural revival in recent decades. 

Located just about an hour’s drive from Boston, it’s an incredibly easy journey by car. It’s also one of only a few day trips you can easily do by train in this region!

There are so many fun  things to do in Providence  that every type of traveler will enjoy. Whether you’re into history, the arts, entertainment, or wholesome family fun, this city caters to everyone.

If you’re visiting in the summer, WaterFire is one of Providence’s most popular attractions. Plan to eat dinner downtown and then stroll along the river watching the fires blazing over the water.

As the state capital, you can also enjoy a visit to the lovely Rhode Island State House. It looks like a younger sibling to the US Capitol in Washington, DC! Not far from there, you can enjoy shopping in the Providence Place Mall, a popular destination for locals with its wide variety of options.

Providence is also home to the Ivy League’s Brown University. The campus offers a pretty setting for a stroll and the nearby Thayer Street provides everything from hipster cafes to quirky shops and even an old-school cinema. This is a hub for college students and certainly worth experiencing!

Finally, you can’t skip visiting RISD, the Rhode Island School of Design. Its artists are tomorrow’s big names, so get there to someday be able to say, “I saw them first!”.

3. Newport, RI

Recommended by Pamela from The Directionally Challenged Traveler

One of the best day trips from Boston is the quaint seaside town called Newport. Located just a 90-minute drive away from Boston, or two hours by train, Newport is certainly worth visiting.

Newport is located on Aquidneck Island in Rhode Island. There are breathtaking sea cliffs that encompass the island.

The Cliff Walk offers stunning views and is one of the best  things to do in Newport . The 3.5-mile (5.6 km) walk is a great way for visitors to see the famous Newport mansions as well as the natural beauty of the area. One of the most famous mansions, The Breakers , has tours available all year. You can also begin your Cliff Walk here.

If you like being on the water, Newport is filled with a variety of water-based activities. Sailing is a common pastime, but you can also find kayaking and stand-up paddleboarding!

If you’re interested in learning more about Newport’s history, the Naval War College is a good places to start. Bowen Wharf and Bannister’s Wharves are home to a number of locally-owned shops and restaurants.

If you decide to extend your stay, the Marriott Newport is located near Bowen’s Wharf, and is perfect for exploring! An elegant mixture of nature, history, and food make Newport one of the best day trips from Boston. 

4. Cape Cod , MA

Recommended by Emily from Emily Embarks

Only a little over an hour southeast of the big city of Boston by car, Cape Cod is a beachgoer’s paradise. Lined with nearly 560 miles (901 km) of sandy coastline, you have endless options for where you stick your toes in the sand.

Tourists from around the world flock to the streets of Chatham, Provincetown, and every small town in between the summer months of May through September.

You can find unbeatable local food favorites like fresh lobster and clam chowder, go sailing on the warm waters surrounding Cape Cod Bay or even jump on the ferry over to one of the six other islands in the area, with Nantucket and Martha’s Vineyard being the most popular.

While you’re traveling around the Cape, be sure to stop by Race Point Lighthouse, explore the quaint shops in the ferry port of Hyannis, or even take a whale watching tour from Falmouth! Cape Cod is also home to Cape Cod National Seashore, one of the most beautiful East Coast national parks .

To get to Cape Cod, you simply get on I-93 South in Boston and follow that to Braintree where you’ll get on MA-3 South. Once you reach Sandwich, MA, get on US-6 East to the Cape. Luckily, it’s a very easy drive, but you’ll want to plan far in advance if you’re going to take a friends, family, or couples getaway vacation in Cape Cod.

This 75-minute drive can easily turn into 3+ hours if you leave during rush hour traffic, so either leave very early in the morning (before 5 am) or very late at night (after 9 am) if you plan on arriving on a Friday.

Cape Cod is easily one of the best day trips from Boston for anyone in search of small-town charm, endless stunning beaches, and incredible seafood, so if you’re looking for a summer destination, then Cape Cod should be on your radar!

5. Plymouth, MA

Recommended by Jade from The Migrant Yogi

Plymouth, Massachusetts is a charming coastal town known for its historic role in the founding of the United States. It was here that the first pilgrims landed at Plymouth Rock and established Plimoth Plantation, one of the best historic sites in New England.

Plymouth is undoubtedly one of the best day trips from Boston for history buffs and anyone who loves the past. The entire town is like time traveling to the 17th century.

In addition to checking out Plymouth Rock, there is also a replica of the Mayflower, the ship on which the first pilgrims arrived.

The Mayflower replica is located at Plimoth Plantation , which is a fully-immersive open-air museum. There is a small village, a functional water-powered mill, and an authentic replica of a Native American settlement.

Throughout the museum, there are actors who are ‘working the land’ and giving detailed accounts of what life was like in the 17th century. Head to Plymouth between March and November if you want to visit Plimoth Plantation.

While you’re in town, be sure to visit the National Monument to the Founding Fathers, Edaville Family Theme Park, Pilgrim Hall Museum, and Myles Standish State Forest.

To take a day trip from Boston to Plymouth, you’ll need to catch a bus followed by a short cab ride. The entire journey takes around an hour. Alternatively, you could rent a car and drive.

6. Rockport, MA

Recommended by Samantha from New England Wanderlust

Rockport is an adorable little coastal town in the  Cape Ann  region of Massachusetts’ North Shore and it makes for a perfect day trip from Boston because you can get there in under an hour, and feel like you’ve truly escaped city life.

For the perfect day in Rockport, be sure to stop by Motif 1, a red fishing shack that sits along the wharf, and is the town’s most iconic landmark. It’s also said to be the most painted building in the country, and you can often find artists and painters nearby capturing the beauty of this simple little building. 

Next, a walk along Bearskin Neck is an absolute must, and where you can wander shops and boutiques that are loaded with character and unique finds. This part of town sits along the water, so be sure to walk to the very end where you can enjoy amazing views of the harbor from a beautiful breakwater jetty. 

While wandering through Bearskin Neck, definitely grab some fresh seafood from the Roy Moore Lobster Co . It’s the best in town and located in the most Instagram-worthy little seafood shack.

For a peaceful walk with incredible views, head over to Halibut Point State Park , which has 12 acres of nature trails, and an overlook with sweeping ocean views. And lastly, end your day with a sunset walk along Pebble Beach, and see if you can spot any seals swimming by. 

The best and most convenient way to get to Rockport from Boston is to drive, as there is no direct bus or train route.

7. Portsmouth, NH

Recommended by Kate from New Hampshire Way

Some of the best day trips from Boston are in New Hampshire, and the Granite State has so much to offer. But perhaps the best day trip of all is Portsmouth, New Hampshire, a small and quirky seaside city brimming with personality.

Portsmouth NH  is filled with interesting shops, fun cafes, gorgeous architecture, and a selection of fun breweries set beautifully on New Hampshire’s rocky coastline, a stone’s throw from Maine.

Portsmouth is one of the oldest cities in New England, and you can see this in its beautifully restored historic homes. If you’re interested in history, the Strawbery Banke Museum is a must! This expansive area is filled with homes from the 18th and 19th centuries, and all the guides are fully in character.

Shopping is fabulous in Portsmouth, and you have the bonus of no sales tax in New Hampshire! You can browse estate jewelry at Market Square, find the perfect hilarious gift at Off Piste, get lost in the adorable store of Macro Polo, or enjoy a new book with a coffee or beer at the Portsmouth Book & Bar .

If you’re a beer fan, you’ll enjoy hopping around Portsmouth’s breweries, from the wide variety of beers at the classic Portsmouth Brewery (temporarily closed) to the waterfront, music-filled setting of Great Rhythm .

But one of the best things about Portsmouth is having no agenda. Walk around the streets and discover your own favorite places. There’s a reason why so many Bostonians return to Portsmouth over and over.

Portsmouth is about an hour’s drive from Boston. You can also get there by public transportation: buses run from South Station Bus Terminal to Portsmouth and take about 75 minutes. Alternatively, if you’re a train fan, take Amtrak from North Station to Dover, New Hampshire (90 minutes) and get a taxi to Portsmouth (20 minutes).

8. Portland, ME

Maine’s largest city, Portland, is located about an hour and a half from Boston, making it the perfect day trip destination.

There is plenty to do in Portland, but luckily you can easily visit the highlights even if you spend only one day in Portland . Some of the must-sees include the Old Port district, which is full of cobblestone streets and historic buildings, as well as art galleries, shops, and restaurants.

The Portland Museum of Art is also located in the Old Port district which is the largest and oldest public art institution in the whole of Maine.

If you’re looking for a dose of nature, take a walk or hike in one of Portland’s many parks, such as Deering Oaks Park or the Eastern Promenade. Or, spend some time on the water with a ferry ride to one of the nearby islands, such as Peaks Island or Great Diamond Island.

Another unmissable thing to do is to go on a hunt for the most beautiful lighthouses in Portland . While there are several lighthouses in the area, two of the most popular ones are Portland Head Light and Bug Light.

Both of these lighthouses offer stunning views of the ocean and are definitely worth a visit if you’re visiting Portland as a day trip from Boston.

There are several ways to get to Portland from Boston, including by bus or train, but driving is arguably the easiest one.

9. Boothbay Harbor, ME

Recommended by Kelly from Girl with the Passport

One of the best day trips from Boston is Boothbay Harbor, Maine. It’s a quintessential New England fishing village in mid-coast Maine that is filled with charming houses, delicious lobster, picturesque harborside boardwalks, and stunning views of the wild Atlantic Coast. 

To get here, simply drive along 95 North until you hit the exit for Brunswick, Maine. Once here, follow US-1 North all the way to Boothbay Harbor.

In total, the drive should take just under three hours. But, if you have a bit more time to visit Maine, try driving up US-1 North instead since it offers visitors stellar views of the coast. 

Once here, experience some of the best things to do in Boothbay Harbor , like riding on a historic train at the Boothbay Railway Village or shopping for incredible art at Abacus Gallery. Afterward, do an exquisite walk along the footbridge across the harbor before petting local sharks at the Maine State Aquarium (temporarily closed).

Next, depart on a scenic whale watching tour from the local pier, or ride aboard the mail ferry to outlying islands if you’re looking for a more budget-friendly alternative.

Then, when you get hungry, indulge in some fresh steamed lobster and New England clam chowder at Boothbay Lobster Wharf . Not only is the food excellent but it’s a great place to see how real lobstermen work as you admire the sweeping panoramas from the pier.

10. Lincoln, NH

Lincoln, New Hampshire is a hidden gem in the White Mountains region.

Lincoln is one of the best places to see fall foliage in New England. The Kancamagus Highway is one of the most scenic drives in Lincoln, with its many pull-offs where you can enjoy views of the foliage and even go for a short hike if you want to.

The town is also home to Loon Mountain Resort, a popular ski resort that’s just a short drive from Boston. Even if you’re not into skiing or snowboarding, Loon Mountain is worth a visit in the wintertime as it’s one of the most beautiful places to see snow-capped mountains.

You also can’t miss visiting Flume Gorge, a natural gorge that’s located in Franconia Notch State Park. After purchasing your tickets, you can enjoy the spectacular area on a 2-mile (3.2 km)-long self-guided walk.

There are several ways to get to Lincoln from Boston, but driving is by far the easiest. The drive takes about 2 hours and is a scenic one, especially in the fall.

11. Mount Washington, NH

Recommended by Anwar from Beyond My Door

A bit of a longer day trip from Boston but still worth the visit, Mount Washington is the highest peak in the Northeastern United States. While you could reach close to Mount Washington by bus, having a car gives you the greatest flexibility on your visit.

Summiting the mountain has several options. You could drive the Mount Washington toll road, take the cog railway , or even hike although it is not known to be an easy hike. For those who want to take the railway, it is a scenic view up the mountain but due to its popularity, you’ll need to book well ahead of time for tickets.

For those who choose to drive, you’ll be in good company – the auto road opened in 1861 as one of the oldest tourist sites in the US. Driving the 7.6-mile (12.2 km) road takes most visitors about 30 minutes each way and gives visitors the opportunity to stop and take in the views at various vistas.

The road at times can feel scary with no guard rails and steep drop-offs, but very few road travelers have had issues with only 3 fatalities in its history. You’ll certainly have a great story to tell friends and family back home.

The views from the summit on a clear day make all the trouble worth it. But of important note, Mount Washington has wild weather patterns and the weather can shift suddenly so be prepared for anything.

Pack rain and warm gear even during the summer months. Once at the top you can take in the stunning views, get souvenirs and even dine at the restaurant at the summit.

12. Woodstock, VT

If you’re looking for a quintessential New England day trip, look no further than Woodstock, Vermont. This charming town is located in the heart of Vermont’s Green Mountains and is known for its beautiful scenery and outdoor activities.

Some of the best things to do in Woodstock VT include taking a scenic hike or bike ride through the woods, driving through Vermont’s beautiful back roads, and visiting the charming farms in the area, such as Sleepy Hollow Farm or Sugarbush Farm . The area around Woodstock is also home to many of the most beautiful covered bridges in Vermont .

Fall is definitely the best place to visit the town when you can enjoy the gorgeous fall foliage everywhere you look. Woodstock is actually one of the must-have stops on every New England fall road trip so definitely don’t miss it if you’re in the area!

No matter what time of year you visit, be sure to stroll down Woodstock’s main street, lined with charming shops and restaurants. And if you’re a fan of history, be sure to check out the Billings Farm & Museum , which is dedicated to Vermont’s rural heritage.

Although definitely better for a weekend trip, Woodstock is actually located about 2.5 hours from Boston by car which makes it a great destination for a day trip as well.

13. The Berkshires , MA

Recommended by Karen from Outdoor Adventure Sampler

If you like natural beauty and culture, a road trip to the Berkshires from Boston will provide it. The trip to the heart of the Berkshires is just over 2 hours on the Mass Pike. Exit at Lee and then drive through the picturesque New England towns. Stop for a meal at one of the many farm-to-table restaurants.

For outdoor enthusiasts, numerous hikes wind through the Berkshire Hills. Bash Bish Falls is a stunning waterfall hike in the southwest corner of Massachusetts. Hike in to admire this highest waterfall in the state.

The Berkshires are a wonderful day trip in all seasons. The fall foliage will take your breath away. The Berkshires become a snow-covered wonderland in the winter and excellent  cross country and snowshoeing  can be found throughout the region.

In the summer, Tanglewood, an open-air music venue, beckons. World renown musicians perform for audiences relaxing on the immaculate lawns. The Boston Symphony Orchestra makes Tanglewood its summer home.

You won’t want to miss the Massachusetts Museum of Contemporary Art or the Norman Rockwell Museum in the Berkshire. Each has elaborate exhibits of unique art pieces.

You will enter a world very different from Boston with a road trip to the Berkshires in Western Massachusetts.

Map of the Best Boston Day Trips

Below you can find a customized map that includes all the locations mentioned in this article. A yellow star marks Boston on the map while the Boston day trips are marked with their respective numbers.

If you open up this post on your phone and you click on the bracket in the upper right corner of the map, it will open up in your Google Maps app so you can always have it with you. Super convenient, right?

Planning a trip to New England?

Then you might want to take a look at all our other travel guides about New England. I promise, they are just as awesome as this article was!

• The Perfect New England Fall Road Trip for 2 Weeks
• Vermont in the Fall: Travel Tips & Best Places to Visit
• 16 Incredible Things to Do in Woodstock VT
• 17 Amazing Things to Do in Stowe, Vermont
• 17 Incredible Covered Bridges in Vermont You Need to Visit
• 81 Amazing Vermont Quotes & Captions for Instagram

New Hampshire:

• Kancamagus Highway Fall Foliage Drive: 9 Best Attractions & Tips for Visiting

Massachusetts:

• How to Spend One Day in Boston: Itinerary & Best Things to Do
• 13 Best Day Trips from Boston You Can’t Miss
• Where to Stay in Boston: 8 Best Areas & Hotels
• 133 Best Boston Captions for Instagram (Quotes, Puns & More)
• 19 Spooky Things to Do in Salem MA in October
• How to Spend One Day in Acadia National Park
• The Perfect 2 Days in Acadia National Park Itinerary
• Acadia National Park in the Fall: Practical Info & Tips for Visiting
• How to Spend One Day in Portland, Maine
• 5 Prettiest Lighthouses in Portland Maine You Can’t Miss

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10 Best Day Trips from Boston by Train 2024 (Using the MBTA Weekend Pass)

Looking for day trips from boston by train here are 10 amazing options to explore.

One of the best things about Boston and its surrounding areas is that you don’t really need a car to get around, which was made possible by the MBTA and its commuter rail. 

For adventurers like us, the MBTA weekend pass opens up options for numerous day trips from Boston to many towns and cities without needing to own or rent a car. 

I partnered with my friends Daphne and Larry from Our French Travels who have lived in Boston for over 3 years and have deep knowledge of the city to share about their favorite getaways from Boston by train! 

Let’s jump in! 

Day Trips from Boston by Train

10 best day trips from boston by train.

In 2018 the MBTA unveiled a $10 unlimited commuter rail pass. It was initially a pilot program for the summer, but it was so successful the MBTA made it a permanent weekend offering. Now we can all take advantage of inexpensive day trips from Boston by train.

After living several years in Boston and exploring its many neighborhoods , we decided to take on some exploring of the local areas. These day trips vary from cities to coastal towns to the countryside. 

✅ Download the MBTA Weekend Pass to Your Phone.

Salem is known for its 17th-century witch trials. Nowadays the whole town likes to lean into the witchy vibes, which is why October is the most fun time to visit Salem! 

The whole town is dressed up and they have a month-long festival, which is hosted in the town center. 

There are many museums that will teach you about the very real witch history of Salem, especially the Salem Witch Museum . Salem has more to offer than just witches, though!

Situated on the water, you can take a stroll along the shore. About 1.5 miles off the peninsula there’s a fun arcade.

Salem Willows Park is a great place to spend time. You’ll find many vendors selling comfort food walking around and it’s perfect for a picnic by the water. 

The town center is about 3 blocks from the Commuter Rail Station with the most stores, restaurants, and cafes. You’ll also find many guided walking tours like this History and Hauntings of Salem one!

>> Check availability for the History and Hauntings of Salem Walking Tour! <<

• Best times to visit: October is the best time of year to visit Salem. The whole town dresses up for Halloween. Every weekend there is a festival and many different spooky tours.
• How to get there: take the Newburyport/Rockport line towards Newburyport or Rockport
• Train station in Boston: North Station
• Distance: 30 minutes

2. Providence (RI)

The capital city of Rhode Island is a quick train ride over from Boston. The Commuter Rail station drops you off in the middle of downtown and has extensive public bus transportation though the city is very walkable. Just be prepared for some hills.

There is a river that runs through the middle of Providence. For a quick day trip from Boston by train, Providence has a lot going on to spend the whole day.

A fun thing to do in Providence is a narrated boat tour . This is a great way to learn more about the history and architecture of Providence.

>> Check availability for the Providence Narrated Boat Tour! <<

In the river, you’ll see the metal containers that are used for the WaterFire event.

WaterFire is probably one of the most famous things about Providence. This event generally kicks off in April. The “braziers” or metal containers with wood are lit up. 

Music is played in the background and a group of people in black cloaks light up each brazier. It is a little creepy, but a beautiful sight of the river. These events bring together the community with vendors, locals, and tourists. 

Some other favorite things we enjoy in Providence are the 10,000 Suns sunflower field in the summer, walking up to Brown University , and wandering through Providence Athenaeum , which is free for visitors.

Like Boston , Providence has many great places to eat. Some of our favorite places to eat are New Rivers, Dune Brothers, Al Forno (a great romantic place), and Hot Club . 

• Best time to visit: Spring or Fall. Since you’ll be walking around a lot I’d avoid going when the weather is too hot or too cold.
• How to get there: take the Providence/Stoughton line towards Wickford Junction; get off at Providence
• Train station in Boston: South Station, Back Bay, Ruggles
• Distance: 1 hour

This is my second favorite town near Boston. The number one thing to do once you exit the train is to go to Bedford Farms Ice Cream for a nice large ice cream before walking into town. 

Concord offers a lot of history. Many famous writers spent time here and are buried here. 

Once you’ve hit up Bedford Farms ice cream, there are great options for things to do in Concord. 

• Walden Pond: Walden Pond is a great place to spend a hot summer day. 
• Minute Man National Historical Park: The first battles of the American Revolution were fought in Lexington and Concord. Minute Man National Historical Park preserves this history.

>> Be sure to check out the most immersive self-guided walking tour of America’s history! <<

• Old North Bridge: Old North Bridge is part of the route followed by British Troops to Boston.
• Historic Houses: Many famous writers called Concord their homes such as Ralph Waldo Emerson, Nathaniel Hawthorne, and Louisa May Alcott. You can visit these! 
• Sleepy Hollow Cemetery: Not only did many famous literary people live in Concord, but many of them are also buried here as well. You can visit their graves at Sleepy Hollow Cemetery. 

Check out the free Concord Trolley that can work as your “Hop on Hop off” bus while you’re in Concord. It will take you through the famous sites, houses, and Walden Pond. You can also explore concord by wheels with this bike share service .

Concord has many different walking tours . My personal favorite is the “ Chocolate with a History Twist ” . Given all of Concord’s historical ties to the American Revolution and many literary writers there truly is something for everyone. 

Honestly, one day is not nearly enough time to experience everything Concord has to offer.

• Best time to visit: Spring, Summer, or Fall. Since you’ll be walking around a lot I’d avoid going when the weather is too hot or too cold. But definitely visit Bedford Farms Ice cream.
• How to get there: take the Fitchburg line towards Wachusetts; get off at the Concord station
• Distance: 40 minutes

4. Rockport 

Rockport is my favorite town to visit on a day trip from Boston. Every time my friends and family came over to visit us in Boston, we’d bring them to Rockport. 

This small town found at the end of the Rockport Line is situated right on the water. When you get off the train there is a map right near the exit of the station that shows different painted paths on the sidewalk to downtown. 

The paths are very easy to follow and drop you right downtown, then you can take them back to the commuter rail station when you’re ready to leave. 

Wait until you make it downtown to grab a coffee or a snack. Once you’re on Main St. head to Brother’s Brew Coffee or Beans & Leave Cafe . From here we like to take our coffee to the beaches to enjoy our breakfast. 

Next, explore downtown and see all there is to offer. There are cute candy shops, fresh lobster stands, and an incredible ice cream store on Bearskin Neck. Once you reach the end of the downtown peninsula you can walk on the beach and water break. 

Rockport is not known for its beaches which means that they are generally a lot less crowded than Glouscter or Maine. The beaches are also a little rockier. 

There are lots of kayak, canoe, or sailboat rentals if you prefer to be on the water.

• Best time to visit: Spring or Summer. Being on the coast the fall and winter get very cold and gray plus the majority of restaurants and stores are closed in the off-season.
• How to get there: take the Newburyport/Rockport line towards Rockport
• Distance: 1 hour 30 minutes

5. Worcester

Worcester is the second biggest city in Massachusetts and is well known for its arts and sciences. It’s home to 8 universities and colleges, including UMass Medical School and Worcester Polytechnic Institute.

Places to visit include the Worcester Art Museum , with more than 35,000 works of art. The Hanover Theatre and Mechanics Hall both have regular shows worth visiting. 

For history lovers like us, the Worcester History Museum is all about the history of the area. There’s also the EcoTarium which is a mixture of a museum and a zoo. 

Since it’s a big city, Worcester has a great transportation network so you don’t need a car to get around. The MBTA commuter rail station is right in the middle of the city with a bus station across the street.

• Best time to visit: Any time really. Stuff to do indoors all year round, and a great transportation network will get you there without a lot of walking outside
• How to get there: take the Worcester line toward Worcester

6. Wachusett

Wachusett is a perfect place to visit in winter. You get to go to the mountains in just under 2 hours as a day trip from Boston by train. If you like skiing, then this is the trip you want to take. Wachusett is one of the many skiing options available in New England .

In winter there are “ski trains” that head out to Wachusett on the MBTA that has slots for your skis. In summer there’s one that has a slot for bikes.

Wachusett offers a free round-trip winter shuttle from the commuter rail station to the mountain. You get to go skiing without exerting energy to drive. 

In the summer Wachusett has some festivals and food truck roundups. The main problem is in the summer they don’t have a shuttle from the station to the mountain so you’re left needing to get an uber. I would not recommend walking because it is far and steep. 

Not far from the commuter rail station is Great Wolf Lodge. As a fun activity, they allow people to purchase day passes or ½ day passes to enjoy the indoor water park and adventure games.

• Best time to visit: Winter for skiing, fall for leaf peeping, and Summer for hiking
• How to get there: take the Fitchburg line towards Wachusett. This requires a 10-ish minute Uber ride to the mountain. During the Winter there is a shuttle on Saturdays.
• Distance: 1 hour 40 minutes

7. Plymouth

Plymouth most famously is known for Plymouth Rock where the pilgrims arrived at the “New World.” I will say it is a rock and not really interesting.

But since you’re in Plymouth, take a quick photo of it then move on to see the rest that this wonderful town has to offer! 

If you’re particularly interested in the Pilgrims’ history and settlement in Plymouth, head to Plimoth Plantation , a live museum that brings the Pilgrims’ daily life to life.

>> Check availability for Plimoth Plantation! <<

The main street is a little ways away from the commuter rail station. We took an uber because we did not feel up for the walk. On Main street, you’ll find many wonderful local shops, amazing ice cream, and a scenic walk along the bay. 

For such a small town Plymouth is bustling! You’ll find festivals or a museum on seemingly every corner. There are many lovely parks to walk through and stores with boatloads of locally made saltwater taffy. 

One of the things on my bucket list when we moved to Massachusetts was to go to a Cranberry Bog . Plymouth is the place for that! 

The Cranberry Bog Tours picks the group up, brings everyone to the farm, and teaches everyone about cranberries. Wading in a cranberry bog is such a unique opportunity! 

Try it for yourself. 

• Best time to visit: Spring for fewer crowds
• How to get there: Take the Kingston/Plymouth line towards Kingston then take an uber the final way to Plymouth
• Train station in Boston: South Station

8. Lawrence

Located just below the New Hampshire border, Lawrence is a growing city with lots of fun activities. 

The first stop should be Heav’ly Donut for some incredible donuts. After you’ve gotten your fill of incredible sweets, head to the Canal Street Antique Mall for some exploring. You could spend hours wandering the aisles of all the incredible treasures there. 

The city is also known for its incredible building-sized murals, ranging from the music legends mural to the Food for the World mural . Primarily you’ll find these on Essex Street, but you’ll be surprised to find them all over the city. 

Lawrence is definitely a city you can spend a few hours exploring, from restaurants to the arts and culture scene. 

The city is pretty spread out, but there is a bus system that will help you get around the city. The MBTA Station is centrally located, so there is a lot that you can get to just by walking as well. 

• Best time to visit: A good town to visit year-round
• How to get there: Take the Haverhill line
• Train station in Boston : North Station

9. Newburyport

The MBTA Commuter rail station is situated right on the Clipper City Trail. This 1.1-mile trail connects from the Merrimack River to downtown. Newburyport is located on the water.

Massachusetts is known for having whale migrations between May through October. 

There are at least 3 kinds of whales and a variety of different sea animals. This whale-watching tour takes you from downtown Newburyport through the Merrimack river into the Gulf of Maine on a 149-passenger ship. 

Joppa Flats Education Center teaches students all about wildlife in Massachusetts. This center offers summer activities for adults and children alike. It has helped band, research, and aid over 36,000 birds. 

My favorite festival in Newburyport is the Old Christmas Tree Bonfire . After Christmas is over the Newburyport firefighters will collect Christmas trees. The trees are piled high and then set on fire. 

There are vendors selling hot chocolate and marshmallows. It is cold before the fire is set, but then quickly warms up. This is a fundraiser for the Volunteer Fire Department so there is a small fee to enter.

• Best time to visit: Fall for the whale watching
• How to get there: Take the Newbury/Rockport line towards Newburyport

10. Hyannis

While this stop is not on the Weekend Commuter Rail pass it is definitely a must-visit. From Memorial day through Labor day, you can head to Cape Cod on the CapeFlyer . On weekends a round-trip ticket can be $20. 

The mile-long Main street in Hyannis has 120 shops and restaurants, 3 museums, and some lovely beaches. One of the main attractions is to take a tour of the local glass factory, Sandwich Glass Museum . 

Though you may have taken many MBTA train rides from Boston, check out the scenic historic train ride in Hyannis. Cape Train has many themed rides with stunning views.

The day trip from Boston by train to Hyannis is longer than other trips, but it is by far one of the most scenic. Cape Cod is what Massachusetts is known for and is where many people spend their summer. Expect it to be busy in the summer and mostly closed in winter. 

Hyannis is the “beginning” of the Cape which is formally known to include Nantucket and Martha’s Vineyard. For a longer trip onto the Cape, you can take a ferry from Hyannis to the islands. 

• Best time to visit: Summer
• How to get there: Take the CapeFlyer
• Train station in Boston : South Station, Braintree, or Brockton
• Distance: 2 hours 20 minutes

How to Take Day Trips from Boston by Train

What is the MBTA Weekend Pass?

Back in the summer of 2018, the commuter rail of Boston launched a pilot weekend pass program. This meant that for $10 you had unlimited rides on the commuter rail on Saturday and Sunday. This was a game-changer.

Typically the commuter rail fares are between $4.60-$26.50 round trip depending on the zone. Each leg of the trip has its own variable cost which makes exploring towns along the route very expensive.

After such a successful pilot, the MBTA decided to make weekend passes a permanent option! Now you can purchase the ticket on the mTicket app and enjoy a weekend of hop-on hop-off train exploration!

How Much Does the MBTA Weekend Pass Cost?

The MBTA Commuter weekend pass costs $10. Keep in mind that this is only for the commuter rail. 

The regular MBTA system does not have a discounted weekend price and those will remain the same. If you need to take the train from your local station to North or South Station that is additional to the $10 unlimited pass.

The local subway is $2.40 one way and the bus is $1.70 one way. There is a free transfer from the subway to the bus.

How to Use the MBTA Weekend Pass

Using the ticket is very simple! You can either download the mTicket app to get your ticket or purchase your ticket at the North and South train stations. 

If you’re not leaving from Boston’s North or South Station, you can purchase the ticket on the train.

Note: Each person in your party will need to download the app to their phone, you cannot have multiple tickets in one app.

After you’re on board and settled, the train conductors will start making their rounds to check the tickets. Activate and show your ticket on the mTicket app or have your physical ticket marked off–don’t worry it’s still for unlimited use.

Personally, we found the app to be the easiest way to travel with the weekend pass. It’s easy to activate, easy to show the conductor, and hard to lose. 

FAQs: Best Day Trips from Boston by Train

When is the best time to take a day trip from boston by train.

Larry and I like to leave on an early commuter train out to our selected location. Since the trains leave Boston and come back on the same track there is a 1-2 hour lag between each time the train leaves Boston. 

By leaving on the first train of the morning, we get to make the most out of the commuter rail’s weekend pass. 

I recommend heading to North or South Station for the 8 AM train out to your destination. If you time it right, you can go to 2-3 places in a day.

Do I need to rent a car when taking a day trip from Boston?

Definitely not! All these towns and cities are very walkable. You can explore easily and let the MBTA Commuter Rail do the transportation while you enjoy the scenery. 

If you have more time, take a 10-day road trip from Boston to Portland, Maine !

Is the train ride from Boston scenic?

Absolutely! The routes can take you along the bay for some beautiful ocean views. Some other routes take you through Massachusetts through forests and peaceful rolling hills. Not only do you get to spend your day trip from Boston in a new place but you get to go by train.

Final thoughts: Best Day Trips from Boston by Train

Boston is a fun city, but the fact that it is centrally located in New England means that there are lots of places easily accessible to visitors. Not only are there many road trips to take , but Boston makes it easy to visit the area by train. 

Massachusetts is dotted with wonderful small towns and cities that are worth visiting. You can really explore so much of Massachusetts when you use the MBTA commuter pass for $10 on unlimited trips for 48 hours.

Ready to get started on your day trip? Check out these travel essentials to make your day trip smooth!

About the Authors: Daphne & Larry French are the married couple writing for Our French Travels . They lived in Boston for over 3 years and share a love of travel. They have collectively traveled to over 70 cities.

More related content:

• 10 day New England Road Trip Itinerary (Portland to Boston Drive)
• The Perfect 3-Day Portland, Maine Itinerary
• Best Travel Products

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My Favorite Travel Tips + Resources

Here is a quick glance at all my go-to travel tips and resources that I use to plan every trip! For more information, check out my travel resources page .

• Booking flights: I use Google Flights to check all routes and find the best flights. Then I compare Skyscanner (for the lowest prices) before I book.
• For hotels, I go through Booking.com or book directly with Marriott (for points + rewards).
• When I travel internationally, I’ll book through Hostelworld for very budget-friendly stays.
• For vacation rentals, use Vrbo or Marriott Homes & Villas .
• Expedia also has some great bundles for hotels, flights, and car rentals altogether.
• Car Rentals: I love renting cars through Discover Cars . They have been consistent and provide the best customer service.
• Trains in Asia: Trip.com has the best options!
• Trains in Europe: Trainline or Omio .
• Visa Application: For a hassle-free process, apply for your visa from iVisa .
• Travel Credit Card: I book all my travel (flights, hotels, car rentals) through Chase Sapphire .
• Vaccines and Medications: Check the CDC website for updates on necessary vaccines to enter a country, including updates on Covid-19 and recommended places to visit. I recommend getting all the vaccines you need before you go!
• Tours + Experiences: I absolutely love my tours! Everything from eerie walking ghost tours to food tours, I’ll usually book something every trip either through Viator or GetYourGuide .
• Entertainment: Looking for entertainment like sporting events, theater shows, or concerts? Book with Ticket Squeeze !
• Tech : Keep your internet browsing safe, secure, and fast with ExpressVPN
• Language Learning: The best place to learn a new language is through Babbel as you travel to countries you don’t know the language.
• What to Pack: I almost always travel by backpack . For products I like, check out my packing guide page for all the things I take with me on different trips.

Pafoua is the author and creator of Her Wanderful World. Pafoua writes from her numerous excursions about all things travel, from fun itineraries to creating memorable experiences on the road. When she’s not traveling, Pafoua loves a fun board game night with her friends or is snuggled up reading a good book. You can find her on Instagram @herwanderfulworld.