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How to Spend One Week in Massachusetts

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New England is a beautiful place to visit, and thanks to its four distinct seasons, you can experience it in different ways based on when you plan your trip and the areas you explore. Spending one week in Massachusetts and getting a taste for this New England state’s highlights is doable with a little road tripping here and there (and maybe a couple ferry rides). 

Despite being located on the far eastern side of the state along the water, you’ll find that Boston is a good home base for your week in Massachusetts. Most of what you’ll want to see is within driving—or ferry—distance from the city, and this is also where you should plan to fly in and out of via Logan International Airport .

Note that while below will offer the best options for exploring the entire state in a week, if you’re visiting in the summer, you may want to spend more time doing coastal activities. If that’s the case, sub out one of the road trips (for example, the Berkshires) for more time on Cape Cod, Martha’s Vineyard, or Nantucket . Or simply take a day to relax at one of Massachusetts’ best beaches . 

Similarly, if you’re visiting during fall’s peak foliage season, that may warrant spending more time in Western Massachusetts, as it’s one of the best places to see foliage in New England . This part of the state is also where you’ll find more outdoor activities like hiking and skiing.

Here’s one sample itinerary for how to see Massachusetts in a week, but of course, you can always make it your own using this as a starting point. This guide maps out your trip in a way that both limits and includes renting a car, as most of the itinerary can be accessed either way.

Day 1: Boston

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Plan on flying in and out of Boston’s Logan International Airport , as that’s where you’ll find the most flight options at the best prices. Book a hotel in the city, keeping in mind you want to be somewhat close to the attractions you’re looking to see, but also that Boston is quite walkable and easy to get around with public transportation and Uber.

For your first day in the city, start with Boston’s iconic Freedom Trail , which is a 2.5-mile brick path leading you to many historical sites either on your own self-guided tour or with a guided tour . The Freedom Trail is not a loop, as it starts at the Boston Common , the oldest park in the country, and ends in Charlestown, home of the Bunker Hill Monument and the USS Constitution. However, you can follow the Freedom Trail in either direction or pick and choose which pieces are most of interest to you if time is limited.

Taking the Freedom Trail will allow you to hit several popular tourist attractions and historical landmarks, from the Faneuil Hall Marketplace and the Old North Church to the Paul Revere House, State House, and the site of the Boston Massacre.

Day 2: Boston

Take the second day in the city to visit one or two of Boston’s top museums . Families will want to check out the Boston Children’s Museum, throw replica tea bags overboard at the Boston Tea Party Ships and Museum , or experience STEM-focused, interactive exhibits at the Museum of Science. For those more into art, head to the Museum of Fine Arts, Isabella Stewart Gardner Museum, or the Institute of Contemporary Art.

Pop over to Newbury and Boylston Streets, along with the Prudential Center and Copley Place, for some shopping in the Back Bay. There are plenty of restaurants in this area as well that make for good lunch or dinner spots. Another option is to go to one of Boston’s breweries and try out local beers alongside a meal. More and more are popping up in neighborhoods like Fort Point , a newer area next to the Seaport . 

Lastly, if it’s a beautiful day and you only want to see one museum (or none at all), book a ticket on the famous Duck Tour to see Boston in a boat on wheels.

Day 3: Provincetown or Other Cape Cod Towns

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One of the best day trips from Boston is visiting Provincetown at the tip of Cape Cod, a town known to locals as “P-Town” via the 90-minute ferry departing from Boston through the Bay State Cruise Company. Because of this, you won’t have to rent a car yet—and you can avoid Cape traffic. (It would take you 2.5 hours to get there driving from the city without accounting for traffic, which you’re bound to hit during warm weather months.) If you choose the car-free route, we recommend you omit Martha’s Vineyard (or Provincetown if you really want to get to the islands) and spend more time in one of the other listed destinations.

Provincetown is known as an LGBTQ-friendly resort community, with beaches and a downtown area filled with restaurants, art galleries, and boutiques. As a bonus, the town is known to be dog-friendly, so go ahead and bring your four-legged friend. Also, consider stopping by the nearby Truro Vineyards of Cape Cod to sample local wine paired with cheeses and other snacks (or bring your own lunch to enjoy on the picnic tables). If it’s beach weather, visit the Cape Cod National Seashore .

Day 4: Martha's Vineyard

Martha’s Vineyard and Nantucket , islands off the coast of Massachusetts, are two popular destinations for Bostonians and tourists alike during the summer months thanks to their picturesque beaches. For a short trip, Martha’s Vineyard will be your best option, as it’s a shorter ferry ride than Nantucket. Before booking, keep in mind that if you’re visiting Massachusetts during the winter months, you’ll likely want to forgo the Martha’s Vineyard trip, as the islands are quiet at this time of year.

The ferry departing from Woods Hole in Falmouth—the “fast ferry” at 45 minutes—will take you to Vineyard Haven in Martha’s Vineyard, where you’ll find shops, restaurants and more. Visitors also enjoy checking out the towns of Oak Bluffs, home to the island’s Gingerbread Cottages , and Edgartown, both of which offer their own charm. There are beautiful beaches all around the island, including South Beach and also the picture-perfect Aquinnah and Cliffs of Gay Head.

There is no direct ferry from Provincetown to Martha’s Vineyard, which is why you’ll want to have a car to see both. It’s up to you if you bring the car to Martha’s Vineyard or not. The ferry departing from Woods Hole via the Steamship Authority does permit cars, but it can be expensive, and reservations are often needed. You don’t need a car on Martha’s Vineyard if you bring (or rent) a bike or plan to get around by the island’s Vineyard Transit Authority.

If you opt for skipping Provincetown, you can get from Boston to the Martha’s Vineyard “slow ferry” without a car during summer weekends on the CapeFLYER train. This goes from Boston’s South Station to Hyannis, where the Hy-Line ferry departs from, taking about an hour to Oak Bluffs. You can technically do this with the P-Town visit, but you’d have to take the P-Town ferry back to Boston then get on a train to the Martha’s Vineyard ferry, which is a bit of a time suck.

Day 5: The Berkshires

Western Massachusetts , particularly to the area known as the Berkshires, is another area you won’t want to miss on your tour of the state. The Berkshires are exceptionally beautiful during peak foliage season . You’ll want to have your camera ready as you drive through the towns, from Stockbridge (one of our picks for the best small towns in the state) and Lenox to North Adams and Great Barrington.

Aside from leaf-peeping, the Berkshires are where you’ll find a wide variety of outdoor activities—hiking, snowshoeing, skiing, cycling, and more—along with music festivals, art galleries, and museums.

If you’re looking for a luxury spa experience, book a night at the Canyon Ranch Lenox . Other recommendations for accommodations include Tourists Welcome in North Adams, the Cranwell Resort in Lenox, Berkshire East Mountain Resort in Charlemont or charming bed and breakfasts throughout the area.

Day 6: Salem

Salem is a coastal Massachusetts town filled with historical landmarks, located 30 minutes north of Boston. Known for the Salem Witch Trials of 1692 , this New England town is especially popular during Halloween season, bringing in over 250,000 people each year for the Salem Haunted Happenings , which take place throughout October. If you’re traveling to Massachusetts from late-November to the New Year, they also have a Holiday Happenings festival. 

Salem is a town you’ll want to check out regardless of the time of year, as there is plenty to do from visiting the Salem Witch Museum , Peabody Essex Museum or The House of Seven Gables, to touring the Salem Heritage Trail , which features 127 historical sites across three loops.

Day 7: Newburyport and Depart from Boston

A bit further north of Boston is Newburyport, another coastal town and a popular day trip from the city . It’s maintained its historic charm from when it was settled back in 1635 but has been modernized over time. Walk around the town, pop into shops, and grab a bite to eat on the marina. If you have a car, nearby beaches, including Plum Island , are a short drive away.

Newburyport is a 40-minute drive or 32-minute train ride (take the Newburyport/Rockland Commuter Rail line) from Salem. When you’re ready to head to the airport, it will take you under an hour, but be sure to look out for traffic, especially on Fridays and weekends. If you don’t have a car, you can take the C&J non-stop bus service to the airport.

If you prefer to skip Newburyport and get back to the city before your flight, use this time to take a Duck Tour in the morning, walk along Boston’s HarborWalk or explore a neighborhood you haven’t yet seen.

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55+ Things to Do in Massachusetts: Your MA Travel Guide

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You might be thinking to yourself, what is Massachusetts known for? What is there to do in Massachusetts? Well, the Bay State is well-known for all kinds of very Massachusetts things to do, attracting as many as 31 million visitors each year! From the big city of Boston to the quaint towns of the Berkshires , there is no shortage of fun things to do in MA!

In this post, we hope to provide a Massachusetts bucket list for you: a list of the essential activities, sites, and fun places to visit in Massachusetts. While this is certainly not a comprehensive list of all the best things to do in MA, this Massachusetts travel guide has been designed to cover as much as possible. If you want to dive deeper into a destination or activity, each item has links to lead you to further information.

Ready to get inspired for your next trip to Massachusetts? Let’s go!

Table of Contents

55+ Fun Things to Do in Massachusetts

Walk boston’s freedom trail.

Boston is at the top of the list for cool places to go in Massachusetts, for sure. There are tons of things to do in Boston for visitors of all kinds. Whatever your interest, there are plenty of activities in Boston MA that will call to you, but it may be especially intriguing to history buffs.

Boston is home to a tremendous depth of American History. One of the key activities for a visitor to the city is to walk the Freedom Trail .

The Freedom Trail is a 2.5 mile path that takes you around Boston on a route passing 16 important historical sites, including the Paul Revere House, Old State House, and Granary Burying Ground.

Also check out:  18 of the Best Free Things to Do in Boston | Weekend in Boston: A Perfect 2 Day Itinerary

Experience a classic New England Christmas

Blurred out view of a storefront with lights in Massachusetts.

As the year comes to an end, the magic of the holiday season holds Massachusetts in its grasp. There are countless things to do for the Christmas season in Massachusetts , especially if you want to experience a classic Christmas. From cutting down your own Christmas tree to Christmas events in Boston , the Norman Rockwell classic Main Street Christmas in Stockbridge at Christmas , you truly can’t pick a better region in which to celebrate the holidays.

Sip some Sam Adams

Sampling craft beer is a longtime staple of Massachusetts fun. While we recommend making time to tour a variety of breweries, one of the most essential is the Sam Adams brewery. If you can visit this Boston brewery, do so, as it’s a good time. If not, just grab a Sam at a local restaurant or pub. Cheers!

Explore the witchy history of Salem

A large white historic home looms large surrounded by trees and a white wrought iron fence under a clear sky in Massachusetts.

Salem is one of the most fascinating places to visit, and if you’re looking for things to do in Massachusetts in October, this should be at the top of your list!

We recommend visiting Salem in October for the iconic fall/Halloween experience, but Salem is a great destination at any time of year (and is likely to be far less crowded in the other months)! Scope out the sites where Hocus Pocus was filmed , sample the goods of the local restaurant scene , and enjoy all the free things to do in Salem that make it one of the most popular Massachusetts tourist attractions!

Salem was home to the infamous Witch Trials of the 1690s. There’s lots to discover about that time during your visit, but Salem has plenty more to explore, including literary legends, maritime history, and more.

Brush Up on Your Boston Slang

Visiting Boston MA? Wicked cool, but you’d bettah brush up on your Boston slang first! Don’t want to get Southie and South End confused, and if you’re a coffee drinker, you’re going to want to know what you’re in for if you ask for a regular coffee!

Visit the literary legends in Concord

Speaking of literary legends, Massachusetts may have some kind of record for them; so many well-known authors and poets have been born or lived here, so if you’re a lover of literature and looking for what to do in Massachusetts, a visit to Concord needs to be at the top of your list!

Concord, MA is one of the best MA destinations for those in search of literary sites. Among the authors who lived here are Louisa May Alcott, Ralph Waldo Emerson, and Henry David Thoreau.

Read Next: Exploring Concord’s Literary History |  25 Must-Read Books Set in New England

Cheer on the Red Sox

Aerial view of a baseball park at night surrounded by the city in Massachusetts.

Taking in a Red Sox game at Fenway is a rite of passage for a New Englander, and an absolute must do in Massachusetts for any self-respecting baseball fan! If you’re unable to attend a game, consider taking a guided tour of historic Fenway Park . You can squeeze one in during this guided 24 hour itinerary of a fun day in Boston !

Frolic in the daffodils

You can’t pick the flowers at Parsons Reserve Daffodil Field in Dartmouth, but you can most certainly walk amongst the sunny daffodil fields and take in these gorgeous bursts of color as they bloom mid-April to early May. If you’re looking for spring things to do in Massachusetts, this is perfect!

See some incredible lighthouses

Home to nearly 50 lighthouses, it’s no wonder that basically every Massachusetts vacation guide you’ll come across is going to include a visit to a lighthouse! Those traveling from outside of New England are likely to want to see (and photograph ) some of these incredible structures. After all, when it comes to things to do in Massachusetts, seeing lighthouses are some of the most essential items on any MA bucket list!

Take a duck tour in Boston

Boston’s Duck Tours are a classic Boston activity for any visitor. These amphibious boats bring you on a tour of the city by river and by land; the perfect way to travel!

Click here to book a duck tour.

Stroll down Rockport’s Bearskin Neck

Just an hour or so north of Boston is the quaint town of Rockport . This spot has been known as an artist’s colony for years, and it’s easy to see why. Rockport is one of the most beautiful places in Massachusetts. In fact, the old fishing shack pictured below, Motif #1, has been called the most painted structure in the US, as it is the subject of countless paintings and works of art.

A visit to Rockport is a great addition to any Massachusetts things to do list.

Eat a fresh lobster roll

In Rockport, Boston, or pretty much anywhere along the coast of MA, you will want to try some lobster during your vacation. If you’re not a fan of a full boiled or steamed lobster, you may like the variation of a cold lobster roll sandwich; a lobster roll is definitely the best of Massachusetts!

“Summer” on the Cape

Hydrangea flowers surrounded by leaves with a small blue cottage in the background in Massachusetts.

Cape Cod is one of America’s summer playgrounds, and you will fall in love with it as have countless before you. Beaches, vineyards, horseback riding, sailing, biking. Don’t miss this top MA destination, because when it comes to Massachusetts in summer, it doesn’t get much better than Cape Cod !

Attend New England’s best renaissance festival

I love a Renaissance festival, and Massachusetts has a fantastic one in Carver: King Richard’s Faire . This annual event is one of the best things to do in Massachusetts in the fall, bringing with it live entertainment, performers and guests in costume, themed weekends, amazing food, music, and even a jousting tournament; how’s that sound for fun in Massachusetts?

Stand in line for one of the North End’s famous cannolis

The question of where to find the best cannoli in Boston has been the subject of heated debate. You’ll have to answer the question for yourself. But that sounds like a particularly delicious project, doesn’t it? It might even take you to some of the best restaurants in Boston MA !

You could also sample more of Boston’s culinary favorites on a food tour .

Go to a concert at Tanglewood

Tanglewood is a summer music venue in Lenox, MA. It is the summer home of the Boston Symphony Orchestra, as well as hosting many contemporary acts in their venues, including open air concerts that can be attended from the lawn. James Taylor is a frequent performer at Tanglewood; this is definitely one of the top summer activities in Massachusetts!

Go whale watching

A large whale splashes in the dark blue ocean above is a pale orange, cloudy sky in Massachusetts.

One of the best things about Massachusetts is that from April through October, it’s whale watching season on the MA coast. Hop aboard a whale watching tour to go and catch a glimpse of these majestic creatures.

I have personally sailed twice with 7 Seas Whale Watch out of Gloucester, and I have greatly enjoyed my experience both times! Spotting the whales is an exhilarating experience, and you learn a lot about them on the ride out to the Stellwagen Bank National Marine Sanctuary, where the whales are seen.

Catch amazing theatre at Shakespeare & Company

This professional theatre company in the Berkshires presents stellar performances in a lovely setting; this is definitely one of those Mass things to do that is very New England!

Party in Provincetown

Provincetown , also known as P-Town, has a rich history and a modern vibe. Today, it’s known for its vibrant community that is extremely LGBTQ+ welcoming. The calendar is stocked with constant activities and events, and there are lots of great restaurants and places to stay to choose from, too!

Discover Revolutionary History in Concord, Lexington, and beyond

Looking for history-heavy attractions in Massachusetts? Head to Concord. The first rumblings, protests, and finally the battles of the Revolutionary War were all fought in Massachusetts. You can delve deep into history of MA, and especially in the Concord and Lexington areas. Don’t miss Minute Man National Historical Park, where the opening battle of the Revolution is brought to life.

Read More: Top 13 Historic Sites in Massachusetts

Pick apples in September

Many red apples piled high in a wagon surrounded by trees under a blue sky in Massachusetts.

One of the best things to do in Massachusetts in September, the apple orchards are filled with ripe fruit ready to be picked! Heading with your family to a local farm or orchard is an autumn tradition. Definitely something to add to your MA travel itinerary, especially if you’re looking for family fun Massachusetts style!

Read Next :  7 Great Places to Go Apple Picking in Massachusetts

Step back in time at Plimoth Plantation

You’ll be diving into early American history at Plimoth Plantation , located in Plymouth, MA . Yes, this is THAT Plymouth, where the pilgrims landed in the Mayflower .

This living history museum doesn’t just cover the Colonial history, however, but also focuses on the Wampanoag Tribe, the people native to the region. You will learn a lot during your visit here and will likely feel you’ve stepped back in time.

Don’t miss touring the Mayflower II , a full-scale reproduction of the original 1600s ship that sits in the harbor. Honestly, the whole town is one of the best tourist attractions in Massachusetts!

Daffodil festival in Nantucket

Every April in Nantucket, you can find the Nantucket Daffodil Festival, a joyful celebration of this bright yellow beacon of springtime.

Tour Harvard’s hallowed halls

This iconic Ivy League campus deserves a visit when you’re traveling in Boston.

Take a hike

It might sound like a basic item to cross off your MA bucket list, but it’s an essential one because Massachusetts is home to some great hikes ! Though you won’t find the high peaks of New Hampshire here, there is plenty of diverse terrain and altitude variation to keep things interesting.

And of course, there is gorgeous scenery all around as you get to play in some of the most beautiful places in Massachusetts !

Visit some haunted spots

Trail leading through a wooded forest, as leaves cover the ground in Massachusetts.

Being as old as it is, the region of New England has grown up with some tall tales, legends, and mysteries surrounding it. Massachusetts is one of the most mythical of the states, boasting lots of potentially haunted spots. Places like the Danvers State Hospital and the Lizzie Borden House are among MA’s most infamous, so if you’re looking for entertainment in Massachusetts that’s on the spooky side, this might be it!

Whether it’s abandoned spots or ghost towns you’re interested in, there are some pretty spooky things to do in Massachusetts!

Eat clam chowder

New England clam chowder is one of the most traditional foods of Massachusetts, and it was created here. Enjoy a hot, steaming bowl of the creamy good stuff while you’re here.

Peer at The Bulb River

Do you enjoy flowers? What about flowers that look like a cascading river or waterfall? The Bulb River, a carefully cultivated flow of rich purple hyacinths, can be found each year at Heritage Museums & Gardens in Sandwich, Massachusetts.

You’ll have to time your visit well to catch the Bulb River; it generally blooms in early May and lasts for approximately one week, so if you’re planning a trip to Massachusetts in May, you might just catch it, but the gardens offer other beautiful displays throughout the year.

Pay a visit to Boston’s many museums

Museum that says, \

Boston has dozens of awesome museums. Personally, my favorite is the Boston Science Museum , a thrilling place that kids and adults alike can enjoy for hours on end. Other worthwhile choices include Boston Museum of Fine Arts, the Boston Children’s Museum, Isabella Stewart Gardner Museum, the Boston Tea Party Ships & Museum, and the Harvard Museum of Natural History. This is definitely one of the top things to do in Massachusetts with kids!

If you’re planning to visit a few of Boston’s best museums, you will want to consider getting a Boston attractions pass. Read this to help you choose the best one to get: Go Boston Card vs Boston CityPASS: Which is Better?

Wander through old cemeteries

Morbid? Maybe. But cemeteries are a fascinating link between the present day and the past. I think New England’s historic graveyards are beautiful and interesting, and I’ve rarely seen older gravestones anywhere in the US; this is a beautiful way to explore Massachusetts’ history!

Marvel at Bash Bish Falls

Looking for things to do in Western MA ? This waterfall, the highest single-drop waterfall in the whole state, is very close to the border with New York. You can hike to the base of the falls in around 2/3 of a mile. More info here.

Read Next:  12 Must-See Waterfalls in Massachusetts 

Book a fall foliage getaway in a cozy cabin

Cabin nestled in trees with fall foliage reflected in a serene lake in Massachusetts.

Check into an idyllic cabin for the perfect weekend getaway from Boston, NYC, or wherever you’re coming from. Consider booking a stay in a cozy cabin during fall foliage season or as the snow starts to fall; when it comes to fun things to do in Massachusetts in winter, how fantastic does getting snowed in with your favorite people sound?

Learn about maritime history at the New Bedford Whaling Museum.

One of the must do things in Massachusetts for the history fan or lover of the sea is the  New Bedford Whaling Museum . Here you can further appreciate New England’s rich maritime past and learn all about the art of whaling, which played a massive role in New England’s economic history.

Walk along the Bridge of Flowers

What could be more charming than this 400-foot long bridge that is covered in flowers? You can walk this beautiful garden space found in Shelburne Falls, MA, definitely one of the best things to do in Massachusetts in the summer!

Visit Patriot Place

Four young children watch football practice on a field in Massachusetts.

Massachusetts loves its sports. Gillette Stadium in Foxborough is home to the New England Patriots football team. It’s also home to Patriot Place , an attraction in its own right. There is so much to do here! Entertainment, food, shopping, a nature trail/cranberry bog, and more.

Take a walk through the House of the Seven Gables

Visiting Salem is already on this list, but I wanted to point you to this literary attraction in the town: the House of the Seven Gables. This is not only an incredible, historic old home, it’s also famous for its role in Nathaniel Hawthorne’s work of the same name, and certainly one of the must visit cool things to see in Massachusetts!

Tour historic homes

Speaking of historic mansions and houses, New England has them in spades. A few nice places to visit in Massachusetts that we haven’t mentioned yet include Naumkeag in Stockbridge , The Mount (Edith Wharton’s home) in Lenox, and Gore Place in Waltham.

Seek out magical small towns

Red barn on a farm with snow. Fall foliage is hanging off trees in Massachusetts.

Massachusetts may be known for the big city of Boston, but its essential charm is found in its rural, small towns . Most of these are found in the western and central portions of the state, but really, you can’t take many trips to Massachusetts without stumbling across some of these charming spots.

Sip the delights of the Nashoba Winery

There are an abundance of wineries producing exceptional wines in Massachusetts and in New England as a whole. One standout is Nashoba Valley Winery in Massachusetts, where you can enjoy a strawberry rhubarb wine.

Go kayaking at Plum Island

In addition to its coastal position, Massachusetts is home to myriad of lakes and rivers. That makes kayaking an excellent outdoor activity, wherever you’re visiting in the state. For some fun coastal kayaking, consider Plum Island , a barrier island just off of Newburyport . Plum Island Kayak offers tours and rentals so you can see some of the most beautiful spots in the area.

The Paul Revere House

Remember that guy who cried out “the British are coming”? That was Paul Revere on his famous midnight ride. In Boston, you can see his house and other historic buildings. (This is a stop along the Freedom Trail, if you are following that through the city). You should definitely make it a point to see this historic landmark, one of the best things to do when visiting MA!

Take the ferry to Martha’s Vineyard or Nantucket

Homes along the coast under a purple and blue sky. Boats float on the water in Massachusetts.

Don’t just stay on the mainland when traveling to Massachusetts; make some time for the MA islands as well. Nantucket and Martha’s Vineyard have so much to offer and they are both laid back and charming, with their own distinctive vibes; check out these gorgeous places to stay on Nantucket and Martha’s Vineyard !

There are multiple ferry options for both: Nantucket Ferry  | Martha’s Vineyard Ferry

Meet the animals at a working farm

This is an especially nice activity if you’re traveling to Massachusetts with kids. A working farm, such as Dalby Farm in Scituate, MA, gives visitors an opportunity to have close encounters with the farm animals.

Stay at the Lizzie Borden Bed & Breakfast

Have a burning desire to stay in a haunted hotel or inn? Well, you’ve come to the right region. New England is bursting with possibly haunted hotels . One of these rumored to be haunted is a spot with a particularly grisly past: the Lizzie Borden House. Now it’s a Massachusetts B&B where you can stay in the infamous rooms where horrible things happened. You in? Go for it.

Help out at a cranberry bog

A cranberry bog is seen with ripe red berries floating at the top and green trees and a truck are in the distance, silhouetted by a clear blue sky above in Massachusetts.

Did you know you can help out with the cranberry harvest at a local bog? Definitely one of the more unique experiences Massachusetts has to offer! Cranberries are grown in a very interesting way, and when the time comes to harvest them, the bogs are flooded to raise up the ripe berries. Check out the bogs you can visit here .

Go Cross Country Skiing

Looking for Massachusetts things to do in winter? Cross country skiing is a great choice if you’re looking to get out in the snow for a bit of a workout in some seriously scenic XC spots in MA.

Walk through Arnold Arboretum

Beautiful Arnold Arboretum in Boston is home to so many spectacular blooms like cherry trees, rhododendrons, and so much more, but if you visit on Lilac Sunday, you’ll get to experience a beloved spring event that is one of the coolest experiences in MA for nature lovers!

Spend a day at the beach

Massachusetts has many miles of coastline, so don’t neglect enjoying it! There are rocky parts of the coast as well as flat sandy beaches. While the water is a bit chillier than you might find at other beaches farther south, the coast here is so lovely, you will undoubtedly be drawn to it. Many of MA’s best beaches are found on Cape Cod.

Read This : 15 Best Beaches in Massachusetts

Luxuriate at Blantyre

Historic brick home with green plants growing up the side under a blue sky in Massachusetts.

You deserve to be pampered! Consider Blantyre , located in the Berkshires. This place is the epitome of luxury. Book a stay that will make you feel like royalty. Especially check out the Manor House, which has total Gilded Age vibes and is one of those magical places in Massachusetts that will have you wondering when you died and went to heaven!

See also: 10 Romantic Getaways in Massachusetts for the Perfect Couples Escape

Get cultured at Mass MoCA in North Adams

Contemporary art aficionados will enjoy Mass MoCA , the Massachusetts Museum of Contemporary Art. With exhibitions, educational programs, and a full calendar of events (including concerts), there’s a lot going on in this little northwest corner of the state.

Stay at a charming Cape Cod Inn

When it comes to charm, Cape Cod has plenty of it, and Captain’s House Inn is no exception! If you’re looking for romantic things to do in Massachusetts, consider whisking your favorite person off to Cape Cod’s Captain’s House Inn! You can read about our experience here: Staying at the Captains House Inn, Cape Cod: A Review

Click Here to Check Prices & Book!

Witness the running of the lambs at Old Sturbridge Village

Old Sturbridge Village is a worthwhile Massachusetts attraction in Sturbridge . This living history museum recreates daily life in the late 1700s and early 1800s. In spring, the newborn lambs make the village extra special, and at the end of the day you can watch “the running of the lambs” as both lambs and sheep run across the common to be fed at the barn. This is definitely one of those unique places to visit in Massachusetts!

White historic home with a brick chimney. Two people with historic homes walk in front of it in Massachusetts.

Massachusetts Central Rail Trail

If you love biking, you should grab your wheels and take a ride on the longest rail trail in the Northeast. That is the Massachusetts Central Rail Trail , and it will eventually stretch 104 miles from Boston to Northampton . Additional miles are opening up all the time, although currently there are only 51 miles open.  Pass through 25 communities on this bike path that is an important part of MA transportation of the past, present, and future.

For details on currently open sections of the trail, check out this guide .

Yankee Candle Village

If you’re like me, you likely have dozens of candles burning around your home at any given time. Many of those incredible scented candles are Yankee Candles, which smell AMAZING. Why not see where they’re made? You can even make some candles yourself at the Yankee Candle Village in Deerfield.

It’s not just candles either; the village has an abundance of family-friendly activities and events throughout the year. There’s lots to see, sample, smell, taste, make, and buy here; it’s one of those very wholesome Massachusetts things to do!

Get lost in a corn maze

One of the quintessential MA fall activities is the corn maze. In Massachusetts, you can find some terrific options, including the enormous and complex Mike’s Maze . A new, themed maze with activities is created each and every year. Go get lost!

See also:  15 Best Pumpkin Patches in Massachusetts

Need more help planning your Massachusetts trip? Check out these guides:

  • 11 Can’t-Miss Things to do in Brewster MA
  • 11 Fun Things to Do in Great Barrington Massachusetts
  • 11 Amazing Things to do in Hadley MA
  • 13 Great Things to Do in Marblehead MA
  • 8 Mouth-Watering Restaurants in Springfield MA
  • 9 Best Things to Do in Pittsfield, Massachusetts
  • 12 Things to Do in Wellfleet MA: A Cape Cod Getaway

You might also like:

  • 101 Things to Do in New England: The Ultimate New England Bucket List
  • 13 Incredible Antique Stores in Massachusetts: Antiquing MA

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15 Best Places to Visit in Massachusetts

Written by Barbara Radcliffe Rogers Updated May 13, 2023

The sheer variety of experiences and tourist attractions in Massachusetts will astonish you. Boston itself combines the vibrancy of a modern university town and commercial city with treasured historic sights. Plymouth preserves - and recreates - the experience of New England's earliest settlers. Throughout the state, you can visit the homes and studios of some of America's most beloved writers and artists: Louisa May Alcott, Thoreau, Whistler, Longfellow, Melville, Norman Rockwell, and Daniel Chester French.

But the places to visit in Massachusetts are not all about culture and history. Whether you head for the ski trails of the rolling Berkshires in the west or the long white sands of Cape Cod and Martha's Vineyard , Massachusetts is about kicking back and having a good time, too. Plan your trip with our list of the best places to visit in Massachusetts.

2. Cape Cod

3. cambridge, 4. nantucket and martha's vineyard, 5. salem and cape ann, 7. lexington, 8. plymouth, 9. the southern berkshires, 10. mohawk trail and the northern berkshires, 11. worcester and old sturbridge village, 12. new bedford and fall river, 13. amherst and the pioneer valley, 15. newburyport and plum island, map of places to visit in massachusetts.


From the Brahmin bastion of Beacon Hill and the historic sights of the famed Freedom Trail , to the world-class art museums , "The Hub" has something for everyone. Whether your passion is fine art, ethnic neighborhoods, Americana, antiques, seafood, modern architecture, black history, music, the Revolution, technology, bookstores, boats, brownstones, boutiques, or baked beans, you'll find it here.

Tourists interested in history can start their tour of the Freedom Trail at Boston Common , where you can get self-guided tour information or sign up for a tour led by a costumed interpreter at the Visitor Center . Highlights of the tour are the State House , Old South Meeting House , Paul Revere House , Old North Church , and Bunker Hill Monument . Tourists can also explore areas like the North End , a walkable neighborhood that is home to many historic sites (and several excellent pastry shops).

Boston is a great city for families, offering plenty of attractions that interest all ages . The Waterfront district is a great place to start, home to the New England Aquarium and the Christopher Columbus Park . The famous Faneuil Hall Marketplace is only a five-minute walk from here, offering a huge range of dining options, including a food hall, as well as tons of shops and cart vendors. Families also love the Boston Museum of Science , home to a planetarium, IMAX, and many interactive exhibits.

Younger kids always adore the Boston Children's Museum , which is full of activities and playful learning, and any summer visit with kids needs to include a ride on the Swan Boats in the beautiful Boston Public Garden .

Cape Cod

Reaching out into the Atlantic south of Boston, Cape Cod is the city's summer playground, with miles and miles of white-sand beaches and picturesque towns filled with tourist attractions and amusements.

For active travelers, the Cape offers sailing, fishing, kayaking, swimming, and miles of cycling and walking trails. Nature lovers find bird-filled salt marshes, and whales to watch in the nearby waters of Stellwagen Banks. The seafood is legendary, and in the fall, entire landscapes are red with cranberries.

A 40-mile stretch of Cape Cod's eastern coast is set aside as Cape Cod National Seashore , its perfect dune-backed beaches, woodlands of Atlantic white cedar, and bird nesting grounds networked by miles of hiking paths. At the outer tip of the cape is lively Provincetown , known for its inclusive atmosphere and thriving arts scene, including live drag shows during the summer. Tourists also venture to the far end of the cape to see the impressive dune system.

View of Harvard University

Although part of Boston's metropolitan area and connected by a single transit system, Cambridge is a separate city. And within it are two premier universities whose campuses feel like cities of their own. Harvard is the country's oldest institution of higher education, dating from 1636, only 16 years after the Pilgrims landed at Plymouth. The campus, which you can tour free with a lively student guide, is centered in Harvard Yard , right at Harvard Square .

Adjacent are the outstanding Harvard Art Museums , in a building designed by Renzo Piano, and farther on is the complex housing the equally prestigious Peabody Museum of Archeology and Ethnology; Mineralogical Museum; and the Botanical Museum, housing the famous collection of glass flowers.

The 150-acre Massachusetts Institute of Technology (MIT) campus is an open-air art gallery, with sculptures by artists that include Pablo Picasso, Alexander Calder, Henry Moore, Jacques Lipchitz, and Auguste Rodin. Discover these with the help of a campus map, as you stroll among buildings designed by some of the greatest names in modern, postmodern, and contemporary architecture: Frank Gehry, Alvar Aalto, I. M. Pei, and Eero Saarinen, among others.

Gay Head in Martha's Vineyard

South of Cape Cod and easy to reach by ferries, Nantucket and Martha's Vineyard offer sandy beaches and the relaxed pace of island life. Nantucket is a 15-mile-long island only 30 miles south of Cape Cod. Between 1740 and 1830, more than 125 whaling ships called Nantucket their home port, making it the world center for the whaling industry.

You can discover more about whaling, whales, and the ships and seamen who hunted them, at the Nantucket Whaling Museum , filled with ship models, scrimshaw, whaling equipment, fascinating logbooks, and the skeleton of a 43-foot sperm whale. Elsewhere on the island are chic shops and restaurants, beaches, and miles of quiet lanes and walking trails.

One of the most relaxing places in Massachusetts is laid-back Martha's Vineyard , only five miles from Cape Cod, but light years away in atmosphere. Its gentle landscapes are covered in farms and six villages, each with its own year-round local life. Some of its miles of beaches are beneath scenic sand bluffs. The appealing town of Oak Bluffs preserves rows of little 19th-century "gingerbread" cottages, built when it was a Methodist Camp meeting site; don't miss the historic merry-go-round, the Flying Horses Carousel .

  • Read More: Top Attractions & Things to Do in Nantucket

Salem and Cape Ann

North of Boston, and less visited than Cape Cod, Cape Ann is known for the picturesque fishing harbor at Rockport , and the working port of Gloucester. But in-the-know travelers come here for its beautiful and uncrowded beaches, its thriving art colonies, and the idyllic little towns of antique-filled historic homes .

Salem was the hub of the China Trade, and once one of the major ports on the East Coast, and its streets today are still lined by stately homes built for sea captains and prosperous merchants. It has literary connections as the birthplace and home of Nathaniel Hawthorne, and the added historic appeal of the infamous Salem Witch Trials -a grim history that Salem has turned into several tourist attractions.

  • Read More: Top-Rated Tourist Attractions in Salem and Cape Ann


Although Concord was of major importance in the struggle for independence - it was here that the "shot heard 'round the world" was fired at North Bridge on April 19, 1775 - it is as well-known for the transcendentalists . This remarkable group of writers and philosophers who lived and worked here included writers Ralph Waldo Emerson, Louisa May Alcott, and Henry David Thoreau, and they created some of their most famous works here.

You can visit the Alcott's Orchard House , preserved in its original state, where Louisa set her semi-autobiographical novel Little Women . Walden Pond , immortalized in Henry David Thoreau's writings, is part of a 411-acre nature preserve with a replica of his cabin.

For an overview of Concord's Revolutionary history and literary legacy visit the excellent Concord Museum , where you'll find Native American artifacts, Thoreau's snowshoes and furniture, Ralph Waldo Emerson's study, and the original lantern that signaled Paul Revere, along with collections of 17th- to 19th-century decorative arts and furniture.


Northwest of Boston is Lexington, where the first shots in the War of Independence took place on April 19, 1775. A Minuteman statue by sculptor Henry Hudson Kitson and a monument mark Battle Green, where colonial militia members (called the Minutemen for their ability to get ready for battle in a minute's notice) clashed with British troops.

Minutemen and their commander, Captain Parker, gathered in the 1710 Buckman Tavern before confronting the British, and its interior, preserved as it would have been in the 18th century, is complete with the original seven-foot-wide taproom fireplace. The old front door still contains British musket-ball holes.

Munroe Tavern , built in the early 1690s, became a field hospital for the wounded and contains period artifacts and furniture. The Hancock-Clarke House contains period furniture of the Clarke family and Reverend John Hancock, grandfather of the signer of the Declaration of Independence.

Plimoth Patuxet Museums

Pilgrims fleeing religious persecution in Britain arrived in Plymouth in 1620 on board the Mayflower , establishing the first permanent European settlement in the north. Plymouth Rock marks the place where the Pilgrims first landed.

Visit a re-creation of their village, peopled by costumed interpreters who play roles of actual Pilgrims at Plimoth Patuxet Museums (formerly known as Plimoth Plantation ), and learn about the life of Native Americans who welcomed them at Hobbamock's Homesite.

Pilgrim Hall Museum opened in 1824 to showcase Pilgrim artifacts; furniture; decorative arts; painting; and the remains of the Sparrow Hawk, a wooden ship that wrecked off Cape Cod in 1626. Highlights include Governor Bradford's bible, Myles Standish's sword, and the original cradle used by Peregrine White, who was born on the Mayflower. Sparrow House , built in 1640 and Plymouth's oldest surviving wooden house, shows how primitively the first settlers lived.

  • Read More: Top-Rated Attractions & Things to Do in Plymouth, MA

The Southern Berkshires

The Berkshires, with their green hills, white churches, photogenic villages, and narrow country lanes, present the idyllic view of New England. Since the early 1800s, the southern communities of this region, which covers the entire area of western Massachusetts, have been a magnet for creative talent, and this cultural largess of music, dance, art, and literature is one of the region's major tourist attractions .

So are the miles of hiking trails, scenic waterfalls, and the ski areas of Butternut and Catamount , which combine to make the southern Berkshires one of the favorite places to visit in Massachusetts in the winter. Among the natural highlights are 80-foot Bish Bash Falls and the hike to the summit of Monument Mountain .

Stockbridge was home to the artist Norman Rockwell, and the Norman Rockwell Museum features his original works. Chesterwood was the summer home of Daniel Chester French, sculptor of the Seated Lincoln in Washington's Lincoln Memorial; his studio showcases his work, including working models.

In Pittsfield , you can tour Arrowhead , home of Moby Dick author Herman Melville . Lenox , best known for Tanglewood , the summer venue of the Boston Symphony Orchestra, was home to Pulitzer Prize winning author Edith Wharton, who built The Mount here in 1902 on a 40-acre estate, where you can tour her extraordinary Italianate gardens.

If you love gardens, be sure to also see the Berkshire Botanical Garden in Stockbridge. The Berkshire Museum in Pittsfield features works by American artists, an Egyptian mummy, and antiquities from Classical Greece and Rome. Naumkeag is the 44-room summer residence of a prosperous family, filled with antiques, art, and Chinese porcelain.

Mohawk Trail and the Northern Berkshires

Tony Award-winning Williamstown Theater Festival and the many resources of Williams College make Williamstown a cultural hub in Western Massachusetts. The Clark Art Institute Museum features extensive collections of European and American painting and sculpture, highlights of which are the works of French Impressionists and American painters Winslow Homer and John Singer Sargent.

Hike the Maine-to-Georgia Appalachian Trail as it crosses the summit of Mt. Greylock , the state's highest point, or you can drive to the top for views of three states.

Williamstown is the start of the scenic driving route, the Mohawk Trail , which follows an old Native American trail across western Massachusetts. In North Adams, MASS MoCA is an arts center for sculpture, theater, dance, and film, housed in 27 restored historic buildings. Hancock Shaker Village features a working farm using Shaker methods and 20 original furnished buildings used by the Shaker community from 1783 to 1960, including the Round Stone Barn.

Sawmill at Old Sturbridge Village

Worcester is an industrial city west of Boston, at the center of rolling rural countryside. Its prosperous history shows in the collections of the Worcester Art Museum , whose more than 35,000 pieces are highlighted by European and American works, Asian art, Greek and Roman sculpture, and contemporary art.

The most recent addition is the outstanding collections of medieval, Japanese, and other armor and artifacts from the now-closed Higgins Armory Museum . The indoor/outdoor EcoTarium complex features wildlife exhibits, a planetarium, and a tree-top walkway where you can learn about the New England environments and ecosystems.

Worcester was the major center of manufacturing diners between 1906 and the 1960s, turning out more than 600 of them that were transported across the country. You can honor this legacy by stopping at the well-preserved Miss Worcester Diner or Boulevard Diner .

Not far from Worcester is Old Sturbridge Village, a living history museum of more than 40 historic homes, farm buildings, and shops demonstrating New England crafts and daily life of the early 1800s. One of the state's most visited tourist attractions, Old Sturbridge Village appeals to all ages with its costumed interpreters demonstrating period crafts such as spinning, weaving, wool dyeing, pottery, tinwork, and blacksmithing, along with the daily tasks of farmers, millers, and homemakers.

In May, July, and September, the small town of Brimfield becomes the entire Northeast's Antiques Central, as dealers and collectors converge for several days of frenzied buying and selling at the Brimfield Antique Show and Flea Market .

New Bedford and Fall River

South of Boston and Cape Cod, New Bedford was the heart of the world's whaling industry in the 19th century, with 80 percent of the nation's whale ships, and factories turning whale oil into candles and whale bone into corset frames and umbrellas. This legacy is remembered in the excellent Whaling Museum , with displays on the history of whaling, a large scrimshaw collection, a whaleboat, whale skeletons, and a whaling film.

Also worth seeing are the Seamen's Bethel featured in Herman Melville's Moby Dick , and the 1834 Rotch-Jones-Duff House with decorative arts, antique furniture, and extensive gardens. Take a self-guided walking tour of the waterfront, preserved as the New Bedford Whaling National Historical Park , and still an active and colorful fishing port .

Nearby Fall River also has a rich history, both as a textile center and a shipping port, but perhaps its most famous citizen was Lizzie Borden, whose trial for her alleged murder of her parents still fascinates visitors to the Fall River Historical Society museum. The Marine Museum houses one of the world's largest Titanic exhibitions and models of the Fall River Line, a fleet of steamships that carried wealthy passengers from New York and Boston to summer homes in Newport.

At Battleship Cove, you can tour New England's largest floating museum, which includes the battleship USS Massachusetts , PT torpedo boats 796 and 617, the USS Lionfish , a WWII submarine, and the USS Destroyer Joseph P Kennedy , which served in Korea, Vietnam, and the Cuban Missile Crisis.

Historic Deerfield House

Near the Connecticut River in central Massachusetts, Amherst is home to the University of Massachusetts, Amherst College, and Hampshire College, making it a center for arts and culture with museums, galleries, bookstores, and performance venues. The Emily Dickinson Museum includes the poet's home and that of her brother, where you'll find collections and exhibits relating to her life and writing.

In nearby Hadley, a stage coach, oxcart, wagon, broom-making equipment, and other old farming equipment is shown in a restored 1782 barn at the Hadley Farm Museum . Several historic homes and a museum at Historic Deerfield illustrate the colonial and Federal periods in the Pioneer Valley.


The Merrimack River powered some of the world's largest mills during the heyday of the textile industry, and in the Lowell area are a number of reminders of that era. The Middlesex Canal , built between 1793 and 1803, connected the Merrimack with the port of Boston, playing an important role in the Industrial Revolution that is explored at the Middlesex Canal Museum in Billerica.

The American Textile History Museum traces textile production from the 18th century to the mid-1900s with exhibits of hand-powered tools, machinery, fabrics, and garments.

Another facet of textile history is shown at the New England Quilt Museum , where you can admire the intricate handiwork in contemporary, traditional, and antique quilts. For a break from textiles, see works of James Abbott McNeill Whistler and other American artists at his birthplace, the Whistler House Museum of Art .

The major tourist attractions relating to Lowell's part in the Industrial Revolution are found at two open-air museums: the Lowell National Historic Park and the Lowell Heritage State Park . After seeing the videos, hop on the trolley for a tour, or in summer ride a boat along the canal system.

A guided tour of the Boott Cotton Mills Museum shows the weaving room where 88 looms pound away, powered by an ingenious system of shafts, belts, and pulleys all driven by the Merrimack River. Nearby, the former workers' boardinghouse concentrates on the living conditions and explores the stories of textile workers, often farm girls or immigrants. Lowell's textile mills were instrumental in the beginning of the American labor rights movement.

Newburyport Superior Courthouse

Newburyport has a rich history as an important seaport and shipbuilding center, and you can explore its seagoing past in the Custom House Maritime Museum . Get a look at the prosperity that shipbuilding brought to the city at the federal-style Cushing House Museum and its beautiful gardens. The house is filled with collections of furniture, silver, needlework and treasures brought back from exotic ports. The harbor is still active, and you can take whale-watching tours from its docks or enjoy a meal at one of the waterfront restaurants.

Nearby Plum Island is an 11-mile barrier island, with miles of beaches, dunes, and marshes protected by the Parker River National Wildlife Refuge . You can kayak in its marshes, walk its beaches, and watch for sea and shore birds from its boardwalks. For information on its resident and migratory birds, stop at the Massachusetts Audubon Society's Joppa Flats Education Center.

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Where to Go in Massachusetts: For even more information on what to see and do, refer to our pages on the Top-Rated Tourist Attractions in Massachusetts . This will give you a complete overview of the major tourist sites around the state. When you are ready to fine tune your itinerary, these articles will lead you to the best beaches , hiking trails near Boston , and the best weekend getaways .


Exploring Nearby States : New England is a compact region, so it's easy to see the attractions of New Hampshire and explore historic Portsmouth , only a short trip from Boston. Northern New Hampshire is home to the White Mountains, where you'll find some of New England's best hiking trails and mountains for skiing . On the coast to the south is Rhode Island , with the spectacular mansions of Newport .

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New England Wanderlust

Fall , Massachusetts  ·  June 16, 2023

Fall In Massachusetts Ultimate Guide: 35 Things To Do & Places To Visit! (2024)

What I love about fall in Massachusetts is the amazing variety of things to do. Whether you’re looking for epic fall foliage, an off-season trip to the coast, breathtaking mountain views, or a cozy getaway in the woods – Massachusetts has you covered. Not to mention, it’s home to the most exciting Halloween destination in New England – Salem!

This post is my round-up of all the best places for fall foliage in Massachusetts, and the best things to do in autumn to celebrate this wonderful season. So, what are we waiting for? Let’s start planning your perfect fall getaway to Massachusetts!

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Best Time To See Fall Foliage In Massachusetts

First thing’s first, if you’re looking for the best fall foliage in Massachusetts, you’ll need to know when to plan your visit. The short answer is – it depends, but generally the beginning of October is a safe bet for most places in Massachusetts.

For places like The Berkshires, you’ll want to plan your trip around the first week of October to try and see peak foliage, and for places around the central part of the state, the second week of October is ideal.

For places like Boston, and the North Shore region, including Salem, mid-October is typically prime foliage season, and it can sometimes last through the beginning of November in these areas.

As always in all my fall posts, I like to mention that peak foliage times are never guaranteed from year to year. It’s all based on weather and temperatures throughout the year, and it can vary a bit. So these timelines are general suggestions.

Views along the Mohawk Trail in The Berkshires, which is an amazing fall foliage drive.

Best Places To See Fall Foliage In Massachusetts

While there are more places all over the state to see amazing fall foliage, this list is my narrowed down, best-of-the-best when it comes to the most bang for your buck in terms of seeing fall color. In no particular order, here’s where I suggest you go while leaf-peeping in Massachusetts:

1. The Berkshires

Mount Greylock in The Berkshires is one of the best places to visit in fall in Massachusetts for colorful views of the mountains.

An iconic mountain region in the northwestern part of the state, The Berkshires is home to absolutely incredible fall foliage, and makes my list of the best places to visit in New England . But on top of that, it’s also a great destination for charming towns, quiet getaways, hiking, nature, and impressive restaurants. If you’re looking for a fall getaway in nature, this is the place to go.

The Berkshires also has some absolutely wonderful places to stay to make your getaway even more memorable. You can either book a cozy cabin in the woods, or stay at a variety of inns and B&B’s, ranging from traditional and homey, to modern and Instagram-worthy.

Some notable things to check out in The Berkshires in the fall season are:

  • The Mount Greylock summit, which you can drive to, or hike up
  • The Mohawk Trail scenic drive (more on both of these later, though!)
  • Drive Route 7 from Williamstown to Sheffield
  • Hilltop Orchards for cider
  • Field Farm in Williamstown
  • The Ashuwillticook Rail Trail

Check out the “Where To Stay” section at the end for my recommendations on the best places to stay in The Berkshires!

2. Sturbridge

Sturbridge is a cute little town to explore in the fall in Massachusetts, and is home to the amazing Old Sturbridge Village.

One of my favorite small towns in Massachusetts to visit in the fall season is Sturbridge. Honestly, Sturbridge is charming year-round, but winter, and especially fall, are simply magical here.

The biggest attraction in Sturbridge is Old Sturbridge Village, which is a recreation of a New England town in the 1830s, and spans over 200 acres. You’ll find a covered bridge here, historic homes, and plenty of fall color to go around. For a peek at what New England life was like in the early 1800s, this is such a wonderful experience to have (even if you’re not a history buff!).

But outside of Old Sturbridge Village, you’ll find lots of small-town charm, and you can spend the afternoon sipping on craft beer at Altruist Brewing, grabbing a fun lunch at Sawdust Coffee & Dessert Bar, and enjoying all the bright foliage at every turn.

Sturbridge makes for an easy day trip, or a wonderful weekend/overnight getaway.

3. Deerfield

Deerfield is one of the best small towns to visit for historic New England scenery, and fall foliage.

Much like Sturbridge, Deerfield is another quaint town exploding with fall color in autumn. You can also step back in time here and visit the Historic Deerfield museum, which is home to historic buildings, and feels especially charming in the fall. Some of the houses are decorated with giant pumpkins and gourds, which is really fun to see (and also makes for the quintessential New England photo!).

Just 10 minutes outside of Deerfield, you can also visit Poet’s Seat Tower in Greenfield , which is spectacular in the fall season. You can hike or drive up, and once you arrive at the top, you’re greeted with an awesome bird’s eye view of the area dripping in fall color.

The bridge along the Battle Trail in Lexington is near Concord, and a great place for fall foliage in Massachusetts.

Famous for Louisa May Alcott, Walden Pond, and ties to the Revolutionary War, Concord is such a quaint little place that’s filled with serene things to do, and you guessed it … fall foliage. You’ll find lots of historic homes here as well, which just always makes you feel like you’re in the heart of New England.

Of course, Walden Pond should be at the top of your list for a fall visit. Not only will you find bright fall color surrounding the pond, it’s such a peaceful way to spend a lovely fall afternoon.

Just a few mins away from Concord in the nearby town of Lexington, you’ll also find some very festive fall things to do. The Battle Trail at the Minute Man National Historical Park is wonderful during fall foliage season. And a few minutes from that path, you can head over to Wilson Farms, which is an incredible farm store that’s especially exciting in the fall season.

The Boston Common is the fall season is always filled with gorgeous foliage colors.

Fall in Boston is really quite spectacular, especially if it’s a city vibe you’re after. And even though it’s an urban environment, there’s plenty of fall foliage to be had, including at the Public Gardens, Boston Common, and the Charles River Esplanade.

And what I love about autumn in Boston is that it still can feel very homey. The Beacon Hill neighborhood, especially, is filled with picturesque streets worthy of postcards, and stoops decorated with beautiful pumpkin displays.

Since Boston is also in a great location, it’s accessible to most of the places on this list, making it a great starting point for an epic New England fall road trip, or a vacation around Massachusetts in the fall.

6. Newburyport

Fall foliage at the waterfront park in Newburyport.

One destination I don’t think gets enough credit in the fall season (or any season, really!) is Newburyport. I say this every time I mention this great little city, but it’s a place that feels more like a quaint town, and definitely gives you all the Hallmark movie set vibes.

Newburyport has gorgeous fall foliage, especially in its waterfront park, and Maudslay State Park . It’s also home to amazing shopping, dining, and beautiful scenery. During the fall season, they have fun events in town, and also host an awesome Oyster Fest (which I get more into later in the post!).

Between Springfield and The Berkshires, you’ll find the cute little city of Amherst, which is most famous for being the home of poet Emily Dickinson. While you can (and should!) tour her family’s homestead, there are also some really fun fall things to do around the city.

One of the best ways to enjoy fall foliage in Amherst is to bike one of the rail trails, and I especially love the Norwottuck Rail Trail. This 11-mile paved trail is pretty flat, making it great for all skill levels, and takes you over a beautiful bridge offering river views backdropped by foliage, and through other scenic areas.

Another great rail trail nearby is the Manhan Rail Trail, which is Easthampton. This one is also great for foliage color along the path.

Mount Holyoke Range State Park, is another wonderful foliage place to check out in Amherst, and offers plenty of trails to explore for a day out in nature.

You’ll also be able to find all kinds apple orchards nearby in this area, and explore the cute little downtown area for shops and restaurants.

Appleton Farms in Ipswich is a wonderful place to spend a fall day in Massachusetts.

I think Ipswich is another underrated destination in New England, and it also boasts amazing fall color this time of the year. Ipswich is often regarded as a coastal town, but it has such beautiful farm lands and parks to explore, making this a great place to visit in the fall, too. It’s also only about 30 minutes from Salem, if you’re looking for a day trip to take from there.

Two of my favorite places to visit in the fall in Ipswich are Russell Orchards and Appleton Farms, and they’re only 10 minutes apart from one another. Appleton Farms is owned by the Trustees, and is one of the oldest continually-operating farms in the entire country. Here, you’ll find picturesque rural scenery that’s worthy of a postcard, and miles of walking trails that are ablaze with fall color. They also have a cute little farm store to shop from before you leave.

Russell Orchards is part winery and part farm store, and 100% worth a stop! In the fall season, you can pick your own apples, and get some cider doughnuts from their bakery. They also have all kinds of fall treats and decorations available, like pumpkins, gourds, mums, ice cream and local products. Be sure to swing by their winery for a tasting, too!

Also in Ipswich, you can tour the gorgeous Crane Estate, visit the Wolf Hollow sanctuary, and sip on seasonal crafts brews at True North Ale Company.

9. Quabbin Reservoir – A Hidden Gem!

The Quabbin Reservoir in central Massachusetts is a hidden gem for fall foliage.

One foliage spot in Massachusetts that not as many people know about is the Quabbin Reservoir. And man, the fall color here is amazing! This reservoir is the largest body of water in Massachusetts (besides the coastline, of course), and is one of the biggest suppliers of unfiltered water in the entire country.

During your visit, you have access to over 100 miles of scenic trails here that are perfect for walking and biking, as well as awesome overlooks to enjoy the scenery from different perspectives.

Quabbin Reservoir is located pretty much smack dab in the middle of state, so it’s easy to make a day trip here from most places mentioned in this post, or to incorporate into your fall itinerary while touring Massachusetts.

Best Things To Do In The Fall In Massachusetts

Okay, now that we have my favorite fall foliage destinations out of the way, let’s get into all the most fun things to do in Massachusetts in the fall season!

10. Visit Salem In October

Salem, MA in October is one of the most exciting places to visit. This is the famous Witch House, which you can tour during your visit.

I mean, this is a given, right?

Not that it needs an introduction, but I do think that experiencing Salem in October is something everyone in New England should do at least once. I’m not especially big into Halloween (I love fall, but I’m mostly into Halloween for the candy 😉), but even I kind of love Salem during the month of October.

Between spooky ghost tours, the Salem Witch Trials Memorial, Hocus Pocus filming locations, Halloween events during Haunted Happenings, wonderful restaurants, tons more history, and New England charm everywhere, Salem is really the perfect October experience to have in Massachusetts.

Pro Tips About Visiting Salem in October:

  • It’s going to be crowded. This was a shock to me the first time I went in October (not sure why, exactly!). But book well in advance, make dining reservations ASAP, and anticipate lots and lots of people everywhere.
  • If you’re in Boston, or staying in Boston, I love to recommend this Boston to Salem ferry . It takes less than an hour, and it saves you the hassle of finding parking in Salem. This is especially handy on the weekends.
  • Salem fall foliage is usually and its best closer to mid-late October, which perfectly coincides with Halloween festivities!

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

11. Drive The Mohawk Trail

The Mohawk Trail in the Berkshires is one of the most scenic fall drives you can take in Massachusetts.

The Mohawk Trail is one of the most, if not the most, scenic drives in all of Massachusetts during the fall season. Located in The Berkshires region, this drive begins in Williamstown, ends in Greenfield, and spans over 60 miles of gorgeous views.

The drive also stops by some of the best towns to visit in The Berkshires area, including Shelburne Falls and North Adams. And what I love about this drive is that there are so many things to do along the way, including awesome breweries, cideries, coffee places, restaurants, and plenty of scenic overlooks where you’ll want to have your camera ready.

One of the best places for incredible views is the Whitcomb Summit, which is the highest point along the route. Be sure to stop here to take in all the gorgeous fall color!

12. Have A Cozy Cabin Getaway

The Berkshires is also the best destination in Massachusetts for a cozy cabin getaway, which just feels especially perfect once the chilly fall weather sets in. And this region has so many wonderful cabins and places to rent that you’re sure to find the perfect one for you.

Whether you’re hoping for small place that’s a romantic hideaway for two, or a bigger retreat for a family gathering, there’s definitely a little something for everyone.

And with The Berkshires, you’re never too far away from a cute town with great farm-to-table dining, or a relaxing, scenic hike. So, pick whichever house calls to you, and then take things from there.

🍁 Click here to browse the best places for a Berkshires escape in nature!

13. Enjoy The Foliage Views From A Mountain Peak

Views from the Mount Greylock summit on a fall day.

There are some awesome mountain peaks in Massachusetts that offer incredible views year-round, but are especially epic in the fall season with foliage colors.

The Mount Greylock summit in The Berkshires is one of the best to check out, as it’s the highest point in the entire state. You can choose to either hike to the top, or drive the auto-road up, and from the summit, you can see 90 miles in the distance on a clear day. It’s been a minute since I’ve done this hike, but man, I do remember it as being incredible !

Mount Holyoke is another great summit to experience in the fall, and also offers both an auto road, and hiking trails to get to the top.

14. Stock Up At A Fall Market Or Stand🍁🍎

Wilson Farms in Lexington is one of the best places to visit in fall in Massachusetts.

One of my personal favorite things to do in the fall in New England is visit all the amazing fall markets and stands, and Massachusetts is home to some of the best. Well, every New England state has some pretty great ones, so let’s instead say that Massachusetts is no exception 😉

My two favorites in Massachusetts are Wilson Farms in Lexington, and Cider Hill Farm in Amesbury.

Wilson Farms is easy to visit if you’re planning a trip to Concord or Lexington. This market is open year-round, but in the fall, they place hundreds of pumpkins in crates in front of their main entrance, and just that alone gives you all the fall vibes you’re hoping for. But inside, the market is impressive, and you can spend a lot of time here filling your basket with all kinds of local produce, specialty foods, and goodies.

In Amesbury, Cider Hill Farm is perfect if you’re visiting Newburyport, as it’s only about 15 minutes away. This is a true fall destination, and they have pick your own apples and pumpkins, hard cider, regular cider, cider donuts, an incredible farm store, animals, ice cream and so much more. It’ll be heard to leave!

15. Attend A Farmhouse Wood-Fired Pizza Picnic At Appleton Farms

Remember earlier in the post when I raved about Ipswich being a fun fall destination? Well, their wood-fired pizza picnic events are one of the reasons why! These events actually take place all summer, too, but they continue through all of October, making this something to check out this fall season.

Pack up some lawn chairs and a picnic blanket, throw on your coziest sweater, and head to the farm for some amazing wood-fired pizza. They also offer more yummy foods prepared by the farm’s kitchen. Then, enjoy your hand-crafted pizza overlooking all the beautiful fall colors, and savoring the perfect fall day!

These events take place every Friday, Saturday and Sunday throughout the season, and don’t require any special advanced ticket purchase. Just show up hungry!

16. Experience The Big E

One of the most beloved fairs in the Northeast is The Big E, which takes place mid-September through early October. In fact, it’s the world’s only multi-state fair, so it’s definitely something to experience once in your life.

The Big E has all the fair favorites you can hope for including carnival rides, parades, live music and tons of vendors. This is the perfect way to say goodbye to summer, and hello to the fall season in New England.

17. Take A Haunted Tour

Massachusetts is home to some of the best spooky tours, haunted houses, and famous ghost sightings in the country, so doing some kind of spooky tour should be high on your list when visiting Massachusetts in the fall.

One of the most haunted places in the state that offers tours is the famous Lizzie Borden house in Fall River . You can even book an overnight stay here if you’re brave enough (spoiler alert, I am not 😂). Fall River is also home to the very scary Factory of Terror haunted house, so you can easily visit both for a full night of thrills.

And of course, Boston is home to some of the best haunted tours in the state! Here are a few of the best ones to look into:

  • Ghosts & Gravestones Haunted Trolley Tour
  • Haunted Ghosts & Pub Walking Tour
  • Death & Dying Night Walking Tour

Some super scary haunted houses to check out around Massachusetts are DementedFX, Fear Town, and 13th World Fright Park . But I actually have an entire post that rounds up the scariest haunted houses and places in Massachusetts, so be sure to check out that post at the end of this section.

18. Head To An Apple Orchard, Of Course!

An apple orchard in The Berkshires.

It’s not fall in New England until you’ve visited an apple orchard, and there are tons of them all over Massachusetts that provide the quintessential fall experience!

If you’re visiting The Berkshires region, some great ones to check out are:

  • Hilltop Orchards
  • Bartlett’s Orchard
  • Meadowbrook Orchards

If you’re visiting the central and eastern parts of the state, these are some fun ones to visit:

  • Carlson Orchards
  • Red Apple Farm
  • Brookfield Orchards

19. Enjoy The Foliage Views From The Bridge Of Flowers

In the cute little town of Shelburne Falls in The Berkshires, the Bridge of Flowers is a famous attraction in the spring and summer. And while there isn’t as much in bloom in the fall season, it offers some pretty amazing views of the foliage-covered mountains right from the bridge. In fact, the entire town is another destination for a fun fall day trip or getaway.

And even in the fall, if you time your visit before a big frost, the bridge will still be blooming with some beautiful flowers, including dahlias, rudbeckia, daisies, and even some roses. October is the last month to enjoy blooms on this famous spot, so that’s just another reason to swing by in the fall.

20. Walk Through The Incredible Naumkeag Pumpkin Show

The Incredible Naumkeag Pumpkin Show is most definitely one of the coolest things to do in Massachusetts in the fall season!

The gorgeous Naumkeag estate in Stockbridge puts on their Incredible Pumpkin Show in the fall season, and it’s most definitely worth checking it out!

Walk through the scenic grounds of the estate, glowing with festive fall displays and illuminated pumpkins. When you first arrive, you’ll see a food and beverage stand selling fun fall drinks (they had spiked apple cider, a fall mimosa, cider donuts, local beer, and non-alcoholic drinks when I was there – plus more!). I recommend grabbing something when you first arrive to enjoy during your walk. There is another beverage stand halfway through the way, too.

Since Stockbridge is such a charming town in The Berkshires, it’s easy to plan an afternoon enjoying Main Street, grab dinner at the famous Red Lion Inn before heading to Naumkeag for the perfect night of fall fun!

Pro Tip : The best time to get your tickets for the show, since it’s timed entry, is about 15-30 minutes before sunset. That way, you can enjoy part of the walk at sunset, and then the rest of it afterward, and enjoy the illuminated displays after dark.

21. Find Your Way Through A Corn Maze

Massachusetts has some pretty amazing corn mazes to check out, and since this is such a time-honored tradition in the fall season, this is one activity that should be on everyone’s radar.

One of the best to check out in the state is the Davis Mega Maze in Sterling . The maze itself is an experience on its own, and spans over 3 miles of trails to get through. It can take anywhere from 30 minutes if your sense of direction is on point, or up to 3 hours!

On top of that, the entire farm is the perfect fall destination, and you’ll find all kinds of activities in the fall season for their Davis Farm Festival including zip lines, awesome food, local beer, live music, and so much more.

Here are some of the best corn mazes in Massachusetts to check out this season:

  • Mike’s Maze
  • Marini Farm Stand
  • Crescent Farms

22. Make Your Own Fall Candle In Rockport

One of the more unique things to do this fall is to make your own candle at Rockport Candle Company. Rockport is one of the most charming coastal towns in New England , and while it’s not a super popular fall destination, it’s special to visit year-round.

And Rockport Candle Company has a very fun DIY Candle Bar experience, where you’re guided through the process of creating your own custom scent, and pouring your own candle. Since so many of us just love a cozy night in with the perfect fall candle, this is one of the coolest things to do this fall.

23. Enjoy The Quiet Coastline

While most people flock to all the best foliage spots around the state in the fall, the Massachusetts shore garners the nickname “the quiet coastline.” Since the coast’s big season is the summer, it mellows out quite a bit after mid-September, and this is a wonderful time to experience the most beautiful parts of the waterfront.

Places like Cape Cod and the Islands are wonderful this time of the year, and you’ll be able to find deals on hotels, and far fewer crowds. While the water will likely be too chilly for a swim, the beaches and coastline are just as beautiful in the fall season as they are in the summer.

For that reason, booking a coastal Massachusetts stay in the fall is a great way to celebrate the season! Order some comforting clam chowder, take a brisk stroll on the beach, enjoy sales at the shops, and hit up the gorgeous nature trails!

24. Tour A Cranberry Bog

One of the coolest things to do in fall in Massachusetts is visit a cranberry bog during harvest season.

Also on Cape Cod, one of the most iconic fall events is cranberry harvest season, and if you time your visit just right, you can watch a cranberry bog harvest.

Cranberry harvest season in this area is late-September through November, and there are a few places that offer bog tours in the fall, including a cranberry farm in Harwich (one of my favorite Cape Cod towns!), and Cape Cod Cranberry Bog Tours in Orleans.

You don’t have to be on Cape Cod to tour a bog, though, and you can also check out A.D. Makepeace Company in Wareham, and Stone Bridge Farm in Acushnet.

25. Take A Scenic Fall Walk Or Hike

Walden Pond in Concord is such a relaxing and reflective way to spend a fall afternoon in Massachusetts.

Between mountain peaks in The Berkshires, and cool waterfalls to check out, there are so many great hikes in Massachusetts with awesome fall color.

As mentioned earlier, Mount Greylock in The Berkshires is an epic hike if you’re up for climbing the state’s highest peak! The fall color at the summit is truly amazing this time of the year.

But if you’re looking for more, here are some other great hikes to take in the fall:

  • Wachusett Mountain State Reservation
  • The famous Walden Pond for a relaxing nature walk
  • Great Blue Hill (perfect for those near Boston)
  • The Cascades Trail in The Berkshires
  • Mount Tom State Reservation
  • Monument Mountain Reservation
  • Bish Bash Falls (the tallest in Massachusetts)

26. Sample All The Pumpkin Brews

Massachusetts is home to some of my all-time favorite breweries, and the fall season is especially wonderful to visit because you can taste what they’re brewing with all the flavors of this cozy season.

My No. 1 favorite brewery in Massachusetts that I just love to visit is Treehouse Brewing, which has locations in Sandwich on Cape Cod, Charlton, and Deerfield. During this time of the year, they’ll often release their “Autumn” Double IPA, which is just 👌🏻

Some other great breweries in Massachusetts to check out this fall are:

  • Trillium Brewing in Boston
  • Brick and Feather Brewery in Turners Falls
  • Greater Good Imperial Brewing Company in Worcester
  • Berkshire Brewing Company in South Deerfield
  • Jack’s Abby Craft Lagers in Framingham

27. Try The Hard Cider, Too!

I do love a good fall beer, but I’ve recently become more of a hard cider person, especially in the fall season. Massachusetts has some of the coolest cideries in New England to check out.

One of my all-time favorites is Far From The Tree in Salem, MA (perfect place to stop if you’re visiting this fall!). I’m so in love with their Bog cider , which has notes of cranberry, sage, and thyme. It’s honestly just fall in a can, and they only release it in the autumn months.

Some other great cideries in Massachusetts to visit this fall are:

  • Hilltop Orchards in The Berkshires
  • West County Cider in Shelburne Falls
  • Carr’s Ciderhouse – an awesome little hidden gem!
  • Ragged Hill Cider Company in West Brookfield
  • Common Ground Ciderworks in North Brookfield
  • Downeast Cider House in East Boston

28. Watch The Head of the Charles Regatta

One of the most famous events that takes place in the fall season in the Greater Boston region is the Head of the Charles Regatta in Cambridge. Even if you’re not super into rowing, this is still a really fun event to witness because the scenery is beautiful, and anyone can have an appreciation for how tough this sport is. I’m not much of a sports person, but it’s still pretty fun to cheer these guys on!

This event takes place in October each year over the course of 2 days, and it almost always coincides with peak foliage in the area.

29. Squeeze In Your Last Whale Watch Of The Year

October in New England brings the end of whale watching season, and this is the time to squeeze one in before the whales migrate too far south for the rest of the season. And Massachusetts is the best state for whale watching in New England!

Most tours in Massachusetts head out to the Stellwagen Bank National Marine Sanctuary, which is a world-renowned whale watching destination. Some great tours to check out before the end of October are:

  • Gloucester Whale Watch
  • Boston Whale Watch
  • Dolphin Fleet Whale Watch From Provincetown
  • Newburyport Whale Watch

30. Get Coastal At An Oyster Or Chowder Fest

While the Quiet Coast is a great place for a fall trip for so many reason, I’m going to throw one more out there to further entice you: Seafood Fests!

There are so really awesome seafood fests that take place along the coast this time of the year, and while it’s not necessarily the most “fall” thing to do, it’s definitely a very New England thing to do that often coincides with beautiful, fall weather. And if you love good seafood, this is something you’ll want to have on your radar.

Wellfleet on Cape Cod hosts its annual OysterFest every October, and you’ll find raw bars, craft vendors, and more delicious food during this very fun event. Plus, you’re on Cape Cod – what more could you want? 😉

Newburyport also hosts a wonderful seafood event called Oysterfest in the Port , typically taking place at the end of September each year. During the event, you can sip on local beer and wine, local oysters (of course!), and enjoy live music, and tons more delicious food.

Lastly, be sure to check out the Seaport Chowderfest in New Bedford! Usually taking place in early October, you’ll be able to sample tons of amazing chowders from all over the state, and you can vote on your favorites!

Here are some posts on the destinations mentioned above to help you plan:

  • Boston In The Fall: The Best Things To Do!
  • Best Things To Do In Newburyport, MA
  • The Ultimate Salem, MA Day Trip Guide + Best Things To Do
  • The Best Haunted Houses & Spooky Tours In Massachusetts
  • Best Things To Do In Rockport, MA

Fun Fall Festivals In Massachusetts

31. berkshire botanical gardens harvest festival.

If you’re spending any time in The Berkshires this fall, you’ll want to plan a visit to the Berkshire Botanical Gardens Harvest Festival. Featuring over 100 artisan and food vendors, there’s so much fun to be had here. They go all out with fall-themed fun, and offer a haunted house, a hay maze, cider pressing, and and endless list of children’s entertainment like face painting and more.

During the event, you can also shop at their farmer’s market, pick up some plants, and enjoy the tag sale!

32. AppleFest At Cook’s Farm In Brimfield

This super fun family festival in Brimfield takes a perfect day of apple picking up a notch. In addition to PYO apples during the festival, you can also enjoy free wagon rides, pumpkin painting, live music, great food, and lots of activities for the kids.

This festival typically takes place at the end of September each year, and they do a great job advertising the dates and activities on their Facebook page.

33. Johnny Appleseed Arts & Culture Festival In Leominster

As of writing this post, the Johnny Appleseed Arts & Cultural Festivals has been a Leominster tradition for 30 years! This festival is completely free, and there are over 200 vendors to enjoy. They also claim to have the “world’s best apple crisp.” Not sure if you agree? Guess you’ll have to check it out for yourself to find out!

You’ll also find lots of activities for the kids at this event, and live music to enjoy while you dig into all the amazing food available.

34. Oktoberfest In Douglas

This fall street fair is one of the best in the state to check out, and many of the proceeds from the event go to local charities, so you can feel extra good about participating.

Vendors line the downtown streets with delicious food, unique crafts, and fun games. Kids will love the giant slide and obstacle course, and adults will have a blast in the prize cash cube. And of course, you can expect fan favorites like live music, and a cool atmosphere.

35. Thanksgiving In Plymouth

Last but not least, a great way to celebrate the end of the fall season is by visiting Plymouth for all their fun Thanksgiving festivities. As the site of the original Thanksgiving feast, the town goes all out throughout the month of November to celebrate the holiday.

There’s a parade the Saturday before Thanksgiving, special concerts, a waterfront festival, harvest market, and of course, an authentic Thanksgiving dinner held at the Plimoth Patuxet Museum. This special dining event serves a full Thanksgiving dinner, and includes actors portraying Pilgrims, so this is the ultimate way to experience the holiday.

Psst! I have an entire post on things to do that make Plymouth, MA worth visiting , if you’d like more ideas for your visit 😉

Best Places To Stay In Massachusetts In The Fall Season

Planning a fall getaway in Massachusetts and not sure where to stay? Here are my suggestions:

Boston : A great home base, especially if you’ve never been. It’s easy to take day trips from Boston to places like Salem, Newburyport and Ipswich, and it has the biggest International airport for the cheapest flight options.

Where To Stay In Boston : 🍁 Boston Harbor Hotel : Perfect, 5-star hotel on the waterfront. 🍁 The Revere Boston Common : Amazing location walkable to most of the top foliage sites in the city.

The Berkshires : Obviously, this is an amazing region to stay in the fall season in Massachusetts! And there are so many wonderful towns to pick from, so you can really tailor it to your preferences. I personally love Williamstown, Stockbridge and Lenox. You can also easily take day trips to places like Deerfield and Sturbridge from The Berkshires.

Where To Stay In The Berkshires : 🍁 The Williams Inn in Williamstown : Incredible inn with cozy, but modern rooms, and an upscale feel. 🍁 The Red Lion Inn in Stockbridge : Historic inn with cozy rooms and a great location on Main Street. 🍁 The Brook Farm Inn in Lenox : Charming inn with a traditional New England style and a great location.

Newburyport : If you’re looking to explore Boston & Salem on your fall trip, but want to stay in a place that’s less crowded and more like a small town, Newburyport is perfect. As mentioned, it’s a short drive from Salem for an easy day trip, and you can easily explore Ipswich, and Cider Hill Farm from here. And since you’re on the North Shore, you can make this a fall/coastal getaway by also seeing Rockport and more towns along the coast.

Since Newburyport is almost to the New Hampshire border, it will be easy to take some day trip there as well, including the charming city of Portsmouth!

Where To Stay In Newburyport : 🍁 Compass Rose Inn : A very cozy, traditional New England style inn where every room in a suite, and you always get an incredible breakfast each morning. 🍁 Essex Street Inn : A more budget-friendly option that’s still an awesome location, and very quaint and cozy!

You may also find these posts helpful:

  • The PERFECT New England Fall Road Trip Itinerary
  • Fall In New England: The Absolute Best Things To Do & See!
  • Things To Do On Cape Cod In The Fall
  • Is New England In November Worth Visiting?
  • Thanksgiving In New England: Cozy Getaway Ideas & Things To Do!

That’s A Wrap On Celebrating Fall In Massachusetts

And there you have it! All my tips and suggestions on the best ways to enjoy fall in Massachusetts. In fact, with so many fun and festive things to do, it’ll be hard to squeeze it all in before the snow begins to fall. But one thing’s for sure – every moment of autumn in the Bay State is simply glorious.

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Woodstock, VT is home to this famous farm, making it one of the best places to stay in Vermont in the fall.

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The state of MASSACHUSETTS was established with a lofty aim: to become, in the words of seventeenth-century governor John Winthrop, a utopian “City upon a hill”. This Puritan clarity of thought and forcefulness of purpose can be traced from the foundation of Harvard College in 1636, through the intellectual impetus behind the Revolutionary War and the crusade against slavery, to the nineteenth-century achievements of writers such as Melville, Emerson, Hawthorne and Thoreau.

The Berkshires

Martha’s vineyard.

Spending a few days in Boston is strongly recommended. Perhaps America’s most historic city, and certainly one of its most elegant, it offers a great deal of modern life as well, thanks in part to the presence of Cambridge, the home of Harvard University and MIT (Massachusetts Institute of Technology), just across the river. Several historic towns are within easy reach – Salem to the north, known for its “witch” sights, Concord and Lexington, just inland, richly imbued with Revolutionary War history, and Plymouth, to the south, the site of the Pilgrims’ first settlement (1620).

One of the most celebrated slices of real estate in America, Cape Cod boasts a dazzling, three-hundred-mile coastline with some of the best beaches in New England. A slender, crooked peninsula, it’s easily accessed from the region’s snug villages, many of which have been preserved as they were a hundred or more years ago. Today, much of the land on the Cape, from its salt marshes to its ever-eroding dunes, is considered a fragile and endangered ecosystem, and once you head north to the Outer Cape, past the spectacular dunes of Cape Cod National Seashore, you get a feeling for why this narrow spit of land still has a reputation as a seaside wilderness. Provincetown, at the very tip of Cape Cod, is a popular gay resort and summer destination for bohemians, artists and fun-seekers lured by the excellent beaches, art galleries and welcoming atmosphere.

Just off the south coast of Cape Cod, the relatively unspoiled islands of Martha’s Vineyard and Nantucket have long been some of the most popular and prestigious vacation destinations in the USA. Both mingle an easy-going cosmopolitan atmosphere and some of the best restaurants and B&Bs on the East Coast. Nantucket is usually considered the more highfalutin’ of the pair, teased for its preppy fashions; Martha is more expansive and laidback, known for its elaborate gingerbread-style houses, wild moorlands and perfect beaches.

Western Massachusetts is best known for the beautiful Berkshires, which host the celebrated Tanglewood summer music festival and boast museum-filled towns such as North Adams and Williamstown – both in the far northwest corner of the state, at the end of the incredibly scenic Mohawk Trail. Amherst and Northampton are stimulating college towns in the verdant Pioneer Valley, with all the cafés, restaurants and bookstores you could want.

A rich cultural history, world-class summer arts festivals and a bucolic landscape of forests and verdant hills make the Berkshires, at the extreme western edge of Massachusetts, an especially enticing region.

Just south of I-90 and fifty miles west of Springfield, the spotless main street of STOCKBRIDGE is classic Berkshires, captured by the work of artist Norman Rockwell, who lived here for 25 years until his death in 1978. The most comprehensive of several tributes to the artist in New England, the Norman Rockwell Museum displays some 574 of his original paintings and drawings, most of which were Saturday Evening Post covers.

Roughly five miles north of Stockbridge on US-7, tourists flock to LENOX each year for its summer performing arts festivals, but there are also a couple of literary attractions hereabouts worth checking out.

From 1790 until 1960, the Hancock Shaker Village, eleven miles northwest of Lenox, was an active Shaker community, and today offers an illuminating insight into this remarkable Christian sect. A branch of the Quakers that had fled England to America in 1774, the Shakers were named for the convulsive fits of glee they experienced when worshipping. Hancock retains one of the biggest collections of Shaker furniture in the country and is home to eighteen preserved clapboard buildings.

In the northwest corner of the Berkshires, sleepy NORTH ADAMS and bucolic WILLIAMSTOWN are the unlikely locations of the region’s premier art showcases. The former is home to the glorious Mass MoCA (Massachusetts Museum of Contemporary Art), a sprawling collection of modern installations (including Sol LeWitt’s mind-bending work), videos and upside-down trees in a captivating old textile mill. In Williamstown, the highlight of The Clark is its 32-strong collection of Renoirs, while the ravishing Williams College Museum of Art specializes in American art from the late eighteenth century onwards, including the world’s largest repository of work by brothers Maurice and Charles Prendergast.

The largest offshore island in New England, twenty-mile-long MARTHA’S VINEYARD encompasses more physical variety than Nantucket, with hills and pastures providing scenic counterpoints to the beaches and wild, windswept moors on the separate island of Chappaquiddick.

Martha’s Vineyard’s most genteel town is Edgartown, all prim and proper with its freshly painted, white clapboard colonial homes, museums and manicured gardens. The other main settlement, Vineyard Haven, is more commercial and one of the island’s ferry ports. Oak Bluffs, in between the two (and the other docking point for ferries), has an array of fanciful wooden gingerbread cottages and inviting restaurants. Be aware of island terminology: heading “Up-Island” takes you southwest to the cliffs at Aquinnah (formerly known as Gay Head); conversely, “Down-Island” refers to the triumvirate of easterly towns mentioned here.

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10 Charming Small Towns to Visit in Massachusetts

From the coast to the hills, these are the best small towns to visit in Massachusetts.

travel to massachusetts

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Massachusetts is home to nearly seven million residents sprinkled across 10,565 square miles, but not everyone lives in its bustling metropolises like Boston, Worcester, and Springfield. The state is punctuated by hundreds of smaller towns that are worth exploring, from charming coastal villages to historic mountain towns.

“With 351 cities and towns across the Commonwealth, the small towns of Massachusetts are bursting with history, culture, innovation, cuisine, and natural beauty,” Maria Speridakos, the director of international public relations at the Massachusetts Office of Travel and Tourism, shared with Travel + Leisure . “Visitors love to explore our seaside towns and fishing villages along the coast, from north of Boston down to the Cape and Islands and southeastern Massachusetts. And they love our charming small towns nestled in the rural byways and mountains of Central and Western Massachusetts, and the historic towns in the Merrimack Valley and Pioneer Valley.”

And, as Speridakos added, these places make for spectacular getaways no matter the time of year. 

“Massachusetts small towns are in vogue all four seasons, from spring getaways and summer vacations to fall foliage and winter outdoor adventures, ” Speridakos said. 

Want to get to know the state’s quaint communities a little better? Here are 10 small towns in Massachusetts worthy of planning an entire trip around.  

Related: 20 Best Weekend Getaways in New England


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Located at the very tip of Cape Cod , Provincetown has long been a summertime hot spot for Massachusetts residents and out-of-state tourists alike. And though it’s a rather famous spot, it’s still a small town, with fewer than 3,000 people calling it home year round. Come enjoy its beaches, its beloved Pride events, and its arts and culture scene, including its numerous galleries that are fantastic in summer, fall, winter, and spring.

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Located just 20 miles outside of Boston, Concord is one of the state’s most accessible small towns. The community is best known for its divine outdoor spaces like Walden Pond, which inspired some great American writers, including Henry David Thoreau and Ralph Waldo Emerson, who both called Concord home. 


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Northampton is perhaps the “largest” of the small towns on the list with some 29,000 residents, but that doesn’t make it any less charming. Located in the western half of the state, this town has a rich arts scene (visit the Northampton Museum and Art Gallery ), local shops, and several music venues offering live performances.

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Back on the east coast of Massachusetts, travelers can explore Rockport , an adorable town of fewer than 8,000 residents at the tip of Essex County. The town offers year-round dining and shopping options, as well as plentiful beach and woodland hikes for those looking to get out and explore Mother Nature.


Tucked in the northernmost corner of the state, travelers will find the adorable community of Williamstown. It’s another small but mighty presence in the art world thanks to the Clark Art Institute, which showcases impressionist and contemporary artworks throughout the year. The town may also be familiar to hikers, as it’s located directly on the Appalachian Trail .

Barry Winiker/Getty Images

Make your way out to the Cape to visit Sandwich, the oldest community on the peninsula. With age comes both beauty and history; guests can visit historical landmarks like the Hoxie House Museum, a home built around 1675 that is likely the oldest saltbox home on Cape Cod. The Heritage Museums and Gardens and the famed Sandwich Glass Museum are also worth visiting.


Have a picture-perfect getaway in Stockbridge . This teeny town in the Berkshires is so gorgeous, it inspired the great American painter and resident, Norman Rockwell. Come here to explore the lush natural landscapes or the more curated flora at the Berkshire Botanical Garden, and don’t miss the chance to see a show put on by the Berkshire Theatre Group.

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Put your toes in the sand when you visit Oak Bluffs, a quaint little town on the island of Martha’s Vineyard. The community is perhaps best known for Joseph Sylvia State Beach, a two-mile-long beach made famous in “Jaws.” The community also happens to be an A-list haven, counting the Obamas as summertime regulars.

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Take one more island escape by visiting Nantucket, an isolated island past Martha’s Vineyard. Home to a little over 11,000 full-time residents, the island is certainly small, but it too packs a wallop when it comes to history. Specifically, visitors here can check out three historic lighthouses: Great Point, Sankaty Head, and Brant Point . Travelers will also be delighted by the bountiful seafood spots to enjoy here, as well as some rather excellent boutique shopping. 

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Did you know you can ski in Massachusetts? Just head to the town of Westford to see for yourself. Located in the northern part of the state close to the New Hampshire border, visitors can hit the slopes at the Nashoba Valley Ski Area . Of course, it’s a year-round destination, thanks to its hiking and biking trails and sights like The Butterfly Place , an indoor living environment for butterflies from all over the globe.

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This South Shore town was selected as the best seaside small town to visit in America in 2024, according to Smithsonian Magazine

The super Pink Moon over the Scituate Lighthouse in Scituate Harbor.

A South Shore community was selected as the best seaside small town in the country to visit this year.

Scituate was honored as part of Smithsonian Magazine’s 15 Best Small Towns to Visit in 2024 .

“Each year, we celebrate the many small towns that make up the heart of America,” the publication said. “This year’s towns vary in size, but their populations are all fewer than 25,000 residents ...they also boast vast cultural experiences, superb nature, and a plethora of activities and events, not to mention an anniversary or opening that makes 2024 an especially great year to visit.”

On August 7, National Lighthouse Day , the town will unveil a refurbished Scituate Light , built in 1810. A $1.1 million restoration began last year.


The lighthouse’s rebuilt lantern room will be on display and local restaurants will feature lighthouse-inspired dishes and drinks, the publication said.

Featured in movies such as the “Witches of Eastwick” in 1987 and “American Fiction” in 2023, Scituate’s “picturesque harbor boasts a vibrant cultural arts district” and hosts a summer bandstand series throughout the season, the publication said.

Scituate is one of the state’s most Irish towns , according to Census data, and is full of historical sites, including The Maritime & Irish Mossing Museum , set in the 18th-century home of a militia leader and shoemaker, the South Shore Irish Heritage Trail , which travels through nine coastal towns from Weymouth to Plymouth, and the Lawson Tower.

The Lawson Tower is a “massive, imposing, and elegant” water tower built in 1902, according to the Scituate Historical Society’s website .

If that isn’t enough, in August the town will host Heritage Days , featuring live music, food trucks, and dory races, the publication said.

Two other towns in the Northeast made the publication’s list — Sleepy Hollow, N.Y., was chosen as the best spooky small town to visit, and Glassboro N.J., was selected as the best fossil-filled small town to visit.

Here are the 15 Best Small Towns to Visit in 2024, according to Smithsonian Magazine.

  • Seaside Small Town — Scituate, Mass. (pop. 19,297)
  • A Revitalized Small Town — Humboldt, Kan. (pop. 1,816)
  • Soothing Small Town — Hot Springs, S.D. (pop. 3,609)
  • Spooky Small Town — Sleepy Hollow, N.Y. (pop. 10,962)
  • A Small Town That Knows How to Fuel Your Fun — Aspen, Colo. (pop. 6,612)
  • A Laid-Back Small Town — Haleiwa, Hawaii (pop. 4,941)
  • Fossil-Filled Small Town — Glassboro, N.J. (pop. 23,987)
  • A Small Town Preserving Its Indigenous Heritage — Santa Ynez, Calif. (pop. 4,505)
  • Baseball-Obsessed Small Town — Huntingburg, Ind. (pop. 6,495)
  • An Oasis in the Desert — Superior, Ariz. (pop. 2,571)
  • Cinematic Small Town — Beaufort, S.C. (pop. 13,850)
  • An Atomic Small Town — Arco, Idaho (pop. 930)
  • A Rollicking Small Town — Floyd, Va. (pop. 449)
  • A Stargazer’s Small Town — Silver City, N.M. (pop. 9,377)
  • A Garden Lover’s Small Town — Kennett Square, Pa. (pop. 6,521)

Ava Berger can be reached at [email protected] . Follow her @Ava_Berger_ .

The best time to visit Massachusetts for a dose of New England magic

Annika Hipple

May 14, 2022 • 7 min read

Disabled man reading with his partner by the water in Boston

It's always a good time to come to Massachusetts © Huntstock / DisabilityImages / Getty Images

Massachusetts is a year-round destination that's worth a visit in any season, but different times of year show off different sides to the Bay State, from historic Boston to the beaches of Cape Cod.

In spring, the state’s parks and gardens burst into bloom as the darkness and chill of winter recede. Summer brings heat and rather oppressive humidity but a fun-filled calendar of events. When autumn arrives, the brilliant fall colors draw busloads of eager leaf peepers. Winter is slower in many parts of the state, but less so in Boston and the winter sports destinations in western and central Massachusetts.

Whether you're here for the American icons or the beaches, here’s our guide to the best times to visit Massachusetts.

High season is the best time for beaches and festivals (mid-May–early September)

May and early June are usually beautiful times of year, with comfortable temperatures and abundant flowers. This is a good time to explore the cities, but as the weather grows increasingly hot and muggy, many people head to Cape Cod , the islands offshore, and higher-elevation spots inland such as the Berkshires .

Hotel rates are highest in July and August when the ocean and lakes have warmed up and school holidays swell visitor numbers. By early September, the crowds have thinned, but water temperatures remain comfortable. Massachusetts is also a great destination for whale-watching, with excursions operating from late April to mid-October from Boston, Gloucester, Plymouth, and other towns along the coast.

Fall colors in The Berkshires, Massachusetts, with Mt Greylock in the background

The fall peak season is the best time for leaf peepers (late September–October)

As temperatures cool and leaves turn brilliant shades of red, orange and gold, visitors from near and far descend on Massachusetts to experience the state's fall colors. In September and early October, many visitors use the Bay State as a staging post on the way to northern New England , but as the season advances and the peak color moves south, Massachusetts itself takes center stage. Book hotels and rental cars in advance to ensure availability and better rates.

Shoulder season is the best time for deals with decent weather (April & November)

Massachusetts has two shoulder seasons. April sees the arrival of spring flowers, and fall colors are increasingly likely to linger into early November with changes to the climate. These months are well worth considering if you’re hoping to save money while avoiding the bitter cold of winter.

However, don’t expect hotel deals in Boston around Patriots' Day on the third Monday in April – also known as Marathon Monday. The week of the marathon coincides with spring break in Massachusetts, so family-friendly attractions and activities may be busier.

The 10 best hiking trails in Massachusetts  

Low season is the best time for winter sports and fewer crowds (December–March)

Winter is a quiet time in many parts of Massachusetts, especially around Cape Cod and the islands, though Boston attracts visitors year-round with its many museums and busy schedule of holiday events.

Further west, ski resorts in the Berkshires and central Massachusetts are typically open by mid-December, if not earlier. Winters in the state are typically quite snowy, though climate change is having an impact.

However, winter can be a good time to experience a different side of Cape Cod, particularly if you’re interested in quiet walks on virtually deserted beaches, rather than battling the summer crowds for space to sunbathe and swim.

Holiday lights in the Faneuil Hall Marketplace after a dusting of snow in Boston

January is the best time to visit museums 

Typically the coldest month of the year, January is a good time to explore Massachusetts’ many excellent museums. If you need some outdoor time, bundle up for some ice skating on Boston Common or skiing in the Berkshires. Key event: Boston Wine & Food Festival

Avoid the crowds in February 

February offers more of the same, weather-wise, but with a slight rise in temperature and noticeably longer days. Boston's busy Chinatown is a lively place to be for the Chinese New Year celebrations (which can also fall in late January). Key event: Chinese New Year (Boston)

Celebrate St Patrick’s Day in March 

The weather in March is usually a mixed bag, with brighter days and early signs of spring alternating with cold days that serve as a reminder that winter isn’t over yet. Thanks to Massachusetts’ large population of Irish Americans, St Patrick’s Day is a major event in Boston and around the state. Key events: St Patrick’s Day parades (statewide), Dine Out Boston

A Patriots' Day Parade in the town of Concord, Massachusetts

Expect large crowds in April for Patriots' Day

By April, it’s usually starting to feel like spring, though the odd spot of late-season snow is not unheard of. On the third Monday in the month, the statewide Patriots' Day holiday commemorates the start of the Revolutionary War, coinciding with the annual Boston Marathon , one of the biggest races in the US and a Boston Red Sox professional baseball game. Key events: Patriots' Day battle reenactments (statewide), Boston Marathon, Nantucket Daffodil Festival

Massachusetts’ best road trips

Enjoy the spring flowers in May

May is one of the loveliest months in Massachusetts, with spring flowers in full bloom and warm weather, but without the high humidity of summer. Key events: Duckling Day (Boston), Lilac Sunday (Arnold Arboretum of Harvard University, Boston), Boston Calling Music Festival

Listen to the symphony in June

As temperatures rise, the festival-filled summer season begins statewide, including the start of the Boston Symphony Orchestra’s summer season at Tanglewood , inland from Boston on the way to Albany. There's plenty more on the cultural calendar to keep you busy. Key events: Boston Pride Week , Nantucket Film Festival , Jacob’s Pillow Dance Festival (The Berkshires), St Peter’s Fiesta (Gloucester), Rockport Music Festivals

July is the best time for festivals 

July is the hottest month of the year, with humidity levels that can make Massachusetts' cities feel like ovens. Expect crowds in Cape Cod, the islands and other popular seaside destinations. If you’re willing to brave the urban heat, you’ll find many great festivals around the state. Key events: Boston Pops Fourth of July Fireworks Spectacular , Boston Harborfest , New Bedford Folk Festival , Festival Betances (Boston), Lowell Folk Festival , Shakespeare on the Common (Boston)

Best beaches in Massachusetts

Head to the beach in August

August is another month of heat and humidity, but also fun annual events. Beaches remain crowded, with water temperatures at their warmest. Key events: Falmouth Road Race , Feast of the Blessed Sacrament (New Bedford), Marshfield Fair

Sea view at the Brant Point Lighthouse in Nantucket

Crowds begin to dwindle in September

After Labor Day, the crowds die down in beach towns as schools reopen and summer visitors head home. However, water temperatures remain warm for those who linger. As the month continues, the first fall colors typically begin to appear on trees. Key events: The Big E (West Springfield), Franklin County Fair , King Richard’s Faire (Carver)

October is for leaf peeping

October is one of the most spectacular months of the year, with fall foliage repainting trees throughout Massachusetts in stunning shades of red, orange and gold. In Boston, the Head of the Charles Regatta weekend in mid-October attracts big crowds, while in Salem , month-long Halloween celebrations draw legions of costumed visitors to the Witch City. Key events: Salem Haunted Happenings , Topsfield Fair , Head of the Charles Regatta , Wellfleet Oysterfest , King Richard’s Faire (continues)

Sip cider in November 

The approach of winter brings shorter days, but fall colors linger into the early part of the month in some locations in the state. Harvest festivals celebrate the season’s bounty, leading up to the Thanksgiving holiday on the fourth Thursday of the month. Key events: America’s Hometown Thanksgiving Celebration (Plymouth), Franklin County Cider Days

December is full of holiday celebrations and festive cheer

The dark, cold days of early winter brighten with holiday festivities throughout the month, culminating in Boston’s famous First Night celebrations on New Year’s Eve. Key events: Holiday Zoolights at Stone Zoo (Stoneham), Nantucket Christmas Stroll , First Night Boston

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911 system goes down statewide in Massachusetts

The 911 emergency system was down statewide for two hours in Massachusetts on Tuesday afternoon.

State officials notified the public that the issue had been resolved and that the 911 system had been restored at 3:49 p.m. — nearly two hours after the outage began.

The Massachusetts State 911 department said Wednesday the outage was called by a firewall, a safety feature that provides protection against cyberattacks and hacking.

The statewide outage started at 1:15 p.m. Tuesday, causing the department to address the issue with its 911 vendor Comtech.

A preliminary investigation determined that the outage was the result of a firewall that “prevented calls from getting to the 911 dispatch centers.” However, it's not clear why the firewall blocked calls and the cause remains under review.

A Comtech initial review of the incident “confirmed that the interruption was not the result of a cyberattack or hack” the department said. Comtech advised State 911 “that they have applied a technical solution to ensure that this does not happen again.”

The department said that the interruption lasted two hours and service was fully restored by 3:15 p.m. The department has not received any reports of emergencies impacted during the interruption. Although some calls may not have gone through in that two-hour outage, dispatch centers were able to identify phone numbers and return calls. 

The Boston Police Department had warned the public Tuesday afternoon: “If you are experiencing an emergency please pull a Fire Box.”

Locals in Boston in need of help were advised to reach out to local district stations through their local phone numbers, pull fire boxes, or approach an officer as police were patrolling the city with blue lights activated “for high visibility” amid the shutdown. 

Police in Worcester, Malden and Medford also warned residents that the 911 system is down and urged them to instead contact authorities using administrative numbers. 

Boston Mayor Michelle Wu acknowledged the issue during a news conference on the Boston Celtics NBA Championship win.

“Calls are not going through. We’ve been in touch with the state and with all the relevant officials to work on getting this resolved,” Wu said. “There are multiple places on the police website you can find the phone numbers for all of the district stations, and those will be available also on social media.”

Boston Police Commissioner Michael Cox said, it was unclear how long the outage would last.

“This could be very temporary," he said. "We’re waiting to hear a little later about how long it would last, but we thought it was important particularly with the heat that we’re about to experience, to make sure that we give people the opportunity to know what’s going on in regards to the 911 system.”

Some Connecticut, New York and Maine residents erroneously received the same wireless emergency alert notifying them of a 911 outage. Officials from all three states clarified the alert was exclusively meant for Massachusetts residents.

A second public service alert in New York clarified minutes after the initial erroneous operation that 911 is not down, and Connecticut officials on X clarified that Connecticut is not experiencing a 911 outage either.

In April, law enforcement agencies across four states experienced 911 outages that left millions unable to quickly contact authorities. The outages appeared to be related to a wire that was cut while installing a light pole, and services were restored in a matter of hours. 

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Crime and Public Safety | Have vape, will travel: what Justin Timberlake…

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Crime and public safety | have vape, will travel: what justin timberlake had on him before dwi arrest.

Justin Timberlake (Stuart Franklin/Getty Images)

After Justin Timberlake was arrested for DWI on Long Island early Tuesday, he was processed at East Hampton Town Police Headquarters and had to surrender his property, which included a vape, cash and other personal items.

The “Suit and Tie” singer, 43, had the following items with him when he was arrested, according to police paperwork:

Sag Harbor Police Headquarters, where singer Justin Timberlake reportedly spent the night in custody after being charged with drunk driving in Sag Harbor, New York, on June 18, 2024. Timberlake was arrested and arraigned on June 18 on charges of driving while intoxicated in Sag Harbor, local media reported. CBS, citing court documents, quoted a police officer as saying Timberlake was "in an intoxicated condition" when he was pulled over after driving through a stop sign and failing to stay on the right side of the road. (Photo by Adam GRAY / AFP) (Photo by ADAM GRAY/AFP via Getty Images)

  • Global Entry ID
  • three $100 bills
  • one $5 bill
  • one $1 bill
  • Tennessee ID

Timberlake was arraigned on DWI charges at the Sag Harbor Village Justice Court and released without bail by 10:30 a.m., Sag Harbor police and his attorney Edward Burke’s office confirmed.

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