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Mar 14, 2020 · 5. Duxbury, Plymouth County. Duxbury, MA, USA. Wikimedia Commons/John Phelan. With an AreaVibes livability rating of 73 out of 100, there’s much to recommend in Duxbury, which is located 34 miles south of Boston. For example, crime rates hover 65% lower than the Massachusetts average.
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Jul 16, 2018 · It would be difficult to map the quaintest Massachusetts towns near Boston without including Great Barrington. The Berkshires redoubt of about 7,100 topped a 2012 Smithsonian magazine list of the ...
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- Concord
- Rockport
- Wellfleet
- Great Barrington
- Stockbridge
- Marblehead
- Provincetown
- Oak Bluffs
- Chatham
- Nantucket
County: Middlesex Population: 17,668 (as of 2010) Compared to its southeastern neighbor, Boston, the town of Concordis considered a small one! This charming town was founded in 1635 and has historical roots in the American Revolution. With that kind of history and draw, you can see why it’s one of the must visit small towns of Massachusetts! It’s e...
County: Essex County Population: 6,952 (as of 2010) Is there anything more charming than a small seaside New England town? Head toRockport in Essex Countyto get your fix of Massachusetts charm. It’s only an hour north of Boston, but it feels like you’re in another world. There’s plenty to do in this cute MA town, like kayaking along Cape Ann, explo...
County:Barnstable Population:3,566 One of the cutest small towns on Cape Cod, Wellfleetshould definitely be on your must visit small towns in Massachusetts list – especially if you love the beach! Wellfleet is a lovely little Cape Cod town with some absolutely gorgeous scenery. You’ve got the regionally famous Marconi Beach, which is absolutely pic...
County: Berkshire Population: 6,852 (as of 2018) You’ll find this incredibly charming small town in the valley of the Housatonic River in southwestern Massachusetts. Great Barrington defines a picturesque town, from its adorable downtown area to the beautiful nature that surrounds it. The downtown area is also home to multiple cultural and historic...
County: Berkshire Population: 1,947 (as of 2010) If you find yourself in the Berkshires, be sure to stop and explore the wonderfully charming small town of Stockbridge. Stockbridge is an adorable small town with classic architecture that has that quintessential New England feel to it. You’ll see historical buildings and lovely small businesses as y...
County:Essex Population:19,808 If you’re looking for small towns near Boston to put on your MA itinerary, definitely add Marblehead! Its historic streets and beautifully preserved architecture make the entire town feel like history has come alive. But with modern coffee shops and restaurants and all that good jazz, of course! Take a Historic Home W...
County: Barnstable Population: 2,994 (as of 2011) Head to Cape Cod to get a glimpse of this charming seaside small town. Provincetown, also known as P-Town, is located on the northern tip of the cape and is a popular summer destination in the Bay State. It has some of Massachusetts’ best beaches, including Race Point Beach and Herring Cove Beach. I...
County: Dukes (on Martha’s Vineyard) Population: 4,678 (as of 2018) Located on the idyllic Massachusetts island of Martha’s Vineyard, Oak Bluffsis a charming small town rich with history and culture, especially African American culture. It’s a top tourist destination in the summer, so if you’re looking to go during a quieter time, try going in late...
County: Barnstable Population: 6,125 ( as of 2010) Head to the southeastern part of Cape Cod to experience this charming small town. Chathamis a lovely seaside town that has plenty of beaches to explore. One of the coolest ones to visit is Lighthouse Beach, located near the historic Chatham Lighthouse. It’s one of the 16 remaining lighthouses on th...
County:Nantucket Population:11, 327 Nantucketis home to one of the best small towns in Massachusetts, and it should be on everyone’s must visit in MA list! There are more than just beautiful beaches in Nantucket, too. This island has a rich marine history and tradition, so you’ll find there are many things to do on this cute MA island that celebrat...
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- Stockbridge. Located in the beautiful Berkshires and famous for being one of the world’s most beautiful destinations for fall foliage, Stockbridge is a postcard-perfect town in every season.
- Rockport. Rockport looks like a postcard that’s come to life. Overflowing with charm, it’s beautiful year-round, though many come to enjoy the fall colors or for a summer getaway.
- Shelburne Falls. A popular weekend getaway in Massachusetts, the village of Shelburne Falls is actually made up of two towns, Shelburne and Buckland with the Bridge of Flowers that spans the Deerfield River connecting them.
- Oak Bluffs. Picturesque Oak Bluffs, which sits along the northeastern shore of Martha’s Vineyard, stands out as one of Massachusetts’ best places to visit with its vibrantly painted gingerbread cottages that give it a storybook feel.
- Northampton. Due to its location in western Massachusetts, Northampton is often overlooked; however, it is a center of cultural activity and rich history that rivals any of its eastern counterparts.
- Provincetown. Known as "P-Town" to New Englanders, Provincetown is a favorite destination for couples, singles, and families—including those with four-legged kids.
- Concord. The town of Concord is rich in history, both literary and Revolutionary. It was here on the North Bridge in 1775 that the "shot heard "round the world" was fired, and the area is rife with other historic landmarks from the early days of the Revolutionary War.
- Wellfleet. The small town of Wellfleet is located about halfway up the "forearm" of Cape Cod. Although the drive is about 100 miles from Boston or Providence, it is well worth the trip because it is less crowded than the more accessible areas of the cape.
Mar 6, 2024 · We've rounded up 42 of the best small towns in Massachusetts, from witchy escapes in Salem to coastal getaways on Cape Cod, Nantucket, and Martha's Vineyard.
Boston might be Massachusetts' main attraction, but the state has a multitude of endearing small towns that are just as special. Spread between the region's stunning capes and up into the hills, each town has a wealth of cultural and historical landmarks that delve into New England's fascinating past. Whether you're planning to visit during the gorgeous summertime
