9 Small Towns Near Boston Where You’ll Want To Settle Down For Good

While some people love to live in the heart of a city, others are willing to trade walkability and a short commute for extra space and more affordable housing. Luckily, these things are easy to find in many small towns outside the city limits. Indeed, those tempted to move outside Boston while staying within travel distance of the city’s myriad amenities might want to consider some of the best small towns near Boston. Unsurprisingly, each has a population below 25,000 – some far below that threshold – and they may just be your new home. Before planting yourself somewhere new, remember to check out the unexpected options. For this reason, we’ve gathered some of our favorites. Once you’ve enjoyed these, consider checking out these other small towns outside Boston scattered throughout Massachusetts.

Of course, there are plenty of great towns to choose from here in Massachusetts. Nonetheless, we often become overwhelmed when it’s time to make a decision. Fortunately, we know some of you must have favorites! For this reason, we defer to you for help recommending which to visit. Leave your thoughts in the comments! And, because we love sharing more about these local small towns, we may just feature your recommendations in an upcoming article.

If you want a brief – rather than permanent – escape from urban life, consider taking one of the 11 best day trips you can possibly take from Boston. Alternatively, it’s always fun to simply hop in the car for your own explorations.

Address: Essex, MA, USA
Address: Amesbury, MA, USA
Address: Hull, MA, USA
Address: Hudson, MA, USA
Address: Duxbury, MA, USA
Address: Swampscott, MA, USA
Address: Dover, MA 02030, USA
Address: Winthrop, MA, USA
Address: Groton, MA, USA

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The OIYS Visitor Center

Great Towns in Massachusetts

September 08, 2022

What is the oldest town in Massachusetts?

Unsurprisingly, the oldest town in Massachusetts is Plymouth. While it was the Wampanoag Native people who lived in the town first, it was settled in 1620 by Pilgrims who traveled on the Mayflower. Although the Wampanoag laid claim to the land, visiting today offers a glimpse into life in the mid-1600s. Of course, being the oldest town in the state is exciting, but there’s so much more to a visit. Be sure to check out the stunning waterfront and the many local shops and restaurants that dot the shoreline.

What are the most charming small towns in Massachusetts?

Although Massachusetts is full of charming small towns, quite a few local natives consider North Adams one of the best to visit. Unsurprisingly for a mill town, it sits right on the banks of the Hoosic River. In addition to the local shops, bars, restaurants, and parks the town is perhaps best known for being home to MASS MoCA. Other charming small towns include the North Shore’s Gloucester and Newburyport.

What are the friendliest towns in Massachusetts?

Without a doubt, those who grew up in Massachusetts will have a hard time naming just one friendly city here in Massachusetts. Many people consider Provincetown, with its accepting vibe and smiling faces, to be at the top of the list. Of course, some of the smallest towns in the state are also the most welcoming. On that list, we’d include spots like Deerfield, Hadley, and Stow. These places are slightly off-the-beaten-path and downright delightful.

 

Address: Essex, MA, USA
Address: Amesbury, MA, USA
Address: Hull, MA, USA
Address: Hudson, MA, USA
Address: Duxbury, MA, USA
Address: Swampscott, MA, USA
Address: Dover, MA 02030, USA
Address: Winthrop, MA, USA
Address: Groton, MA, USA

OnlyInYourState may earn compensation through affiliate links in this article.