Massachusetts is filled with cozy small towns that feel almost like home the moment you drive down the Main Street. One of these charming New England communities is Monterey. When it comes to things to do in Monterey, Massachusetts, there’s a little bit of everything – great food, awesome outdoor attractions, and that special small-town vibe that will keep you coming back.

Have you spent time in Monterey, Massachusetts? What are some of your favorite small towns in Massachusetts? Share and let us know in the comments! Check out this list for some of our own picks for the best of small towns in Massachusetts and see if you agree.

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Small Towns In Massachusetts

What are some small towns in Massachusetts?

While it’s already been established that there are dozens of small towns throughout The Bay State, check out this list of some of the most charming of the small towns in Massachusetts. Just a few towns on the list include:

  • Stockbridge, which is so charming, Norman Rockwell even modeled his paintings after it
  • Hadley is most known for its open-field farming, something that is so rare in the modern world
  • Is there anywhere as picturesque and charming as Oak Bluffs on the shore of Martha’s Vineyard?
  • Take in the charm of Lenox as you travel in a horse-drawn carriage
  • If you haven’t heard of Concord, chances are you’ve heard of the infamous Walden Pond


Where are some of the most gorgeous lakes in Massachusetts?

There’s something peaceful about being near the water, and luckily Massachusetts delivers when it comes to beautiful lakes for people to relax and enjoy. Some of the best lakes in Massachusetts include:

  • Cochituate Lake in Cochituate State Park in Natick
  • Lake Onota in Pittsfield
  • Birch Pond in Saugus
  • Lake Buel in New Marlborough
  • Great Herring Pond in Plymouth

For more information on these and several other locations, check out this article on some of the best lakes in Massachusetts.

What are some parks to visit in Massachusetts?

In addition to the stunning lakes, there are plenty of other ways to enjoy the beauty of mother nature in Massachusetts. Some of the most breathtaking parks in Massachusetts include the following:

  • Massasoit State Park in East Taunton
  • Skinner State Park in Amherst
  • Pine Banks Park in Malden
  • Beartown State Forest in Monterey