The best downtowns in Massachusetts are found in its small towns. Why is that? Well, oftentimes, the heart of a state lies within its small towns, and that’s certainly the case for Massachusetts. With mainly privately owned shops, boutiques, cafes, bars, and restaurants, you’ll be hard-pressed to find a big box or corporate-run store in the downtown areas of the small towns in Massachusetts. Here are some of the cutest town squares in Massachusetts:

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These are the best downtowns in Massachusetts are truly the heart and soul of the state. Do you have a favorite downtown area? Tell us about it in the comments!

From small towns to hidden gems, Massachusetts is one of the best states to explore! Read about some of Massachusetts’s lesser-known attractions and then pay one a visit!

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small towns in Massachusetts

What are some small rural towns in Massachusetts worth visiting?

Massachusetts has beautiful countryside, so it’s not surprise that there are many small rural towns that a worth a visit. Take Deerfield, for instance. This historic small town has a charming downtown area and plenty of museums and craft shops to explore. Be sure to visit in the fall when the trees glow with autumn colors. Montague is a small town in Western Massachusetts that is overflowing with rural charm. When you visit, check out the Montague Book Mill. This unique bookstore used to be a functioning mill but now is a cute café and used books shop.

What are some small towns in Massachusetts perfect for a weekend getaway?

If you want to escape the hustle and bustle of life, a quick weekend getaway to a charming small town in Massachusetts may be the perfect solution. Head over to the classic maritime town of Newburyport for a few days. Take in the busy waterfront, eat at some fantastic restaurants, and peruse the charming shops. Or, hop on a ferry and visit Edgartown on Martha’s Vineyard. This island town has fantastic shopping, amazing restaurants, and top notch accommodations. You won’t be disappointed!