The Most Picturesque Small Towns In Massachusetts
World Atlas
It is going to be a tough call picking out the most picturesque small towns in Massachusetts. This is regardless of whether one focuses on the Boston area and the state’s shoreline, where small towns spot tasty waterfronts and heart-melting Colonial architecture — or the western side, particularly the Berkshires — a well-known leaf-peeper’s paradise. That said, the list of the most picturesque towns has both big names, such as Provincetown, and a few surprises. Starting with Northampton, discover below the most picturesque small towns in the Bay State.
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HUDSON
Hudson boasts a fabulous Main Street, which is pleasant and walkable and has an overall look that is among the most swoon-worthy of any Massachusetts small town. The Assabet River flows through the town, adding a layer of rustic charm to an already beautiful spot. No one will want to miss the New City Microcreamery, especially if you want to enjoy Hudson one scoop at a time. No wonder they have been voted the best ice cream in Massachusetts. If you want to experience a WWII battle reenactment, complete with one of the most impressive collections of military vehicles used in the war, the American Heritage Museum simply has no competitor. That said, if you are a social butterfly and looking for a place to chill or chat up locals, Horse Shoe Pub is a homey, family-run establishment, loved for its expansive beer list and patio seating.