10 Small Towns in Massachusetts Not To Miss


Explore the charm of Massachusetts beyond its bustling cities with these 10 small towns. From historic sites to scenic landscapes, these hidden gems are not to be missed.

Seaside charm with elite shopping, pristine beaches, and boutiques along a mile-long Main Street.



Picturesque charm with independent shops, Tannery Square, and a unique dining experience at the Newburyport Lighthouse.



Lobster lover's paradise with seafood shacks, whale watching at the harbor, and scenic coastal beauty.



Quaint main street, Gilded Age estates like Naumkeag and Chesterwood, and the Norman Rockwell Museum.



Idyllic summer escape with cobblestone streets, cedar-shingled cottages, upscale dining, and maritime history.



Cape Cod gem offering beachside biking along the Shining Sea Bikeway and captivating coastal views.



Historically Black community featuring candy-colored cottages, Ocean Park, and film history at Joseph Sylvia State Beach.

Oak Bluffs


Enclave with ferry terminal to Martha's Vineyard, boutique shopping, and harborside dining.

Woods Hole


Small-town feel with presidential history at the JFK Hyannis Museum and ferry access to Nantucket.



Charming beach town with cedar-shingled buildings, varied beaches, shopping, and seafood dining on Main Street.



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