Trips & Routes

Small Towns

Trips & Routes
Small Towns

The 5 Best Outdoorsy Towns to Explore in Massachusetts

Discover the small towns where breathtaking landscapes, local charm, and unforgettable outdoor recreation go hand in hand.

by Kim Falchek
on Jun 20
A woman with a walking stick stands on a rock and looks out atop Monument Mountain in Great Barrington, MA.
Trips & Routes

Instead of Kennebunkport, This Massachusetts Town is Where You Should Take Your Next Trip

by Lynnette Nicholas
on Jun 18
An image of boats floating in the Cape Cod Bay on a sunny day.
Trips & Routes

This Little-Known Waterfront Village Is One of the Most Charming in Massachusetts

by Jasmine Vieau
on Apr 14
Onset Beach in Wareham, Massachusetts with sweeping waterfront views toward the pier and village.
Trips & Routes

Why Travelers Are Falling for This Small Historic Town in Massachusetts

by Kim Falchek
on Mar 28
An exterior view of the historic Burnham house in Essex, MA reflecting in the water.
Trips & Routes

The Historic Massachusetts Town Locals Hope Stays Off Tourists’ Radar

by Raymond Goldfield
on Mar 12
A close-up of an old mill at a historic ironworks in Saugus, MA.

Latest Small Towns

Trips & Routes
Small Towns

5 Small Towns in Massachusetts So Dreamy, You’ll Swear You’ve Seen Them on TV

Explore Massachusetts' absolutely dreamy small towns that seem straight out of a television show!

by Charlie Boyle
on Jan 21
A calm, wide river cuts in between green farmland dotted with small buildings at dusk. The river is lined with trees changing for fall and mountains loom large in the distance.
Trips & Routes
Small Towns

The Small Town in Massachusetts That Feels Straight Out of Hocus Pocus

Discover Salem, a small town in Massachusetts where Hocus Pocus was filmed. Explore filming sites, haunted tours, and fall festivities.

by Jasmine Vieau
on Sep 22
A house decorated for Halloween in Salem with bright green and purple lights, skeletons, and pumpkins.
Trips & Routes
Small Towns

This Tiny Massachusetts Town Pairs Mountain Views With World-Class Art

Tucked away in the Berkshires, Williamstown is the one remote town in Massachusetts that everyone should visit.

by Jackie Sutherlin
on Jul 3
A gravel path leads through a field with mountains in the distance.
Trips & Routes
Small Towns

Why Wareham, Massachusetts, the Gateway to Cape Cod, Is Worth a Visit in Its Own Right

Want to experience the magic of Cape Cod without the traffic? A trip to Wareham, Massachusetts is just as fun.

by Kim Falchek
on Jun 23
An ariel view of the Weweantic River in Wareham, Massachusetts. There are several boats in the water.
Trips & Routes
Small Towns

The Walkable Massachusetts Town That’s Known for Its Historic Charm

Hudson is a walkable town in Massachusetts known for its historic charm and vibrant food scene. Explore its award-winning Main Street, top-rated restaurants, and local breweries.

by Jasmine Vieau
on Dec 29
: An aerial view of a snowy town center featuring a traffic roundabout and historic brick buildings.