Trips & Routes

Small Towns

Trips & Routes
Small Towns

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

While everyone else is stuck in Cape Cod traffic, you could be strolling past 19th-century mansions and eating world-class seafood in this quiet, whimsical waterfront village.

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.
Trips & Routes

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

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

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

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

Latest Small Towns

Trips & Routes
Small Towns

The Remote Town in Massachusetts We Simply Can’t Get Enough Of

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

by Jackie Sutherlin
on Apr 9
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.
Trips & Routes
Day Trips
Small Towns

If You Only Have One Day to Visit This Small Town in Massachusetts, Here’s Everything You Absolutely Can’t Miss

Escape to Brewster, a small town in Massachusetts, for a perfect Cape Cod getaway. Explore nature, history, and local culture in this charming seaside town.

by Jasmine Vieau
on Nov 17
aerial shot of the brewster tidal flats, a mile of sand that appears during low tide on cape cod
Trips & Routes
Small Towns

This Blink-And-You’ll-Miss-It Town In Massachusetts Is So Worth Exploring

by Kim Falchek
on Aug 6
A large white two-story house with a gray roof, surrounded by greenery and a white picket fence.
Trips & Routes
Small Towns

The Cozy Small Town In Massachusetts That Comes Alive Under A Blanket Of Snow

by Kim Falchek
on Jan 8
A snowy scene featuring a clock tower surrounded by trees covered in fresh snow.
Trips & Routes
Small Towns

This Charming Community Is One Of The Most Peaceful Places To Live In Massachusetts

by Kim Falchek
on Nov 24
A rocky trail surrounded by lush green trees and foliage in a serene forest setting.
Trips & Routes
Small Towns

Most People Don’t Know That This Charming Small Town Inherited One Man’s Odd Name

by Andrea Verschuyl
on Nov 3
A park scene featuring a soldier monument, American flag, and trees under a clear blue sky.
Trips & Routes
Small Towns

The Most Remote Small Town in Massachusetts Is the Perfect Place to Get Away From It All

This remote town of Mount Washington is a peaceful getaway destination in Massachusetts.

by Kim Falchek
on Oct 18
exterior of a charming green and white church in the remote town of mount washington ma
Trips & Routes
Small Towns

The Small Town In Massachusetts That Comes Alive In The Fall Season

by Kim Falchek
on Sep 26
A scenic view of a lake surrounded by vibrant autumn foliage and rolling hills under a partly cloudy sky.
Trips & Routes
Small Towns

Enjoy The Simple Life When You Visit This Tiny Rural Community In Massachusetts

by Kim Falchek
on Sep 5
A wooden covered bridge spans a calm river, surrounded by trees and cloudy skies.
Trips & Routes
Small Towns

The Most Charming College Town In Massachusetts Is Home To Delicious Dining, Shopping, And More

Amherst is a vibrant New England college town known for its rich history, outdoor spaces, and cultural attractions.

by Kim Falchek
on Sep 1
A brick building with a clock tower, surrounded by green trees and a clear blue sky.
Trips & Routes
Small Towns

The Charming Small Town in Massachusetts That’s Perfect For A Fall Day Trip

Ipswich, Massachusetts offers a variety of fall activities including historic tours, apple picking, farm events, and scenic views.

by Kim Falchek
on Aug 8
A large white historic house with black shutters, surrounded by autumn trees, along a quiet road.
Trips & Routes
Small Towns

There’s No Community In Massachusetts More Enchanting And Historic Than Marblehead

Marblehead, Massachusetts, offers a charming and historical experience with its historic homes, museums, parks, and scenic views.

by Kim Falchek
on Jul 28
Charming street lined with historic homes, featuring white facades, black shutters, and colorful flower boxes.
Trips & Routes
Small Towns

The Kielbasa Capital Of Massachusetts Is One Of The Most Delicious Small Towns You’ll Ever Visit

Chicopee, Massachusetts, known as the "kielbasa capital," offers a variety of places to enjoy authentic Polish kielbasa and other traditional foods.

by Kim Falchek
on Jun 12
Historic brick building with a sign reading "Polish Center," surrounded by green lawn and a tent for events.