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Top Activities in Western Massachusetts

See all 3 things to do in Western Gateway Heritage State Park

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Western Massachusetts Attractions

Discover what makes Western Massachusetts tick with some of the very best tours & day trips. Scroll through our 3 fun activities in Western Massachusetts, and rest easy knowing that we offer free cancellation and no added fees.

Things to Do in Western Massachusetts with Kids

You'll find plenty of fun activities to do with the kids in and near Western Massachusetts. Keep the gang happy with our family friendly experiences.

Explore The Neighborhoods of Western Massachusetts

Springfield

At the heart of this industrious American city are museums, activities and delicious New England and international cuisine.

BasketballSportsMuseums

Lenox

A dream destination for those who love all things artistic, this upscale town is known for hosting the world-famous Tanglewood Music Festival.

GardensMuseumsLive Music

Hancock

Attack the ski slopes or brush up on local history in this tiny New England village, which makes a perfect base for exploring the Berkshires.

Cross-Country SkiingMountainsHiking

Great Barrington

Enjoy fine dining and antique shopping at this Berkshires hub, along with hiking, biking and skiing in the surrounding countryside.

Rock ClimbingHikingLive Music

West Springfield

The ample dining options and thrilling amusement parks are top of the list for many visitors to West Springfield. A stop by Eastern States Exposition or Josiah Day House might round out your trip.

FestivalsShoppingTheme Parks

Northampton

Travelers come to Northampton for its abundant dining options, and you can see top attractions like Calvin Theater and Academy of Music Theater while you're in town.

Live MusicUniversitiesPoolside Bars

Learn More About Western Massachusetts | Blog

10 coolest places to beat

Chilling out at some of the nation’s most refreshing spots

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Must-see stops on an East

California might get all the beachy credit, but this summer, the East Coast is calling our names

Expedia Local Expert
Must-see stops on an East. Opens in a new window.

Frequently Asked Questions

What to do in Western Massachusetts on a sunny day?

What to do in Western Massachusetts on a rainy day?

A All-Inclusive Luxury Group Tour of the Berkshires is a perfect indoor activity if the weather isn't behaving.

What should I not miss in Western Massachusetts?

Sensational sights aren't hard to come by here, but Naismith Memorial Basketball Hall of Fame and Volleyball Hall of Fame are a couple that are unmissable.

Are there cheap things to do in Western Massachusetts?

What can you do in Western Massachusetts for free?

You'll barely have time to take your wallet out of your backpack with so many terrific free things to do:

  • University of Massachusetts-Amherst
  • Amherst College
  • Springfield Armory
  • Holyoke Mall