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Top Activities in The Berkshires

See all 4 things to do in Berkshire Theatre Festival

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The Berkshires Attractions

If you're ready to explore The Berkshires, sign up for a few of the top tours & day trips on offer, and let a friendly guide show you the most popular sites. Offering free cancellations and no added fees, our top 4 fun activities in The Berkshires are also worth browsing through.

Things to Do in The Berkshires with Kids

You'll find loads of fun activities to do with the kids in and near The Berkshires. Keep everyone happy with our family friendly experiences.

Free Things to Do in The Berkshires

An escape to The Berkshires doesn't have to cost a lot. You won't even need your wallet if you check out:

Animagic Museum of Animation - Roam around and explore the captivating exhibits and collections at this respected museum.

Wood's Pond - Spend a little time beside the water to unwind and revive your energy.

Guido's Marketplace - Make room in your itinerary to have a look at this site of local importance.

Canoe Meadows Wildlife Sanctuary - Whether you can separate your peonies from poppies, you're certain to find beauty in this picturesque display.

Explore The Neighborhoods of The Berkshires

Lenox

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

GardensMuseumsYoga

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 SkiingFamily-FriendlyMountains

Great Barrington

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

HikingLive MusicScenery

Pittsfield

Located at a fork in the Housatonic River, this city provides an appealing mix of cultural diversions and outdoor pursuits. 

BaseballSportsEntertainment

Williamstown

With culture, small-town charm and beautiful mountain scenery, this lively college town in the Berkshires is a very popular destination.

UniversitiesArtMuseums

Lee

This picturesque town has plenty of family-friendly activities and is ideally placed for exploring the largest forest in the state.

ChurchesCathedralsShopping

Frequently Asked Questions

What to do in The Berkshires on a sunny day?

A All-Inclusive Luxury Group Tour of Vermont is the perfect activity if you don't want to miss any moments of sunshine in The Berkshires.

What to do in The Berkshires on a rainy day?

If it's wet outside and you're searching for something to do, hang up your raincoat and try out an All-Inclusive Luxury Group Tour of the Berkshires.

What can you do in The Berkshires for free?

You could leave your money in the hotel safe for the day, because these great attractions won't cost you a dime:

  • National Shrine of the Divine Mercy
  • Lee Prime Outlets
  • Mount Greylock
  • Cranwell Golf Club