10 Great

10 Great Year-Round Locales

Many think of the Berkshires as a summer getaway for our world class concerts, theaters, and museums or as a fall weekend excursion to see the foliage and enjoy a harvest festival, but the Berkshires are chock full of fun things to do year round. Here’s just a sampling of the great places you can check out, no matter what time of year it is!

Visit the Town of Stockbridge


Stockbridge, The Quintessential New England Town,  and the surrounding area offer a line-up of cultural attractions rivaling that of a metropolitan area with renowned music festivals, theater, and dance; art museums and galleries; and historic homes and gardens. The spectacular countryside provides a backdrop for their cultural showcase and is itself a destination with opportunities for camping, hiking, cycling, bird watching, cross-country skiing and snowshoeing.

Catch a show at the Mahaiwe.

Mahaiwe Performing Arts Center

This beautiful and historic theater is located in the arts-centric downtown of Great Barrington and is the year-round home to a variety of amazing events including plays, concerts, opera, movies, family programming, and more. Be sure to check out the Mahaiwe’s events calendar and sign up for their e-newsletter to be the first to know what’s happening.

Get something unusual at Hoffman Potters

Hoffman Pottery

This unique shop can be found off the beaten trail in West Stockbridge. All of the works at Hoffman Pottery are hand built by the potter in residence and are also functional. Make sure to stop in and meet her, take a look at her amazing garden sculptures, and of course pick up some contemporary hand-made pottery for your home or garden any time of the year.

Take in a performance with Berkshire Theatre Group.

Berkshire Theatre Group

Truly a “people’s theatre,” the Berkshire Theatre Group’s (BTG) four stages reflect the history of the American theater. With two campuses, The Colonial Theatre in Pittsfield, MA, and The Unicorn Theatre and The Fitzpatrick Main Stage in Stockbridge, MA, BTG brings world-class theater, legendary musicians, new works, famed artists, and fun community events to the Berkshires year-round.

Walk around Historic Deerfield.

Historic Deerfield

This outdoor museum, founded in 1952, focuses on the history and culture of the Connecticut River Valley and early New England. Historic Deerfield’s missions are to educate the public and preserve antique buildings and collections of regional furniture, silver, textiles, and other decorative arts. Enjoy stepping back in time any time of year and best of all you will never run out of things to do in Historic Deerfield.

Celebrate the winter at Berkshire Museum

Berkshire Museum

For year round family fun be sure to visit the Berkshire Museum. During the winter month’s their Festival of Trees brings the holidays to life and be sure that you bring the little ones to enjoy the aquarium and catch a local theater production that is sure to be fun for all. Located in the heart of downtown Pittsfield, the Berkshire Museum is a perennial favorite among visitors and residents alike.

Do a wine tasting while at Hilltop Orchards.

Hilltop Orchards

If you’re looking for delicious treats, drinks, and a beautiful view, then Hilltop Orchards has got you covered. Hilltop offers moonlit hikes, seasonal apple picking, a wide array of delicious hand-made treats, and of course the onsite Furnace Brook Winery. For the outdoor enthusiasts be sure to check out their trail system for hiking, fat biking, x-country skiing and more.

Catch the next showtime at the Beacon or Triplex Cinema.

Beacon Cinema and Triplex Cinema

The Beacon Cinema and Triplex Cinema are located in Pittsfield and Great Barrington, respectively, and are two amazing movie theaters in the Berkshires. Both offer new releases in 2-D and 3-D format and the Beacon also serves wine and beer for select showings. If it’s a rainy day or you just can’t wait to see that new release, you’ll definitely want to head to one of these, grab some popcorn, and relax.

A trip to Williams College Museum of Art is free.

Williams College Museum of Art

Housing over 14,000 works that span the history of art, the Williams College Museum of Art is widely considered one of the finest college art museums in the country and no matter the time of year admission is alway free. The museum is home to a world-class collection and has a rotating schedule of amazingly diverse exhibitions.

Make sure you catch an event at The Whit.

Whitney Center for the Arts (The Whit)

The Whit continues to grow in popularity among locals and visitors because it offers a robust and diverse schedule of events throughout the year. Housed in a historic mansion in downtown Pittsfield, the Whit is a truly all-encompassing arts gallery that can host anything from stand-up comedy nights to jazz trios to art exhibits. Make sure to check their site and keep an eye on upcoming events.