No matter what time of year it is, you’ll always find a wide variety of things to do in the Berkshires. During the colder months, you’ll be greeted with a warm reception at the Gateways Inn before embarking on a variety of activities in the local area. Whether you crave a snowy outdoor adventure or want to experience the superb culture of our area, we’ve come up with a list of great things to do in the Berkshires in winter. From skiing to cozy nights in front of the fireplace at the Gateways Inn, it all awaits you this winter!
Find even more things to do in the Berkshires in winter and any other time of year when you request our free Vacation Guide! It’s filled with all the best recommendations for local attractions, dining, entertainment, and more.
5 of the Most Fun Things to Do in the Berkshires in Winter
The quintessential cold weather sport of skiing is a popular wintertime activity in the Berkshires. Several areas in the region offer skiers of all skill levels an opportunity to hit the slopes. Destinations for Berkshires skiing, all between five to thirty minutes away from the Gateways include Butternut, Jiminy Peak, Bousquet, Catamount. If you’re more interested in cross-country skiing, you’ll love the Cranwell and Hilltop Orchids.
Explore the Museums
The Berkshires has a vast number of world-class museums to check out. Whether your passion is literature, art, or history, you’ll find a museum or gallery of interest. The Berkshire Museum is a unique combination of both historical information on the area and art exhibits. Arrowhead is the home where legendary American author, Herman Melville, lived while he wrote Moby Dick. The Norman Rockwell Museum has the largest collection of original Rockwell art in the world! With so much to see and experience, you’ll hardly have time to do it all in one trip.
Theater and Events
While the Berkshires are famous for summer theatre performances, the shows don’t stop during the winter season! Shakespeare & Company has performances running through the winter. Both the Mahaiwe Performing Arts Center and the Colonial Theatre also host year-round events that you won’t want to miss.
Lovers of all thing unique will find a treasure trove of antique shops to explore in the Berkshires. Our stores carry beautiful, rare pieces that will become a topic of conversation as soon as you bring them home. Here are just some of our favorite places to find Berkshire antiques that you won’t want to leave off your shopping list!
Just because it’s colder doesn’t mean you won’t want to spend time in the great outdoors. On the contrary, snowfall makes the rolling hills and quaint town streets even more picturesque! From snowshoeing to strolling through the iconic Stockbridge Main Street during Christmas, there are many ways to take in the beauty of the Berkshires in winter.
Stay Warm and Cozy at the Gateways Inn
Escape from your day-to-day schedule and enjoy a Berkshires winter getaway in our elegant bed and breakfast in Lenox, MA. This Procter mansion turned inn is the perfect alternative to other local hotels and provides you with all the modern amenities you desire surrounded by historic charm. Guests will also be able to dine in our on-site award-winning restaurant and enjoy live entertainment in the cozy lounge. Ready for the vacation of your dreams?
Find your favorite room with us today! We can’t wait to welcome you to the Berkshires soon!
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