The Berkshires are alive and active year-round! Winter offers sparkling skies and crisp, clean air when winter sports are available and the cultural offerings of the summer are extended although with a less ambitious schedule!

You can downhill ski, cross country ski, snowshoe and snowboard all within minutes of Brook Farm Inn and then enjoy music, theater, and dance. The Berkshires have many parks, preserved land, and public hiking trails through the mountains, trails, and hills. It is a truly beautiful time of year to stay at  Brook Farm Inn. Here are a few ideas!

For more information on things to do near Brook Farm Inn seasonally and year-round, download our free Berkshires vacation guide! It’s full of wonderful things to see and do during your vacation to the Berkshires. This includes things to do in the Berkshires in winter.

Things to do in the Berkshires in Winter

The Arts

Culture thrives in the Berkshires year-round. Whether you like art, music, theatre, dance, and more, the Berkshires offer all these during the winter months. For some rich chamber music, consider attending a performance at St. James Place or see a live comedy performance at the Mahawie Theater. Treat yourself to some award-winning drama at Shakespeare and Company. You can also be inspired by dance at Jacob’s Pillow Dance – now open year-round.


Hand in hand with art and culture comes history. There are several famous museums near Brook Farm Inn that please visitors from nearby and around the world. Consider visiting the  Norman Rockwell Museum, The Clark, MassMOCA, or the Berkshire Museum. Two are within 15 minutes and the others within 45. Warm up from the cold outdoor weather with an afternoon browsing house museums nearby: The Mount. Ventfort Hall Gilded Age Mansion, and Naumkeag.

Food & Drink

Cold weather calls for hearty meals and a glass of red wine. There are many wonderful Lenox restaurants that feature exquisite food to slake your hunger and satisfy your tastebuds. Indulge at the Prime Italian Steakhouse and Bar with tender steak and seafood entrees. You might also enjoy a wine tasting at Furnace Brook or another local vineyard for a romantic date. Watch the snow fall outside as you take a sip in the cozy tasting room.

Outdoor Activities

Skiing and snowshoeing are two favorite things to do in the Berkshires in winter. Hit the slopes for a day of fresh powder at Bousquet Ski Area, Butternut or Catamount Ski Areas. Or, try another winter activity, such as cross country skiing, skating, or snowshoeing at Canterbury Farm. If you love clean air, sunshine, and fresh snow, the Berkshire is heaven in winter.

Berkshires Winter Lodging

Brook Farm Inn is the perfect retreat for your holiday season getaway. Spend romantic time with your sweetheart or bonding time with friends and family here in Lenox, MA. We offer a splendid getaway here in the beautiful mountains. And we are surrounded by many winter things to do in the Berkshires! Book your stay today.