Wondering what to do this winter? A trip to The Berkshires offers you incredible options for entertainment and events. In addition to a plethora of exhilarating outdoor activities, you’ll find theatre and dance opportunities to keep you busy throughout these colder months. From Shakespeare to skiing and museums to dance parties, there is always something new to discover and explore. We thought we’d share just a few of our favorites to help you plan your winter escape.

See a Show at Shakespeare & Co
Perfect for February, Shakespeare’s Valentine Surprise offers laughter and love that celebrates romance in all its aspects, showcasing scenes of some of the most famous and well-known lovers – with lots of surprises. From star-crossed Shakespearean lovers to poetry’s most beloved, you’ll find something romantic and raucous for every age.

Enjoy a Pillow Party
Experience an epic dance party at the new, $5.5 million, 7,373-square foot Perles Family Studio. Focusing on the social features of dance in all its forms, February offers Samba and March brings Swing Dance. Enjoy live music while learning the steps from the experts at Jacob’s Pillow dance company, and then dance the night away. It’s an unforgettable evening of fun!

Go Skiing or Snowboarding
Don’t rule this one out simply because you haven’t tried skiing before. In addition to thrilling black diamond trails at places like Jiminy Peak, Berkshire East, and Ski Butternut, you’ll find plenty of gentle slopes perfect for beginners. You may also want to try snow tubing, snowshoeing or cross-country skiing, all fun ways to take advantage of the winter wonderland The Berkshires offers.

See the Norman Rockwell Museum
Nothing embodies small-town Americana and the ambiance of rural New England life quite like Norman Rockwell’s iconic illustrations. The Norman Rockwell Museum is home to the largest collection of his art in the world. Its mission is to present, preserve and study the art of illustration as inspired by this great artist, and to celebrate the power of art to both reflect and shape society.

Enjoy Live Music
From classical performances by the Berkshire Bach Society to chamber music from Close Encounters with Music, the Berkshires offers plenty of opportunities to appreciate live music. You’ll find someone performing absolutely every night of the year at the Lion’s Den, and many other local bars and pubs also offer a stage for entertainers.

No matter what type of activities interest you, The Berkshires offer something to entice you during winter. The perfect home base for your stay, Seven Hills Inn is set on 27 acres of manicured lawns and impressive gardens that are as beautiful covered in snow as they are in bloom. And if you have any questions about local attractions or tickets, our welcoming staff is always happy to help or point you in the right direction.