woman taking a photo

What to Do in the Berkshires in Winter

In the Berkshires, there’s no off-season. No matter the weather, a visit to our neck of the woods is bound to be filled with excitement, adventure, and discovery—the building blocks of unforgettable memories. Now that the summer is winding down and the chilly season is upon us, it’s time to jump into things to do in the winter in the Berkshires. Grab your jacket, a cup of hot cocoa, and join us in the wonderland that is winter in the Berkshires.

Contact Us Today! 

Norman Rockwell Museum 

Snow activities may come to mind when you first think of the Berkshires. But here, the snowy season is so much more than skiing, snowshoeing, ice skating, and tubing. Stockbridge’s Norman Rockwell Museum is both inspiring and educational with the mission to use art as a way to shape society and spread the values of kindness, respect, and social equity that founder and namesake Norman Rockwell embodied. 

While you can visit year-round to enjoy the permanent and visiting exhibitions, they host seasonal workshops and events in the winter. This year, during December school break week, don’t miss the family art-making activities inspired by the colorful stories of Leo Lionni. 

The Wizards of Winter Show

When it comes to the Berkshires holiday events, we got you covered! This December, The Wizards of Winter will again light up the stage with holiday cheer. Featuring former members of The Trans-Siberian Orchestra, Def Leppard, Rainbow, Alice Cooper, and Blue Oyster Cult, along with Broadway and theater veterans, this 11-member ensemble will grace The Colonial Theatre with soaring vocal harmonies, precision string instrumentation, powerful percussion, and stunning keyboard work during the most exciting family rock event of the holiday season. 

mass moca


The Massachusetts Museum of Contemporary Art aims to inspire, enliven, and foster genuine creativity for both artists, visitors, and onlookers alike. As one of the world’s liveliest centers for making and enjoying today’s most evocative art, MASS MoCA features galleries as well as indoor and outdoor performing arts venues, making it easy to embrace all forms of art: music, sculpture, dance, film, painting, photography, theater, and beyond. This innovative and thriving museum is located just across the street from Porches Inn—there’s no more perfect place to spend the afternoon on a chilly winter day! 

Studio 9 

Known as an intimate recording studio and performance venue, Studio 9 was designed and built from the ground up with music and sustainability in mind. It’s located right within Porches Inn, providing an unparalleled backdrop for live shows and professional recording. As a venue that hosts an abundance of North Adams winter events, you can always find something unique and exciting happening here. 

Where to Stay in the Berkshires 

The best part about these Berkshires winter attractions is that they begin and end with you! Start your winter getaway at Porches Inn, complete with a community fire pit, sauna, four-season pool, and hot tub. Located just across the street from MASS MoCA, our boutique inn has everything you need—from blazing fireplaces and luxurious comforters to warm staff and homemade comfort foods—to embrace the chilly season with open arms. Book now!