The Berkshires Blog

Winter Wonders

By Kim Ostellino

Many visit the Berkshires in its autumn glory and during the holidays, but the Berkshires is still bustling long after the seasonal festivities have dwindled away. Area ski resorts, cultural venues, and vibrant downtowns continue to draw visitors and locals to this region, filling the winter calendar with exciting events and festivities.

Eastover Estate and Retreat in Lenox hosts events throughout the year that focus on natural healing and well being. This winter, there will also be weekly getaways for those who work in the healing arts industry, giving them some much needed time to recharge and renew. Eastover also offers other unique workshops and winter retreats for individuals and groups.

If you’re a fan of The Beatles, the Berkshire Theatre Group honors legendary musician John Lennon at the Colonial Theatre in Pittsfield, with a tribute to his iconic music by talented local musicians and special guests for a night of melodious memories.

So much to see and do.

Location: Norman Rockwell Museum

The Norman Rockwell Museum keeps patrons busy during the winter months with its gallery talks and special events, like the museum’s ‘Meet Rockwell’s Models’ where you can hear accounts of what it was like to pose for the world famous artist. This winter the museum is also highlighting the works of Hanna-Barbera, one of television’s most famous cartoon duos, with events like Saturday Morning Cartoons and conversations with the curator of the exhibit, featuring art from many of their shows. During the month of February, the museum hosts the Berkshire County High School Art Show showcasing original works in mixed media created by area students.

February is home to our 10×10 Arts Festival in Pittsfield, this year this event will take place from February 16-26 and include a variety of activities from 10 10 minute plays at Barrington stage, fireworks, poetry and musical performances, and so much more.

March ushers in Women’s History Month and the Berkshire Festival of Women Writers fills this month long itinerary with readings, creative writing workshops, and collaborations with those in the literary world. These inspirational events are well attended, so much so, that this organization now hosts events all year long.

The Berkshires have become a year-round destination, so escape the winter hibernation and come check out these fabulous events and more.


Kim is a freelance writer, devoted to bringing the best of the Berkshires to locals and visitors alike through her website, Berkshire Girl Online. She is an avid hiker and kayaker, who also loves to explore the cultural and historical sites of the Berkshires.