Join us for a romantic night of comedy at The Inn at Stockbridge! Join us on Valentine's day for Comedy Night at The Inn at Stockbridge! Get ready for a night filled with laughter and fun as some of the best comedians take the stage, including Jasmine Mills, Patrick McKinstry, and Darren Sechrist, Don't miss out […]
Holidays, Performing Arts & Entertainment
Second City and Upright Citizens Brigade alum and current Daily Show host with the most, Jordan Klepper dishes out some of the shrewdest and funniest cultural commentary going — skewering the hypocrisy of our surreal political moment with a rare mix of bemused incredulity and genuine empathy. Klepper shares personal stories about his time on the road, […]
Performing Arts & Entertainment
Gus Heagerty is a comedian, actor and director living in Craryville, NY. You can watch him on NBC's Stumble where he plays Seph Marigold. You can watch his comedy shorts on instagram and tik tok @gus.heagerty This is a seated event. You have a choice to purchase a ticket at a table or in our […]
Performing Arts & Entertainment
Norman Rockwell Museum is pleased to present Shine a Light: The Art and Life of Deb Koffman, a featured installation celebrating the artistry, life, and mindful spirit of Berkshire-based artist and author Deb Koffman (1956–2021). Known for her bold, text-infused paintings, illustrations, and books, Koffman created vibrant works that blend humor, hope, and honesty—providing practical tools […]
Arts and Culture, Exhibits, Family Friendly
This heartwarming collection of holiday themed works by Norman Rockwell—from Thanksgiving and Christmas to New Year’s—are showcased in this lively installation of enduring seasonal favorites. Renowned for his ability to capture the spirit of American life, Rockwell’s paintings reflect the joy and nostalgia of the season as inspired by classic tales, holiday festivities and greetings, […]
Exhibits, Family Friendly, Holidays
Special sales - stop in to find a treasure to keep or gift!
Class, Workshop, and Open Studios
Looking for things to do and explore with the kids over the February Break? New events will be added as they come in! Berkshire Art Center - February Vacation Program: Five Days of Joy: 2/16-2/20 for children ages 6 and up Berkshire Botanical Garden - Farm in the Garden Camp: 2/17-2/20 for ages 5-10 Berkshire […]
Class, Workshop, and Open Studios, Family Friendly, School Vacation
Berkshire Museum’s popular Ten Days of Play winter series returns to Pittsfield, Massachusetts, February 14 – 21! Join us for a collection of off-site programs as we celebrate the season with crafts and hands-on activities. Enjoy this break from school with hands-on learning in the community at Hancock Shaker Village’s The Big Chill, free programming at Berkshire Community College, and a Day of Play at […]
Family Friendly, School Vacation
Catch BSC favorites in the spotlight as 100 minutes of dreams, drama, and pure delight unfold in the St. Germain Theater. These fast-moving plays — 10 plays, each 10 minutes in length — will make you laugh, might make you cry, and promise to make you think. Thursdays – Saturdays, 7:00pm; Saturdays and Sundays, 2:00 […]
Performing Arts & Entertainment
In February 2026, Downtown Pittsfield, Inc. will present A Taste of Downtown – a month-long Downtown Restaurant Celebration – in partnership with Mill Town Foundation. Seventeen restaurants and bars in downtown Pittsfield will be participating. A Taste of Downtown will feature marketing efforts to highlight downtown Pittsfield’s local restaurants and restaurant owners and the Taste […]
Family Friendly, Food and Drinks