See all Pittsfield Christmas happenings this year!
Pittsfield prepares for Christmas 2025 in the historic district and downtown theaters, where classic architecture is trimmed in lights and wreaths. Programs showcase Christmas tours, seasonal festivals and winter celebrations, with craft markets, concerts and cozy events throughout the season.
Find the best Pittsfield Christmas happenings this year!
Pittsfield Christmas Events
Pittsfield Christmas Movies, Theater and Entertainment
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Step into the festive spirit with a captivating stage adaptation of Charles Dickens' 'A Christmas Carol.' This timeless story of redemption and holiday cheer is brought to life by the skilled performers of Berkshire Theatre Group. Experience the magic of Victorian London, the ghostly encounters, and the heartwarming transformation of Ebenezer Scrooge in a production that promises to be a memorable holiday tradition.
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Discover the festive sounds of Sandra Boynton's new Christmas album, 'Cows and Holly,' brought to life with music videos and insights from the acclaimed artist. This unique event features Boynton discussing her creative process alongside her collaborator Michael Ford, with performances by a star-studded lineup.
Pittsfield Christmas Markets and Shopping
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Experience the magic of Stockbridge Main Street at Christmas, a beloved event that transforms this charming New England village into a festive wonderland. Inspired by Norman Rockwell's iconic "Home for Christmas" painting, the celebration features a historic property tour, a heartwarming holiday concert with sing-along, and a lively Main Street recreation complete with antique cars, carolers, Santa, and Mrs. Claus. Discover twinkling lights, holiday wreaths, and a spirit of simpler times.
Pittsfield Other Christmas Activities
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Experience the magic of the holiday season by cutting your own Christmas tree at Ioka Valley Farm. They offer a selection of Concolor Fir, Fraser Fir, and Canaan Fir, with services to help you get your tree home. Browse their farm stand for festive decorations and gifts, and don't miss the special 'Breakfast with Santa' event.
Christmas Events Near Pittsfield
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With 20 years of experience, we use AI technology to build the most comprehensive list of christmas events events.
Our goal is complete coverage—from major festivals to small community celebrations, ensuring you never miss anything happening in your area.
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