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PITTSFIELD, MA On Saturday, December 13th 2025, a Berkshire benchmark of spectacular sustainable craft tradition will again take place in Pittsfield’s Upstreet Cultural District. For 18 years the Holiday Shindy has been a magical shopping destination, showcasing artisans from across the region. The Shindy offers the chance to shop directly from local farms and makers, from soaps and tinctures to cookies and calendars.