Designated one of the Cultural Districts in Massachusetts, Pittsfield’s downtown, known as the Upstreet Cultural District, boasts a lively roster of music, dance, theater, community festivals, and celebrations, including two highly acclaimed professional theaters—the Colonial Theatre, part of Berkshire Theatre Group, and Barrington Stage Company—presenting a wide array of performances. There’s a vibrant visual arts scene in Pittsfield, too, with public art (Artscape), thriving galleries, artist studios, cooperatives, and the monthly First Fridays Artswalk. Cultural festivals include 3rd Thursdays, the WordXWord Festival, Pittsfield CityJazz Festival, 10X10 Upstreet Festival, and more!
This year Small Business Saturday in downtown Pittsfield includes a treasure hunt, a surprise visit from Santa, and special deals throughout the downtown. Support local…
Downtown Pittsfield boasts an eclectic shopping experience with a variety of retail locations. Shop clothing, jewelry, furniture, home décor, sporting goods, gift items, and so…
Downtown Pittsfield Takeout and Delivery! This is not a comprehensive list. Please confirm hours of operation with the businesses. When picking up takeout or greeting…
In this short video, Downtown Pittsfield, Inc. presents a reflection on the Pittsfield community’s response to the Coronavirus and our resilience and accomplishments. Take a look, maybe…
Downtown Pittsfield Stories: Berkshire Museum The Berkshire Museum reopened to the public on August 1 as part of Phase 3 in Massachusetts’ Reopening. The Museum…
Major Donors are committed to the vitality of downtown and our organization. They allow us to achieve the goals outlined in the Strategic Plan and our mission statement.
Special thanks to our Platinum Level donors below!
