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!
The First Fridays Artswalk in downtown Pittsfield returns on Friday, June 2 from 5 to 8 pm to celebrate Pride. Thanks to grant support from…
Pittsfield Glow Up! Business Improvement Grant Program (Applications are now closed) The Pittsfield Glow Up! Business Improvement Grant Program is made possible by the American…
Congratulations to all of our Downtown Pittsfield, Inc. members who were honored with The Berkshire Eagle’s Best of the Berkshires wins! Click here to learn…
This summer, Downtown Pittsfield, Inc. held a photo challenge to find the photo that best captures why downtown Pittsfield is the “Heart of the Berkshires”.…
The Downtown Pittsfield App allows you to easily browse downtown directories and take walking tours on your cell phone. The app uses GPS to give…
Downtown Pittsfield, Inc. with support from Berkshire Bank and Jodi Tartell has launched the Downtown Pittsfield e-gift card which can be used at many of…
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!
