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!
December 1 First Fridays Artswalk features New Art Exhibits, Open Studios, Wreath Art Auction, and Free Admission to the Festival of Trees! The First…
Festive Frolic: December 1 – 3 Downtown Pittsfield, Inc. (DPI) will host the Downtown Festive Frolic on Friday, Saturday and Sunday, December 1, 2 and…
Downtown Pittsfield, Inc. (DPI) will be facilitating a Holiday Downtown Pittsfield Passport giving shoppers a chance to win one of three prize packages made up…
Downtown Pittsfield, Inc. is hosting its Thankful Food Drive now through November 30, 2023. Donations of non-perishable items will benefit the South Community Food Pantry…
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 more!
Must see modern artist studios housed in the historic Clock Tower If you haven’t visited The Clock Tower Artists in Pittsfield yet, the winter months…
Downtown Pittsfield, Inc. and the Pittsfield Economic Revitalization Corporation (PERC) are co-facilitating a SECOND ROUND of The Pittsfield Glow Up! Business Improvement Grant Program made…
Winners of the 2023 Pittsfield Photo Challenge Announced! This summer, Downtown Pittsfield, Inc. held a photo challenge to find the photo that best captures why…
First Round of Pittsfield Glow Up! Business Improvement Grants Announced Downtown Pittsfield, Inc. (DPI) and the Pittsfield Economic Revitalization Corporation (PERC) have announced the first…
Let It Shine! A Celebration of Public Art: Self-Guided Mural Tour The Pittsfield Let It Shine! Public Art Partnership celebrates new murals in Pittsfield! These…
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!
