Festive Frolic: Kids’ Paint & Sip
Downtown Pittsfield, Inc. and St. Stephen’s Episcopal Church will host a Free Kids’ Paint & Sip on Saturday, December 6, 12:30 to 3 pm, in the auditorium at St. Stephen’s…
Since 1983, Downtown Pittsfield, Inc. (DPI) has been the recognized leader, facilitator and principal advocate for downtown. DPI has developed strategies and programs, mobilizing resources resulting in a creative, lively, sustainable environment.
DPI is a membership organization consisting of property owners, businesses, residents, cultural & entertainment venues, restaurants, and non-profit organizations who have joined forces to increase economic activity by promoting downtown as a great place to live, work, and play. DPI works in partnership with the various city departments which has led to major streetscape projects, parking improvements, and marketing initiatives.
The mission of Downtown Pittsfield, Inc. is to strengthen and promote Downtown Pittsfield, Inc.’s membership through advocacy, collaboration, and celebration.
Downtown Pittsfield, Inc. and its members welcome people, businesses, and events to join our diverse, vibrant, and bustling district.
Downtown Pittsfield, Inc. and St. Stephen’s Episcopal Church will host a Free Kids’ Paint & Sip on Saturday, December 6, 12:30 to 3 pm, in the auditorium at St. Stephen’s…
NOW INSIDE!! Downtown Pittsfield, Inc. will host Photo Ops with Santa on Saturday, December 6, 12:30 to 3 pm, inside Hand Crafted at 26 Dunham Mall. Santa will be welcoming…
In February 2026, Downtown Pittsfield, Inc. will present “A Taste of Downtown” – a month-long Downtown Restaurant Celebration – in partnership with Mill Town Foundation. Seventeen restaurants and bars in downtown Pittsfield…
Downtown Pittsfield, Inc. will host our Annual Downtown Pittsfield Spring Cleanup on Friday, April 17, 12 to 4 pm. Early check-in/pick-up of trash bags will be available starting at 11…
Free Children’s Spring Tea Party and Paint & Sip at WANDER on Sunday, April 19, from 2 to 4 pm. Downtown Pittsfield, Inc. (DPI) will host a free Downtown Celebrates Spring Children’s…
Join Downtown Pittsfield, Inc., the Berkshire Museum, and BeatNest for a Spring gathering outside on Dunham Mall at 100 North Street. The Berkshire Museum will bring objects from their education…
Hosted by Berkshires-born recording artist and music producer Jackson Whalan, the goal of The Berkshires Music Mixer is to bring the entire local music industry together. This is a space…
Persip Park, 175 North Street, will feature a live performance by Nate Martel and his band from 5 to 8 pm. Enjoy a beer garden from Hot Plate Brewing Co. and local food vendors within the vicinity. Powerhouse vocalist, songwriter, and guitarist, Nate Martel, currently resides in Easthampton, MA, but he was born and raised…
School Street will feature a Beer Garden with Hot Plate Brewing Co., lawn games, and busker, Micheal Aaron from 5 to 8 pm. Michael Aaron is not just another singer-songwriter; he's a musical craftsman whose eclectic blend of folk and indie rock reflects a lifetime of diverse experiences and influences. Drawing inspiration from a diverse array…
Downtown Pittsfield, Inc. and First Fridays Artswalk will feature Peter Vacchina as the May “Art in the Park” artist. Peter will be popped up in Palace Park (near 122…