Downtown Pittsfield, Inc. hosts Local Love Arts Festival on Sunday, September 27 The inaugural Local Love Arts Festival will take place on Sunday, September 27, 2026, from 10:00 am to…
September is National Library Card Sign-Up Month, and the Berkshire Athenaeum, Pittsfield’s Public Library, has partnered with Downtown Pittsfield, Inc. to help you save big! During the month of September,…
September 4 First Fridays Artswalk The First Fridays Artswalk in downtown Pittsfield concludes its 5-month season (May through September) on Friday, September 4 from 5 to 8 pm as part of…
Downtown Pittsfield, Inc. is excited to welcome back Rhythmscape, a free outdoor summer dance series that transforms Downtown Pittsfield into a vibrant gathering place where music, movement, and culture come…
Pittsfield’s Best of the Berkshires 2025! Congratulations to all of our Downtown Pittsfield, Inc. members and downtown neighbors who were honored with The Berkshire Eagle’s Best of the Berkshires wins! Click…
Check out the Women-Owned Business Directory on our free Downtown Pittsfield App: https://downtownpittsfield.stqry.app/list/28543
Winners of the 2025 Pittsfield Photo Challenge Announced The winner of DPI’s 2025 Photo Challenge, as determined by local judges, is Charles Flint. His photo taken from the bridge on…
Hey Neighbor! When’s the last time you visited downtown Pittsfield? Exciting experiences await you – Explore new shops. Enjoy global cuisine, community festivals, world-class theatre, and take in colorful mural…
Dinner and a Show in Pittsfield, MA Pittsfield’s downtown, known as the Upstreet Cultural District, boasts a lively roster of music, dance, theatre, community festivals, and celebrations, including two highly…
Downtown Pittsfield, Inc. (DPI) has officially partnered with Magnetworks, a word-of-mouth hiring tool, to establish the Downtown Pittsfield, Inc. Community Job Feed: a local hub designed to connect employers with…