Latest Past Events

Free Kids’ Paint & Sip – August 4

St. Stephen’s Episcopal Church 67 East Street, Pittsfield

Downtown Pittsfield, Inc. and St. Stephen’s Episcopal Church will host a Free Kids’ Paint & Sip on Friday, August 4, 5 to 7 pm, in the auditorium at St. Stephen’s…

Mountain Day with The Whiskey Treaty Roadshow

Bousquet Mountain 101 Dan Fox Drive, Pittsfield

Berkshire-based Americana/folk rock supergroup The Whiskey Treaty Roadshow and the Berkshire County Outdoor Recreation Summit are proud to announce the 2nd Annual Mountain Day at Bousquet Mountain on Saturday, July…

Fifth Annual Berkshire Jazz Showcase

The Common, First Street, Pittsfield, MA 100 First Street, Pittsfield

A free all-afternoon concert on Pittsfield's First Street Common, adjacent to the playground and splash park. The showcase features four of the finest jazz groups in the region: The Wanda Houston Band, Paul Ostermayer Quartet, Luke Franco Quartet, and Andy Kelly’s Jazz Ambassadors (7-piece New Orleans ensemble). Food trucks will be on site or bring your own…