• Osceola Park Car Show and Picnic

    The annual Osceola Park Car Show and Picnic will be held on Saturday, June 18 at 50 Osceola Street in Pittsfield. This is a free family and pet friendly event sponsored…

  • Pittsfield Farmers Market

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

    Powered by Roots Rising, the Pittsfield Farmers Market is the first teen-run market in the region. A year-round market with live music, chef demos, workshops, and children’s activities, the Pittsfield…

  • Burgers, Baseball, and a Band!

    Flat Burger Society McKay Street, Pittsfield, MA, United States

    You are invited to a Berkshire Roots’ Sponsored Fundraiser at Flat Burger Society to raise funds for the Wahconah Park Stadium and field supplies! Saturday, June 25, 8 to 11 pm…

  • Madonna-Rama Vinyl Night w/ DJ Pup Daddy at Methuselah!

    Methuselah Bar and Lounge 391 North Street, Pittsfield, MA, United States

    Bartender Amanda's birthday is June 27th and Methuselah & Pup Daddy Productions are throwing her a Madonna-Rama dance party! DJ Pup Daddy will spin Madonna and Madonna-related tunes from the…

  • July First Fridays Artswalk

    Downtown Pittsfield Pittsfield, MA, United States

    Enjoy a dozen brand new art shows and exhibits during the First Fridays Artswalk on Friday, July 1, 5 to 8 pm. Download the Downtown Pittsfield app in the App…

  • Back Porch Music: Ali McGuirk at Hancock Shaker Village

    Hancock Shaker Village 1843 West Housatonic Street, Pittsfield, MA, United States

    Boston singer-songwriter Ali McGuirk has been described by The Boston Globe as, “a soul singer who evokes comparisons to Amy Winehouse but rocks even harder.” Her sound combines the sounds of classic…