• “Where’s Winston?” Scavenger Hunt at First Fridays at Five

    Downtown Pittsfield, Inc. will present a one-night-only Back-to-School edition of “Where’s Winston?” during the September 5th First Fridays at Five. This Back-to-School themed scavenger hunt for images of Officer Winston, the Pittsfield Police Department’s comfort dog, will take place on Friday, September 5, from 5 to 7:45 pm. Game Cards will be available at the…

  • Clock Tower Artists Open Studios

    Clock Tower Artists 75 South Church Street, 3rd Floor, Pittsfield, MA, United States

    September at the Clock Tower Artists Friday, September 5, 5 to 8 pm Saturday, September 13, 1 to 4 pm A new month, a new season approaching, and endless new inspiration! Step into…

  • First Fridays at Five: Opal Raven Cirque

    Downtown Pittsfield Pittsfield, MA, United States

    New for September, enjoy an Entertainment Zone at the south end of North Street near Hot Harry’s featuring performances by WackyChad! and Opal Raven Cirque. Opal Raven Cirque will perform a…

  • September 5 First Fridays at Five

    Downtown Pittsfield Pittsfield, MA, United States

    The final First Fridays at Five of the 2025 season will be held on Friday, September 5th from 5 to 8 pm with an Afterparty from 8 to 11 pm.…

  • First Fridays at Five: Stunt Comedian WackyChad!

    Downtown Pittsfield Pittsfield, MA, United States

    New for September, enjoy an Entertainment Zone at the south end of North Street near Hot Harry’s featuring performances by WackyChad! and Opal Raven Cirque. Stunt Comedian WackyChad! will perform…

  • Free Drop-In Art Making at First Fridays at Five

    Berkshire Art Center 141 North Street, Pittsfield, MA, United States

    The Berkshire Art Center (BAC), 141 North Street, will host Free Drop-In Art Making during First Fridays at Five on Friday, September 5 from 5:30 to 7:30 pm. Enjoy a rotating set of art projects for individuals and families to participate in at their own pace with the guidance and support of a Faculty Artist.…

  • Ribbon Cutting for Robert Markey’s Mosaic Mural in Dunham Mall

    Dunham Mall 100 North Street

    Downtown Pittsfield, Inc. will hold a Ribbon Cutting for Robert Markey’s Mosaic Mural in Dunham Mall on Friday, September 5 at 6:15 pm during the September 5 First Fridays at Five. The three mosaic mural panels created by Markey are intended to beautify downtown as part of the Reimagine Dunham Mall effort. Reimagine Dunham Mall aims to…

  • Ribbon Cutting for Emily Elizabeth Bunnell’s Map of Downtown Pittsfield in Dunham Mall

    Dunham Mall 100 North Street

    Downtown Pittsfield, Inc. will hold a Ribbon Cutting in Dunham Mall for Emily Elizabeth Bunnell’s Map of Downtown Pittsfield on Friday, September 5th at 6:15 pm during the September 5 First Fridays at Five. This map, created as part of the Reimagine Dunham Mall effort, is the first of several wayfinding efforts being introduced in…

  • Job Creators at Hot Plate

    Hot Plate Brewing Co. 1 School Street, Pittsfield, MA, United States

    Hot Plate Brewing Co. and Potency will feature the Job Creators during the next installment of their Original Concert Series on Friday, September 5! Job Creators is a psychedelic math rock based out…

  • Depot After Dark: First Fridays Afterparty

    Liberty Street Liberty Street, Pittsfield, MA, United States

    After the September 5 First Fridays at Five, Downtown Pittsfield, Inc., Tito’s Mexican Bar & Grill, and Wander Berkshires will present “Depot After Dark” outside on Liberty Street (the alleyway…