• Family Fun Zone at First Fridays at Five

    Downtown Pittsfield Pittsfield, MA, United States

    The Family Fun Zone at First Fridays at Five will be on North Street and will feature free, interactive activities from local non-profit organizations including face-painting, arts & crafts, games,…

  • Makers Market at First Fridays at Five

    Downtown Pittsfield Pittsfield, MA, United States

    The Makers Market at First Fridays at Five will be on North Street and will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories,…

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

    Downtown Pittsfield Pittsfield, MA, United States

    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 September with us for the first Friday and second Saturday of the month and explore the creativity that fills the historic Clock Tower. Wander the…

  • 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 Scarf Routine at 5 pm and a Fire Show at 7:30 pm in the Entertainment Zone. Opal Raven Cirque is a circus and sideshow performer based…

  • 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. The event presented by the City of Pittsfield, Downtown Pittsfield, Inc., and Mill Town Foundation will feature live music, art, dance, family fun, shopping, food,…

  • 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 45-minute shows at 5:30 pm and 6:30 pm in the Entertainment Zone WackyChad!’s award-winning, action-packed, and interactive stunt comedy show will blow your mind. With…

  • 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…