• 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,…

  • “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,…

  • 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,…

  • 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.…

  • Rhythmscape: Sandra Zarate teaches Zumba®

    Dunham Mall 100 North Street

    “Rhythmscape” on Dunham Mall highlights a different rhythm and instructor from our local community each session, reflecting the many identities that make Pittsfield home. Rhythmscape is free and open to…

  • Rhythmscape: SíncoPaz, Raíces y Ritmos (Roots & Rhythm)

    Dunham Mall 100 North Street

    “Rhythmscape” on Dunham Mall highlights a different rhythm and instructor from our local community each session, reflecting the many identities that make Pittsfield home. Rhythmscape is free and open to…

  • Annual Country Fair at Hancock Shaker Village

    Annual Country Fair at Hancock Shaker Village
    Hancock Shaker Village 1843 West Housatonic Street, Pittsfield, MA, United States

    Spend the weekend celebrating what makes the Berkshires special: fine artisanship, local food, breathtaking beauty, exploring the trail, and family fun. This year’s fair includes live music, workshops and demonstrations, family activities, farm animals, a farmer’s market, craft beer, antique tractors, quilt show, and dozens of craft vendors. Included in admission/free to Hancock Shaker Village…

  • Downtown Pittsfield… It’s Alive! Kids’ Zone

    Lawn of St. Joseph's Church 414 North Street, Pittsfield, MA, United States

    Downtown Pittsfield… It’s Alive! Kids’ Zone: Saturday, October 18, 10 am to 1 pm The Downtown Pittsfield… It’s Alive! Kids’ Zone will be held on the St. Joseph’s Church lawn. The Kids’ Zone will feature a bounce house, Halloween-themed arts & crafts, games, face painting, balloon twisting, giveaways, live entertainment, and more! All Kids’ Zone…

  • Downtown Pittsfield… It’s Alive! Night Circus

    Dunham Mall 100 North Street +1 more

    Downtown Pittsfield… It’s Alive! Night Circus: Saturday, October 18, 3 to 6 pm, on Dunham Mall, School Street, and the portion of North Street that connects the two. The Downtown Pittsfield… It’s Alive! Night Circus will feature live ska and punk rock bands presented by 413ska; a fire show with Last Ember; free Tarot Readings by Emily…