• Habitat Family Fun Fest

    Morgan Street Pavilion, West Springfield 429 Morgan Road, West Springfield, MA, United States

    Fun for the whole family! Enjoy free kids’ activities, raffles, food trucks, craft vendors, and community resources all in one lively, all-ages celebration. Don’t miss a day of fun, food, […]

    Free
  • Western Mass Small Business Expo

    Storrowton Tavern

    Come network and meet our local businesses at an exclusive Western Mass. event. Wednesday Oct 8, 2025 3:00 PM - 6:00 PM   Carriage House @ Storrowton Tavern-Big E Gate […]

  • Girls on the Run Western MA Sneaker Soirée

    Springfield Country Club

    Dressed in their party attire and favorite sneakers, guests will enjoy an evening of food, fun, and inspiration. The event will feature a silent auction with great items and experiences […]

    $50
  • Downtown Pittsfield… It’s Alive! Kids’ Zone

    Downtown Pittsfield Downtown Pittsfield, 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. […]

    Free
  • Downtown Pittsfield… It’s Alive! Night Circus

    Downtown Pittsfield Downtown Pittsfield, Pittsfield, MA, United States

    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 […]

    Free
  • Depot After Dark: Teen Dance Party Edition!

    WANDER Berkshires 34 Depot Street, Suite 101., Pittsfield, MA, United States

    Depot After Dark: Teen Dance Party Edition! will be held on Saturday, October 18, 7 to 9:30 pm, on Liberty Street (the alleyway between Tito’s/Wander and Crawford Square). Depot After […]

    Free
  • 32nd Annual Rays of Hope Walk & Run Toward the Cure of Breast Cancer

    Temple Beth El, 979 Dickinson Street, Springfield, MA Temple Beth El, 979 Dickinson Street, Springfield, MA, United States

    In partnership with the Baystate Health Breast Network and Baystate Health Foundation, the Rays of Hope Walk & Run raises funds to benefit research at the Rays of Hope Center […]