• 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.…

  • 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……

  • Night Circus: Free Tarot Readings with Emily Dunsay Wild

    90 North Studio 90 North Street, Pittsfield, MA, United States

    Enjoy free 3 Card Tarot Readings with master psychic, alchemist, life coach, and poet Emily Dunsay Wild inside 90 North Studio (90 North Street). The readings are free, but tips…

  • Depot After Dark: Teen Dance Party Edition!

    Liberty Street Liberty Street, 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 Dark:…

  • Free Kids’ Harvest Paint & Sip

    St. Stephen’s Episcopal Church 67 East Street, Pittsfield, MA, United States

    Downtown Pittsfield, Inc. and St. Stephen’s Episcopal Church will host a Free Kids’ Paint & Sip on Friday, November 7, from 5 to 7 pm, in the auditorium at St.…

  • Wandering Dance Festival: November 9-15

    Festival attendees can take part in free workshops, learn from esteemed choreographers, and showcase their own talents during open dance sessions. Stay tuned to milltownfoundation.org/wandering-dance-festival for more information!

  • XWA Superstars of Wrestling return to Pittsfield

    Masonic Temple 116 South Street, Pittsfield, MA, United States

    Get ready, Pittsfield! XWA Wrestling is back with another night of high-impact, family-friendly action you won’t want to miss! Advance Ticket Special: Kids 10 & under – ONLY $10 Adults…

  • Festive Frolic: Free Hot Chocolate and Photo Ops with the Grinch

    Otto’s Kitchen & Comfort 95 East Street, Pittsfield, MA, United States

    Otto’s Kitchen & Comfort, 95 East Street, will be providing free hot chocolate and photo ops with the Grinch from 5 to 8 pm on Friday, December 5. Stop by before or after the Park Square Tree Lighting Ceremony! This event is a part of the Festive Frolic which is happening on Friday, December 5…

  • Festive Frolic: Park Square Tree Lighting Ceremony

    Park Square

    The City of Pittsfield’s Park Square Tree Lighting Ceremony will be on Friday, December 5 starting at 6 pm. Join Santa, Mrs. Claus, and the City of Pittsfield’s Recreation Department…

  • Festive Frolic: The Berkshire Bazaar at The Holiday Inn

    The Holiday Inn & Suites 1 West Street, Pittsfield, MA, United States

    The Festive Frolic continues Saturday, December 6, with The Berkshire Bazaar hosted by Thistle ‘n Thorn Floral at The Holiday Inn, 1 West Street, from 11 am to 4 pm. Shop handmade goods and thoughtful gifts from dozens of local makers, artists, and small businesses. Enjoy a complimentary cocoa bar (while supplies last!), free photo station, and…