• 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……

  • 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 are appreciated. “My methods are vast, I am a channel for nature magic, spirit realms, angelic messages, beauty, art, inspiration, sacred ceremony, expert tarot oracle…

  • 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. Stephen’s Episcopal Church, 67 East Street. This free Harvest-themed Paint & Sip is best suited for ages 5 to 12, although younger and older children…

  • 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 for this festive holiday tradition. The Pittsfield High School Chorus will perform a variety of carols around 5:45 pm before the ceremony begins, and Santa…

  • 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…