• Free Kids’ Paint & Sip (Festive Frolic Junior)

    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 Saturday, December 2, 12 to 3 pm, in the auditorium at St. Stephen’s…

  • Santa at The Beacon Cinema (Festive Frolic Junior)

    The Beacon Cinema 57 North Street, Pittsfield, MA, United States

    Saturday’s Festive Frolic Junior events will be headlined by Santa at The Beacon Cinema sponsored by Phoenix Theatres and Downtown Pittsfield, Inc. from 12 to 3 pm. All children are…

  • Festive Frolic LEGO Drop-in at Bottomless Bricks

    Bottomless Bricks 163 South Street, Suite 4., Pittsfield, MA, United States

    Explore building with LEGO® bricks and take home a festive coloring sheet! Build a heart and share the joy with LEGO® #BuildToGive For each heart you build and share on…

  • December Bebop with Poppy

    Witch Slapped 78 North Street, Pittsfield, MA, United States

    For Ages 2-6. Admission is $15 (grown ups are free with their child). Let’s bebop and play together! Recently crowned Majesty of the Berkshires, Poppy DaBubbly will provide opportunities for grown…

  • Festive Frolic Holiday Market at Hot Plate!

    Dunham Mall 100 North Street

    Our Holiday Market has moved INDOORS on Sunday, December 3 from 1 TO 4 PM at Hot Plate Brewing Co. at 1 School Street. (Please note the time change to…

  • Downtown Pittsfield Restaurant Week

    Downtown Pittsfield Pittsfield, MA, United States

    Downtown Pittsfield, Inc. (DPI) will host Downtown Pittsfield Restaurant Week during and in conjunction with the City of Pittsfield’s 13th Annual 10×10 Upstreet Arts Festival from February 16-25, 2024. Seventeen…