• Downtown Pittsfield Passport: Nov. 29 – Dec. 24

    Downtown Pittsfield Pittsfield, MA, United States

    Your Downtown Pittsfield Passport Shop Small Friday, November 29 through Tuesday, December 24 for a chance to win 1 of 3 prize packages valued at $500, $300 and $200!  …

  • Festive Frolic in Downtown Pittsfield

    Downtown Pittsfield Pittsfield, MA, United States

      Downtown Pittsfield, Inc. (DPI) will host the Downtown Pittsfield Festive Frolic on Friday and Saturday, December 6 and 7. Activities on Friday include the City of Pittsfield’s Park Square…

  • Play Where’s Winston?

    Downtown Pittsfield Pittsfield, MA, United States

    Play Where’s Winston? Saturday, December 7, 2024 through Friday, January 3, 2025! How to play: Go to the Children’s Library at the Berkshire Athenaeum to pick up your Game Card. Then go…

  • Oral History Event at the Berkshire Athenaeum

    Berkshire Athenaeum 1 Wendell Avenue, Pittsfield, MA

    The Berkshire Athenaeum in partnership with the Berkshire County Historical Society (BCHS) will present a free Oral History Event on Saturday, December 7 from 10 am to 2 pm. In celebration of the 100th anniversary of the publication of Herman Melville’s Billy Budd, the Berkshire Athenaeum and BCHS will collect and record stories of grandparents and…

  • Holiday Bazaar hosted by Thistle ‘n Thorn Floral

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

    There will be a Holiday Bazaar hosted by Thistle ‘n Thorn Floral on Saturday, December 7, 11 am to 5 pm, at The Holiday Inn & Suites, 1 West Street, featuring about 50 local vendors selling an array of holiday gifts and special events including a DIY Candle Class with Berkshire Candle; 20-minute sessions with…

  • Build your own Cotton Ball Snowman (Festive Frolic Junior)

    Marie's North Street Eatery and Gallery 146 North Street, Pittsfield, MA, United States

    Marie's North Street Eatery and Gallery, 146 North Street, will host a free “Build your own Cotton Ball Snowman” activity on Saturday, December 7 from 11:30 am to 2:30 pm.

  • 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 7, 12 to 2:30 pm, in the auditorium at St. Stephen’s…

  • Photo Ops with Santa (Festive Frolic Junior)

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

    Downtown Pittsfield, Inc. will host Photo Ops with Santa on Saturday, December 7, 12 to 3 pm, in the Lowest Level of the Beacon Cinema/ Kinnell-Kresge Building. Enter from McKay…

  • Berkshire Art Center Free Drop-In Art Making (Festive Frolic Junior)

    Berkshire Art Center 141 North Street, Pittsfield, MA, United States

    Join Berkshire Art Center for a Free Drop-In Art Making event at their Brothership Building location, 141 North Street, as part of Downtown Pittsfield’s Festive Frolic Junior on Saturday, December 7, from 12 to 3 pm. A BAC Faculty Artist will be leading a creative snowflake wall hanging project, appropriate for a multigenerational audience —…

  • European Holiday Market

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

    Downtown Pittsfield, Inc. will host a European Holiday Market on Saturday, December 7, 12 to 3 pm, in the Lowest Level of the Beacon Cinema/ Kinnell-Kresge Building. Enter from McKay Street. Free parking in the McKay Street Parking Lots/Garage. Vendors include Baked Pastries & More, Birdseye Woodcrafts, Holmes Candle Co., Maria Ortiz, MasonAiry Craft Co.,…