• Tree Lighting Ceremony at Park Square (Festive Frolic)

    Park Square

    The City of Pittsfield’s Park Square Tree Lighting Ceremony will be on Friday, December 6 starting at 6 pm. Join Santa, Mrs. Claus, and the City of Pittsfield’s Recreation Department for this festive holiday tradition. Stick around to meet Santa and Mrs. Claus after the tree is lit.

  • 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…

  • 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 Episcopal Church, 67 East Street. There will be a bonus painting craft on wooden ornaments sponsored by St. Stephen’s! This free winter-themed Paint & Sip…

  • 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 Street. Free parking in the McKay Street Parking Lots/Garage. Santa will be welcoming children and families to visit with him and take photos. Please bring…

  • 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 —…

  • Holiday Card Making Drop-in at the Berkshire Athenaeum (Festive Frolic Junior)

    Berkshire Athenaeum 1 Wendell Avenue, Pittsfield, MA

    The Berkshire Athenaeum, 1 Wendell Avenue, will host a Holiday Card Making Drop-in on Saturday, December 7 from 12 to 3 pm in the Children’s Library. Kids can make holiday cards for nursing home residents as well as holiday cards for them to take home, while supplies last.

  • “Create your own star ornament” at Peace Train Tees (Festive Frolic Junior)

    Peace Train Tees 2 South Street, Pittsfield, MA, United States

    Peace Train Tees, 2 South Street, will host a free “Create your own star ornament” event on Saturday, December 7 from 12 to 3 pm. Coloring sheets with special markers will be provided, and finished designs will be used to create a completed ornament. The child's design will be on the front, with the event…

  • Pittsfield’s Bricktacular Weekend!

    Calling all LEGO® fans, fanatics and families! The City of Pittsfield’s Office of Cultural Development and Bottomless Bricks have teamed up to create a fun weekend of LEGO® events featuring Dominic Forte (aka @coolguydom02), a Season 3 contestant on LEGO® Masters with Bottomless Bricks' owner Erin Laundry. Dom gained popularity on TikTok which helped him land his…

  • 10x The Fun

    Zion Lutheran Church 74 1st Street, Pittsfield, MA, United States

    Join Berkshire United Way in the Common Room at Zion Lutheran Church for this free family festival. Children’s activities include a Paint and Sip with Downtown Pittsfield, Inc., a photo…