• Downtown Pittsfield, Inc. Thankful Food Drive

    Downtown Pittsfield, Inc. (DPI) in collaboration with the Berkshire Running Center and MountainOne is hosting a Thankful Food Drive now through November 23, 2022. Donations will benefit the South Congregational…

  • Small Business Saturday

    Downtown Pittsfield Pittsfield, MA, United States

    Downtown Pittsfield, Inc. will be celebrating Small Business Saturday this year by hosting a Passport to Downtown Pittsfield. To highlight our local businesses, shoppers are invited to shop our bustling district…

  • Downtown Festive Frolic

    Downtown Pittsfield Pittsfield, MA, United States

    Downtown Pittsfield, Inc. (DPI) will host the Downtown Festive Frolic on Friday and Saturday, December 2 and 3. Activities will include the Park Square Tree Lighting, Holiday First Fridays Artswalk,…

  • Holiday Open Studios at the Clock Tower

    Clock Tower Studios Third floor of the Clock Tower at 75 South Church Street, Pittsfield, MA

    The Artists at the historic Clock Tower will host a Holiday Open Studios event on Friday, December 2, 5 to 8 pm, and Saturday & Sunday, December 3 & 4,…

  • Hot Chocolate Bar & Photo Booth at Otto’s

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

    Otto’s Kitchen & Comfort, 95 East Street, will host a free Hot Chocolate Bar with all the fixins and a Photo Booth from 5 to 7 pm on December 2.

  • Holiday First Fridays Artswalk

    Downtown Pittsfield Pittsfield, MA, United States

    Enjoy art shows, open studios, and community art making during the Holiday First Fridays Artswalk on Friday, December 2, from 5 to 8 pm. Explore art and meet artists during…

  • Cultural Pittsfield’s Wreath Art Auction

    Lichtenstein Center for the Arts 28 Renne Avenue, Pittsfield, MA, United States

    The Wreath Art Auction also makes its return to the Lichtenstein Center for the Arts, 28 Renne Avenue, on Friday, December 2. Dozens of local artists and members of the…

  • Free Kids’ Ornament Making at Witch Slapped! And more!

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

    On Friday, December 2, Witch Slapped, 78 North Street, will stay open until 8 pm with a free kids’ event from 5 to 8 pm where they can make their…

  • Discounted Berkshire Museum Admission and Holiday Music with Women of Song

    Berkshire Museum 39 South Street, Pittsfield, MA, United States

    Discounted Berkshire Museum Admission on Friday, December 2, 5 to 8 pm; Performance from 6:30 to 7:15 pm; $0-$5 Enjoy the acapella melodies of Berkshires-based group Women of Song performing festive music around…