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  • Eagles Band Holiday Concert

    Featured
    First United Methodist Church 21 Pearl Street, Pittsfield, MA, United States

    Free Holiday Concert with your favorite tunes of the season.Intermission bake sale and a prize giveaway!

  • BCC Players: The Winter’s Tale

    Featured BCC Players: The Winter’s Tale
    Berkshire Community College 1350 West Street, Pittsfield, MA

    Join the BCC Player's to tell a story that can be familiar to all: a story of family, love, and what roles everyone plays in life.Come support new and returning actors to the Boland Stage. 2025 Performances:Friday, Dec. 5 at 7 p.m.Saturday, Dec. 6 at 7 p.m.Sunday, Dec. 7 at 2 p.m.Friday, Dec. 12 at […]

    $10 – $15

  • An Evening of Holiday Jazz with Tim Jones

    Featured
    The Colonial Theatre 111 South Street, Pittsfield, MA, United States

    Join BTG alum Tim Jones and a stellar lineup of the Berkshires’ finest jazz musicians as they bring beloved holiday classics to life in a warm, close-up setting.

    $20

  • Cookies & Cocoa with the Clauses

    Featured
    WANDER Berkshires 34 Depot Street, Pittsfield, MA, United States

    Join us for the 3nd annual Cookies & Cocoa with the Clauses, a joyful holiday event filled with magic and merriment for all ages! Your ticket includes cookie decorating and cocoa, storytime and sing-along fun with Santa & Mrs Claus (of Drag Story Hour Berkshires), and a book for each child to take home. Write […]

  • A Christmas Story for $1

    Featured A Christmas Story for $1
    The Beacon Cinema 57 North Street, Pittsfield, MA

    Celebrate the season with a timeless classic! A Christmas Story returns to the big screen at Phoenix Theatres for just $1 a ticket. Bring the whole family and enjoy the laughter, memories, and holiday magic that make this film a favorite year after year.

  • Festival of Trees

    Featured Festival of Trees
    Hancock Shaker Village 1843 West Housatonic St., Pittsfield, MA, United States

    Berkshire Museum’s popular winter exhibition comes to the historic grounds of Hancock Shaker Village, with Festival of Trees: Barn To Be Wild! Come explore the Village as you gaze upon beautifully decorated trees, each ornamented by a different Berkshires-based organization or business designed around our theme. The theme, Barn to be Wild, celebrates this year’s unique partnership […]

    Free – $20

  • Rock Stars Don’t Nap: Reading

    Featured
    Indie Readery & Records 314 North Street, Pittsfield, MA, United States

    Author Jason Perkins will be reading from his latest picture book followed by a signing!

  • Solarium Drop-in Ornament Decoration Workshop with local artist Diane Firtell

    Featured
    Solarium Plant Shop 46 West Street, Pittsfield, MA, United States

    Grab your friend(s) and stop by for a fun time! Let your imagination go wild in the magical space that is Solarium (you can shop here too for quirky, unique stocking stuffers). Diane provides all the materials, instruction and inspiration. This is a "drop-in" workshop, all materials supplied and $15 covers the decoration of one […]