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  • The Vagabond Ball

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

    Get ready to unleash your inner wild child for a night of gypsy-influenced magic and musical mayhem at The Colonial Theatre!

    $30

  • It’s Alive! Kids’ Zone

    Featured
    Lawn of St. Joseph’s Church 414 North Street, Pittsfield, MA, United States

    Downtown Pittsfield… It’s Alive! Kids’ Zone: Saturday, October 18, 10 am to 1 pm The Downtown Pittsfield… It’s Alive! Kids’ Zone will be held on the St. Joseph’s Church lawn. The Kids’ Zone will feature a bounce house, Halloween-themed arts & crafts, games, face painting, balloon twisting, giveaways, live entertainment, and more! All Kids’ Zone activities are free, […]

  • HALLOWEEN PUMPKIN EXTRAVAGANZA AT THE VILLAGE

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

    Included in admission/free to members Celebrate Halloween AND all things pumpkin. Wear your costume, trick-or-treat through the Village, meet Valerian the Garden Witch, decorate a pumpkin, and visit the Dwelling kitchen. Included in admission.

  • It’s Alive: Night Circus

    Featured

    Downtown Pittsfield… It’s Alive! Night Circus: Saturday, October 18, 3 to 6 pm, on Dunham Mall, School Street, and the portion of North Street that connects the two. The Downtown Pittsfield… It’s Alive! Night Circus will feature live ska and punk rock bands presented by 413ska; a fire show with Last Ember; free Tarot Readings […]

  • Haunted Hancock Tour

    Featured Haunted Hancock Tour
    Hancock Shaker Village 1843 West Housatonic St., Pittsfield, MA, United States

    A spine-chilling evening of Shaker ghosts and mystery. Walk the dark paths of the Village, venture into the cellar of the Trustees’ Office to see gravestones, hear true tales of ghostly sightings, and learn about the Shakers’ role in the spiritualist movement. 90-minute walking tour. Recommended for ages 12 and up. 

  • Depot After Dark: Teen Dance Party Edition!

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

    Depot After Dark: Teen Dance Party Edition! will be held on Saturday, October 18, 7 to 9:30 pm, on Liberty Street (the alleyway between Tito’s/Wander and Crawford Square). Depot After Dark: Teen Dance Party Edition! is open to Berkshire County high school students only, and attendees must have a current, valid high school ID. This event is […]

  • Yesterday Once More: A Tribute to The Carpenters

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

    Experience the timeless melodies of The Carpenters as Yesterday Once More brings their iconic music to life at The Colonial Theatre!

    $30

  • Fall Festival Craft Fair

    Featured
    Berkshire Hills Country Club 500 Benedict Road, Pittsfield, MA, United States

    Berkshire Hills Country Club invites you to our Fall Festival Craft Fair on Sunday, October 19th from 10:00 AM to 3:00 PM at 500 Benedict Rd. in Pittsfield, MA.  Come shop from over 30 local crafters featuring unique handmade clothing and accessories, seasonal decor, woodworking items, and much more!