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Seasonal Events & Holidays

Woodstock’s rich heritage and culture come alive during special events and annual celebrations that are packed with New England flair. From intimate, farm-to-table parties to winter festivals, come discover what makes the Woodstock area such an inspiring place to visit.

Looking for more information on an an event not listed below? Check out our blog for more itineraries and things to do in Woodstock.

Would you like to share a community event for publication on our site? Submit events here.

Seasonal Events & Holidays

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Today

  • O’Jizo with Matt & Shannon Heaton

    Artistree Community Arts Center 2095 Pomfret Road, South Pomfret, VT, United States

    Hailing from Japan, O’Jizo specializes in Irish traditional music, and combines the musical talents of Kozo Toyota on flute, guitarist Koji Nagao, and Hirofumi Nakamura on bouzouki and accordion. Their band name comes from blending syllables of each player’s name (hirO, koJI, koZO). And their music is a blend of old and new Irish tunes,...

    $30

  • Sugarbush Farm Maple Open House

    Sugarbush Farm Maple Open House
    Sugarbush Farm 591 Sugarbush Farm Rd, Woodstock, Vermont

    This fourth generation family farm is famous for its waxed cheeses and pure Vermont maple syrup. Experience the sugarhouse, where they will be making maple syrup and take a tour...

  • Sugarbush Farm Maple Open House

    Sugarbush Farm Maple Open House
    Sugarbush Farm 591 Sugarbush Farm Rd, Woodstock, Vermont

    This fourth generation family farm is famous for its waxed cheeses and pure Vermont maple syrup. Experience the sugarhouse, where they will be making maple syrup and take a tour...

  • Season Kickoff at Billings Farm & Museum

    Billings Farm & Museum 69 Old River Road, Woodstock, Vermont

    Celebrate the kickoff of the 44th season with a smile! Hop on a horse-drawn wagon ride, meet the farm’s animals, and participate in engaging daily programs. Seasonal exhibits “Art on the Barns” and “Our Working Lands: Photography of Caleb Kenna” offer contemporary art experiences. Best of all, enjoy a free scoop of Vermont-made ice cream...

    $12 – $21
Community Events

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Seasonal Feature

There is something for everyone regardless of the season. From fall foliage guides to winter traditions to spring rebirth and summer adventures, explore the latest that celebrates the best of Woodstock right now.

  • Around Town Holidays
    How to Enjoy the Holiday Season in Woodstock
    Woodstock, Vermont, offers a captivating holiday journey, intertwining age-old traditions with modern charm. Revel in the vibrant festivities of a New England Thanksgiving, Wassail Weekend, or explore artisanal treasures in local shops, and bask in winter’s serenity or adventures outdoors.
    Read article

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