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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.

Planning ahead? See our annual events here, and 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

  • Silver Lake Syrups Maple Open House

    Silver Lake Syrups Maple Open House
    Silver Lake Syrups 5613 Stage Road, Barnard, Vermont

    As winter gives way to spring and the sap begins to flow, our sugarhouse will soon be filled with the sweet steam of boiling maple sap. We’re excited to once again open our doors for Maple Open House Weekend, celebrating this time-honored tradition with neighbors and visitors alike. ​During Open House, guests will enjoy: 🥗...

  • 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

  • Sheep Shearing at Billings Farm & Museum

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

    Come watch the farm’s sheep and goats get their spring haircuts! Witness the skill and care behind this seasonal tradition, learn how shearing tools and techniques have evolved over time, and gain insight into the shearing process.

    $12 – $21

  • WAMBA Trail Work Day

    Ready to get outside and experience the craft of trail building? The Woodstock Area Mountain Bike Association invites you to a trail work day at Knox Meadow in the Mt. Peg trail network. Spend a few rewarding hours helping rake, shape, and refresh the trails while learning how they’re built and maintained. No tools or...

    Free

  • Baby Farm Animal Celebration

    Baby Farm Animal Celebration
    Billings Farm & Museum 69 Old River Road, Woodstock, Vermont

    Don’t miss the cutest event of the year! This fun-filled weekend offers a special opportunity to interact with the farm’s newest and cutest arrivals, meet farmers, and experience the wonders of farm life firsthand! Enjoy horse-drawn wagon rides and explore engaging hands-on activities, including animal-themed crafts and games. Sample Billings Farm cheeses, grab a bite...

  • Baby Farm Animal Celebration

    Baby Farm Animal Celebration
    Billings Farm & Museum 69 Old River Road, Woodstock, Vermont

    Don’t miss the cutest event of the year! This fun-filled weekend offers a special opportunity to interact with the farm’s newest and cutest arrivals, meet farmers, and experience the wonders of farm life firsthand! Enjoy horse-drawn wagon rides and explore engaging hands-on activities, including animal-themed crafts and games. Sample Billings Farm cheeses, grab a bite...

  • Spring Sidewalk Sale

    Spring Sidewalk Sales, enjoy discounts while browsing our unique downtown Woodstock merchants. Stroll through our beautiful village while the sun is shining. Over the same weekend as our Bookstock Market...

  • Bookstock Market

    An array of Book Authors, Artists and Food Vendors with live music on The Green organized by the Woodstock Area Chamber of Commerce, along side Bookstock's children tent and book...

  • Concert attendees lounging at the East End Park during summer in Woodstock, VT.

    Music in the Park at East End

    East End Park East End Park, 217-03 Maxham Meadow Way, Woodstock, VT

    Music in the Park sponsored by Pentangle at the East End Park.  Food, beverages, and cotton candy available for purchase.

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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Concert attendees lounging at the East End Park during summer in Woodstock, VT.

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