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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.

  • 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...

    $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 through the Maple Walk to view a portion of the tubing system that collects the sap. Maple baked goods and fresh pancakes available for purchase....

  • Bourdon Maple Farm Open House

    Bourdon Maple Farm Open House

    Visit Bourdon Maple Farm's Open House where they will be offering boiling demonstrations, free tours and tastings, and freshly made waffles with maple syrup and ice cream for sale. Visitors can learn how our organic maple syrup is made - from the forest to the sugarhouse - and take part in all the festivities as...

  • 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: 🥗...

  • 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 through the Maple Walk to view a portion of the tubing system that collects the sap. Maple baked goods and fresh pancakes available for purchase....

  • Bourdon Maple Farm Open House

    Bourdon Maple Farm Open House

    Visit Bourdon Maple Farm's Open House where they will be offering boiling demonstrations, free tours and tastings, and freshly made waffles with maple syrup and ice cream for sale. Visitors can learn how our organic maple syrup is made - from the forest to the sugarhouse - and take part in all the festivities as...

  • 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...

    $12 – $21
Community Events

Have an upcoming event you’d like to share?

Take a few moments to tell us about your event by clicking the button here and using our Community Events Submission form. You’ll need to create an account on our site to share an event. Follow the steps on the Events Submission page to get started.


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
    Read article