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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.

  • Magic of Maple

    Magic of Maple
    Billings Farm & Museum 69 Old River Road, Woodstock, Vermont

    Enjoy a sweet taste of Vermont’s maple history with sugar on snow, children’s stories, crafts, and more for Magic of Maple, daily from February 14 – February 22, 10:00AM –...

  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. Public Skate Rates - Adult (ages 13 & up) $8.00 / Youth...

    $5.00 – $8.00
  • Magic of Maple

    Magic of Maple
    Billings Farm & Museum 69 Old River Road, Woodstock, Vermont

    Enjoy a sweet taste of Vermont’s maple history with sugar on snow, children’s stories, crafts, and more for Magic of Maple, daily from February 14 – February 22, 10:00AM –...

  • Magic of Maple

    Magic of Maple
    Billings Farm & Museum 69 Old River Road, Woodstock, Vermont

    Enjoy a sweet taste of Vermont’s maple history with sugar on snow, children’s stories, crafts, and more for Magic of Maple, daily from February 14 – February 22, 10:00AM –...

  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. *Schedule Subject to Change* Public Skate Rates - Adult (ages 13 &...

    $5.00 – $8.00
  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. Public Skate Rates - Adult (ages 13 & up) $8.00 / Youth...

    $5.00 – $8.00
  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. Public Skate Rates - Adult (ages 13 & up) $8.00 / Youth...

    $5.00 – $8.00
  • Widestock – Fat Bike Festival

    Join Mountain Bike Vermont and Woodstock Area MTB Association (WAMBA) for our second annual fatbike fest in Woodstock, Vermont! Presented by the Woodstock Area Mountain Bike Association, von Trapp Brewing,...

    $82
  • Maple Open House at King Farm

    King Farm King Farm Rd, Woodstock, Vermont, United States

    Join the CRAFT (Community and Climate Resilience through Agriculture,Forestry, and Technology) program of Woodstock Union High School andthe Vermont Land Trust at the historic King Farm in Woodstock for an...

  • 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...

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