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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.

Family and Kids

Events

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Today

  • Bookstock

    Bookstock
    The Green The Green, Woodstock, VT, United States

    Bookstock, the Vermont Festival of Words, features author readings; a huge used book sale; poetry; workshops; events for children; food; and other festivities centered on Woodstock's Green. New in 2026:...

    Free

  • 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...

  • Tree display with picture books in library

    Family Story Time at NWPL

    Family Story Time at NWPL
    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Grandparents, parents, and caregivers are invited to bring their young charges to enjoy stories. We’ll select picture books about the season, or a theme, or perhaps feature new additions to...

  • Bookstock

    Bookstock
    The Green The Green, Woodstock, VT, United States

    Bookstock, the Vermont Festival of Words, features author readings; a huge used book sale; poetry; workshops; events for children; food; and other festivities centered on Woodstock's Green. New in 2026:...

    Free

  • 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...

  • Woodstock Garden Day

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

    Explore three stunning gardens in sites across Woodstock. Discover the shared story between Marsh-Billings-Rockefeller National Historical Park, Billings Farm & Museum, and the Woodstock Inn & Resort’s Kelly Way Gardens. Enjoy garden...

  • Mt. Tom Farmer’s Market

    Mt. Tom Farmer’s Market
    Saskadena Six 247 Stage Road, Pomfret, United States

    The Mt Tom Farmers Market at Saskadena Six will run Saturday mornings, 9:30am-12:30pm, rain or shine from May 23, 2026 to October 10, 2026. The market is in its 41st...

  • Tree display with picture books in library

    Family Story Time at NWPL

    Family Story Time at NWPL
    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Grandparents, parents, and caregivers are invited to bring their young charges to enjoy stories. We’ll select picture books about the season, or a theme, or perhaps feature new additions to...

  • Mt. Tom Farmer’s Market

    Mt. Tom Farmer’s Market
    Saskadena Six 247 Stage Road, Pomfret, United States

    The Mt Tom Farmers Market at Saskadena Six will run Saturday mornings, 9:30am-12:30pm, rain or shine from May 23, 2026 to October 10, 2026. The market is in its 41st year and this year we have 20+ vendors--farmers, makers and bakers.  Vendors

  • Family Sheep & Wool Celebration

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

    Flock to the farm for a fun, hands-on glimpse into Vermont’s sheep farming history! From fleece to fiber, explore the sheep to yarn process through live demos such as spinning...

    $14 – $23
  • Tree display with picture books in library

    Family Story Time at NWPL

    Family Story Time at NWPL
    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Grandparents, parents, and caregivers are invited to bring their young charges to enjoy stories. We’ll select picture books about the season, or a theme, or perhaps feature new additions to...

Community Events

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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.

Submit an Event

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.

  • The Ultimate Guide to Mountain Biking in Woodstock, VT
    Casuals, pros, group riders, kids and families… get ready to shred.
    Read article

What would you like to do today?

Shopping

Family Activities

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

Arts & Culture

Mt. Peg Bike Riders

Mountain Biking

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Seasonal Highlights Wellness & Relaxation Farms & Agriculture Upcoming Events Mountain Biking