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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.

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.

  • That’s Amore! Pizza and Calzone Cooking Class

    Bridgewater Corners Bridgewater Corners, Bridgewater Corners, VT, United States

    Have fun creating your own pizzas! Though award-winning Chef Ted can teach you almost anything food related, for this event he leads a hands-on pizza and calzone class. You’ll learn how to: make fresh dough make shells for later use treat toppings make sauce fashion a calzone grill a pizza, weather permitting We’ll use mostly organic and regional ingredients...

  • 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, Ranch Camp, and Mountain Bike Vermont, we're proud to bring you Woodstock's second annual fatbike festival! Join us Saturday, February 28th, 2026 for a day...

    $82
  • 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 our collection. Everyone is welcome. Discover new picture books or savor old favorites with the younger family members. On the second Saturday of each month,...

  • Woodstock Vermont Film Series Screening of “Folktales”

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

    From Oscar®-nominated filmmakers Heidi Ewing and Rachel Grady, Folktales is a life-affirming journey to Arctic Norway, where teenagers spend a transformative “gap year” at Pasvik Folk High School. Relying on one another and a loyal pack of Siberian huskies, they learn to dog sled, navigate the wilderness, and discover new strength and purpose. Inspired by the Norse...

    $12 – $15
  • The Vermont Mandolin Trio

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

    Listen to three of Vermont’s finest mandolinists for a rare evening of bluegrass, jazz and roots music in the unique (and very happy sounding) setting of three mandolins. The trio of Jamie Masefield, Will Patton and Matt Flinner brings together three of Vermont’s finest mandolinists for a rare evening of bluegrass, jazz and roots music...

    $30
  • Woodstock Vermont Film Series Screening of “Folktales”

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

    From Oscar®-nominated filmmakers Heidi Ewing and Rachel Grady, Folktales is a life-affirming journey to Arctic Norway, where teenagers spend a transformative “gap year” at Pasvik Folk High School. Relying on one another and a loyal pack of Siberian huskies, they learn to dog sled, navigate the wilderness, and discover new strength and purpose. Inspired by the Norse...

    $12 – $15
  • Name That Fish Stew! Cooking Class

    Name That Fish Stew! Cooking Class
    Bridgewater Corners Bridgewater Corners, Bridgewater Corners, VT, United States

    Learn skills to clean and combine fish,  shellfish, and various vegetables for a delicious tasting New England seafood stew—and with variation also known as French bouillabaisse or Italian cioppino. At the ready is fresh North Atlantic seafood to augment the sourcing when we can of local vegetables.  You'll also learn to make the spicy garlic accompaniment known in France...

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
    Read article