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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.

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Today

  • 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
  • Creating a pizza
    That’s Amore! Pizza and Calzone Cooking Class

    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...

  • 1954 cover illustration of White Christmas movie

    White Christmas – The Film

    2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

    White Christmas (1954) is a classic American musical film directed by Michael Curtiz and starring Bing Crosby, Danny Kaye, Rosemary Clooney, and Vera-Ellen. The story follows two World War II veterans who team up as a successful song-and-dance duo. They fall in with a sister act and travel to Vermont, only to discover their former...

  • A young girl in winter clothing participates in a taper candle making activity

    Winter Celebration at Billings Farm

    69 Old River Rd 69 Old River Rd, Woodstock, VT, United States

    Step into the wonder of a Victorian Holiday, as the farm is beautifully transformed with twinkling lights and natural décor. The Historic House will be adorned in traditional 19th-century holiday trim, with Interpreters on hand to share stories and traditions of holidays past.    Families can take part in timeless activities including candle dipping, apple tastings featuring...

  • Strong & Slow Flow
    Strong & Slow Yoga

    Strong & Slow Yoga

    184 Hartland Hill 184 Hartland Hill, Woodstock, VT, US

    Join us for Strong & Slow Yoga on Saturdays, 10:00am at Wise Pines - 184 Hartland Hill Road, Woodstock, VT 05091. Whether you're a beginner or an experienced yogi, this class is designed to accommodate all levels. Come and enjoy a rejuvenating session of yoga in a welcoming and inclusive community setting. Instructor Chelsey Seering...

  • Small Works
    Small Works Gallery Exhibit

    Artistree Small Works Gallery Exhibit

    2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

    Small Works: An annual holiday exhibit featuring artworks and fine crafts that celebrate the season. Opening Reception: Friday, November 14th from 5:30-7:30pm The Small Works exhibit features size-restricted 2-D and 3-D artwork  and fine crafts by area local artists. Paintings and prints 144 square inches (12"x12") or smaller will be displayed for your holiday viewing (and...

  • Close-up of a bird in a nest
    Woodstock Vermont Film Series Presents:”La Liga” and “Stories to Save Us: The Saltmarsh Sparrow”

    Woodstock Vermont Film Series Presents:”La Liga” and “Stories to Save Us: The Saltmarsh Sparrow”

    69 Old River Road 69 Old River Road, Woodstock, VT, United States

    The film series opens with a celebration of Vermont filmmakers, featuring two powerful short films that highlight the artistry, compassion, and vision of local storytellers. La Liga shares the inspiring story of Vermont’s immigrant dairy workers who, amidst isolation and hardship, form a soccer league to build community and hope. The film reflects on resilience...

  • Family Night at Billings Farm with TCC

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

    An evening all about engagement and connecting through laughter, competition and many silly constructed games! Get a glimpse of the environment that TCC creates in their programming, make new connections and enjoy an evening of pure community fun! TCC is partnering with Billings Farm & Museum to host Family Night in their beautiful event space...

    $40.00
  • Chef shows woman how to make a tortellini pasta
    Rid Your Pasta Performance Complex, Cooking Class

    Rid Your Pasta Performance Complex, Cooking Class

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

    Have a cooking pasta party! You'll have fun and learn to cook at our mountain-top idyll.  Chef Ted can teach almost anything culinary, and at this hands-on event you'll make a fresh tomato sauce, learn how to roll out ravioli, fashion tortellini, and make a perfect fettuccine Alfredo.  You're sure to fall in love with...

  • A lively, festive dancefloor scene at the Cabaret

    Holiday Cabaret 2025

    115 North Rd. 115 North Rd., Barnard, VT, US

    BarnArts Holiday Cabaret kicks off a busy December with savory and sweet treats, dancing, and music by Speak Easy Prohibition Band with Samira Evans along with BarnArts performers.Saturday, December 67-10pmBarnard Town Hall (115 North Rd., Barnard)  Tickets: $35 plus optional additional donation to BarnArts end-of-year driveIncludes nibbles & dessert bars with coffee & tea. Cash bar

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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