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Arts, Film & Culture

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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Arts, Film & Culture

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  • 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...

  • 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...

  • Vermont Comedy Festival: Judy Gold

    31 The Green 31 The Green, Woodstock, VT, United States

    Get ready to laugh!  Pentangle Arts welcomes back Vermont Comedy Festival  with headliner Judy Gold!  Judy Gold has had stand-up specials on HBO, Comedy Central and LOGO, and was a part of Netflix’s Stand Out: An LGBTQ+ Celebration. She is the author of Yes I Can Say That: When.  Lobby opens at 7pm for drinks.

  • 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...

  • Alice by Heart Musical

    In the rubble of the London Blitz of World War II, Alice Spencer’s budding teen life is turned upside down, and she and her dear friend Alfred are forced to...

  • Pride and Prejudice – Knitting & a Movie

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

    Knitting & a Movie Night at the Grange Theatre! Whether you're a knitting pro or just starting out, come unwind, sip tea, and enjoy an evening of heartwarming entertainment. When...

  • Art on the Barns

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

    As the landscape shifts to the colorful hues and textures of autumn, Art on the Barns continues to unfold across the farm’s historic barns and buildings. This bold, outdoor exhibition breaks free from traditional gallery walls, featuring contemporary abstract works by Elise Whittemore and Will Gebhard, in collaboration with Soapbox Arts of Burlington, Vermont. Set...

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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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