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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

  • Victorian Garland Making

    31 The Green, Woodstock Town Hall Theatre 31 The Green, Woodstock Town Hall Theatre, Woodstock, VT, United States

    Kick off Wassail Weekend with a cozy, hands-on family craft event! Join us at the Woodstock Town Hall Theatre to create your own Victorian-style garlands using popcorn, cranberries, and charming decorative pieces. It’s the perfect way to spend time together, get festive, and warm up before the Wassail Parade on the Green at 2 PM. We’ll have hot mulled...

  • Ham Gillett with a copy of A Child's Christmas in Wales

    Ham Gillett presents Dylan Thomas’s Lyrical Portrait of Holidays Past

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    A Traditional Reading at NWPL...Send the kids to romp outside, take off your apron, stash the light-hanging ladder, and join us on Saturday, December 13, from 12:00-12:30 OR 1:00-1:30 for Ham Gillett’s traditional Wassail reading.The Welsh poet, Dylan Thomas, looks back with a child’s-eye view of a magical time of presents, family, and newly fallen...

  • Ham Gillett with a copy of A Child's Christmas in Wales

    Ham Gillett presents Dylan Thomas’s Lyrical Portrait of Holidays Past

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    A Traditional Reading at NWPL...Send the kids to romp outside, take off your apron, stash the light-hanging ladder, and join us on Saturday, December 13, from 12:00-12:30 OR 1:00-1:30 for Ham Gillett’s traditional Wassail reading.The Welsh poet, Dylan Thomas, looks back with a child’s-eye view of a magical time of presents, family, and newly fallen...

  • Wrensong Presents “Songs of Celebration Through the Centuries”

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Wrensong Presents “Songs of Celebration Through the Centuries” A Wassail tradition returns with a sampler of holiday songs performed by Wrensong on the Mezzanine at the Norman Williams Public Library following the Horse & Carriage Parade around the Green.  Wrensong is an a cappella choral group from Vermont’s Upper Valley that focuses on the vocal...

  • Wassail Weekend luminaries

    Lighting of the Luminaries

    Come walk the green, while the sun goes down and admire the luminaries lighting up the pathway. Sponsored by the Woodstock Rotary Club 

  • The Harvard Krokodiloes A Cappella Group

    31 The Green, Woodstock Town Hall Theatre 31 The Green, Woodstock Town Hall Theatre, Woodstock, VT, United States

    The world renown a Cappella Group joins us with the Blue Streak Quartet Opening! A wonderful addition to our Wassail Weekend! The Krokodiloes are Harvard's oldest acapella group, blending choreography, humor, and a large repertoire of songs that were influenced by the Great American Song Book. They have performed all over the world and have...

  • Wassail Weekend: Holiday Music in the Hayloft

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

    Celebrate the season with a joyous evening of music and togetherness at our annual Christmas concert! Celebrate Woodstock’s Wassail Weekend in style with an evening of jazz and festive cheer at Artistree's "Holiday Music in the Hayloft". Enjoy timeless holiday favorites and jazzy renditions of seasonal classics performed by professional local musicians in an intimate cabaret setting....

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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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