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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

  • Urinetown

    Urinetown The Musical

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

    The Musical About the Only Thing That’s Always Free… Until It Isn’tUrinetown, the Musical is a satirical musical comedy set in a dystopian future where a severe drought has led to...

  • Trivia! | Library After Hours

    Trivia! | Library After HoursTest your knowledge! Trivia questions will run the gamut from pop culture, sports, history, and – of course – books. The winning team gets bragging rights...

  • 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...

  • Harvest Celebration!

    Harvest Celebration

    69 Old River Road, Woodstock, VT 05091 69 Old River Road, Woodstock, VT 05091, Woodstock, VT, US

    Gather and celebrate the change of the season with harvest activities, food, and fun for the whole family! Join us on the farm for a lively two-day Harvest Celebration featuring traditional barn dancing, live music, pumpkin bowling, crafts, stories, and all kinds of harvest activities. Against the stunning backdrop of autumn foliage, guests can take...

  • Barnard Inn Harvest Moon Foliage Dinner

    Dates: Saturday, October 4 and Saturday,  October 11 by reservation only. Details: $135 per person includes a Welcome Reception & Four Course Dinner  Two Arrival Times  - 5:30 or 7:00First enjoy a welcome reception - hors d’oeuvres, select signature cocktails and seasonal mocktail reception.  Followed by a four course dinner in the historic 1786 brick chateau. See Full Information public://2025-09/Foliage...

  • Mystic Bowie’s Talking Dreads

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

    Fusing the infectious rhythms of reggae, ska, and lover’s rock with the iconic music of the Talking Heads, Mystic Bowie reimagines hits like “Psycho Killer,” “Burning Down the House,” and “This Must Be the Place” in a fresh, danceable Caribbean style.  Mystic’s joyful, genre-bending sound has captivated audiences across North America. Don’t miss this vibrant...

  • Organ Recital at St. James Church

    Enjoy an Organ Recital given by Dr. James Lorenz, St. James’ Organist.  The program includes:  Prelude and Fugue in E-flat, “St. Anne”, BWV 552 by Johann Sebastian Bach; Gloria versets from Mass for the Convents by Francois Couperin; and Chorale No. 3 in A minor by Cesar Franck.A reception will follow the concert. A suggested...

  • Local color

    Local Color Gallery Exhibit

    What's Autumn in Vermont without some Local Color?? Our crowd-favorite exhibit returns, with over 60 area artists' showing 2-D & 3-D works inspired by the sights and colors of this iconic season.This group exhibit, now celebrating its 14th year, showcases the many pleasures and colors of Autumn interpreted through different media, including painting, photography, mixed-media, sculpture and...

  • Small Works

    Small Works Exhibit Opening Reception

    Small Works: An annual holiday exhibit featuring artworks and fine crafts that celebrate the season.Opening Reception: Friday, November 14th from 5:30-7:30pmThe 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 purchasing) pleasure.Included...

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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