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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.

  • 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 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 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...

  • Horse-Drawn Wagon Rides

    Join us for a horse-drawn wagon ride through the middle covered bridge and around the Green in Woodstock Vt. Cost is $20 per person Saturday and Sunday. .Proceeds to benefit the Woodstock Rotary Charitable Community Fund. Tickets available in front of M&T Bank.

  • Toddler Story Time at NWPL

    Toddler Story Time at NWPL

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

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20 months – 3 1/2 years. Duration: 30-60 minutes.

  • Toddler Story Time at NWPL

    Toddler Story Time at NWPL

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

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20 months – 3 1/2 years. Duration: 30-60 minutes.

  • The Fur Ball – The American Vinyl All Star Band

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

    “Fur Ball 2025” The American Vinyl All Star Band—formerly of, Boston, Steely Dan, Rolling Stones, The Wailers, James Brown, and more!  Lobby opens at 6pm for drinks.

Community Events

Have an upcoming event you’d like to share?

Take a few moments to tell us about your event by clicking the button here and using our Community Events Submission form. You’ll need to create an account on our site to share an event. Follow the steps on the Events Submission page to get started.


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