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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.

  • Four Seasons Sotheby’s Cold Weather Gear Drive & Food Drive

    Help Support Our Community-Cold Weather Gear & Food Needed! Starting in October, we'll collect coats and cold weather gear at our Hanover and Fairlee offices, followed by a non-perishable food and wish list drive in November. To donate, visit uppervalleyhaven.org/current-wish-lists for most-neededitems, then drop them off - we'll take care of the rest.  Your kindness...

  • 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 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...

  • 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...

  • 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...

  • 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...

  • 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...

  • 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 ...

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