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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.

  • 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...

  • 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...

  • 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...

  • 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.

  • 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...

  • Apples and Crafts and Food Truck Festival

    21701 Maxham Meadow Way 21701 Maxham Meadow Way, Woodstock, VT, US

    More than 100 juried Craftspeople, Specialty food producers, and Food Trucks.Jewelry, paintings, pottery, clothing, handbags, crafts, photography, and much much more!$5 per person. Children ages 12 and under are free....

  • IN CONVERSATION with JOEL STERNFELD

    544 VT Route 106 544 VT Route 106, Reading, VT, US

    Joel Sternfeld in conversation about his exhibition currently on view.Born in New York in 1944, Joel Sternfeld is a renowned and influential artist using photography, noted for his large-format color...

  • Apples and Crafts and Food Truck Festival

    21701 Maxham Meadow Way 21701 Maxham Meadow Way, Woodstock, VT, US

    More than 100 juried Craftspeople, Specialty food producers, and Food Trucks.Jewelry, paintings, pottery, clothing, handbags, crafts, photography, and much much more!$10 per person. Children ages 12 and under are free....

  • Apples and Crafts Fair Food Truck Festival

    Leaf season gets its own celebration during the Woodstock Apples and Crafts Artisans Fair. Shop with over 100 vendors and purveyors of Vermont crafts and food.51st Annual Woodstock Apples 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...

  • Market on The Green

    The Green The Green, Woodstock, VT, United States

    Market on the Green is an outdoor weekly market with local vendors. Enjoy produce, crafts, live music, food, and more. A fun, family-friendly event in the Village Green. 2025 Market on...

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