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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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  • 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.

  • 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...

  • Oppossum

    Magnificent Mammals Day

    149 Natures Way 149 Natures Way, Quechee, VT, United States

    Join us for a day exploring the amazing diversity of mammals. Discover the specialties of our furred cousins and find out how important they are to our ecosystems. Meet a...

  • Tractor Parade

    Antique Tractor Day

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

    Join us for the 25th annual Antique Tractor Day! Featuring restored tractors from yesteryear, along with activities, stories, games, and food to enjoy. Visitors can hop on a tractor-drawn wagon ride and watch the Tractor Parade at 12pm & 3:30pm. Learn fun facts about each tractor's history, make, and model! Cheer on your favorite machine...

  • Matilda

    115 North Rd. 115 North Rd., Barnard, VT, US

    BarnArts Summer Youth Theater presents this award-winning, high energy musical about the power of imagination: Roald Dahl’s Matilda! The culmination of a 3-week camp, this full-scale production will be held at the Barnard Town Hall with original staging, costuming, choreography, and a live band! Come honor the hard work of these talented 28 youth performers!

  • 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.

  • Art on the Barns

    Art on the Barns  Exhibition

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

    As Autumn comes rolling in, our outdoor exhibition Art on the Barns continues to provide that pop of summer color within the fall hues of the farm. Featuring contemporary abstract works by Elise Whittemore and Will Gebhard, in collaboration with Soapbox Arts of Burlington, Vermont, each striking work of art is tucked into unexpected corners,...

  • 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...

  • 2025 Taste of Woodstock

    Taste of Woodstock 2025

    Packed with local flavor, Taste of Woodstock is a sample of everything the Woodstock community is known for. Over 50 vendors will fill the center of Woodstock Village with favorite Vermont provisions, wine, beer, spirits, music, entertainment, arts, crafts, and a kids’ activity tent.Thank you to our 2025 Sponsors:-Woodstock Inn & Resort-Two River's Ottauquechee-Tambry at...

  • Moving with Inner Rythms

    Mindful Movement with Inner Rhythms

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

    Join Inner Rhythms for a morning full of mindful movement, where children can nurture a deeper connection to self, body, and breath. Explore tools to navigate big emotions through gentle movement and guided awareness -- while building compassion, gratitude, and emotional resilience. Free to the public, this event welcomes children ages 3-10 and their caregivers...

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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