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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.

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  • Drone image of east end park with grassy lawn, amphitheater seating, and pergola alongside the river

    Music by the River at East End Park

    East End Park, 217-03 Maxham Meadow Way East End Park, 217-03 Maxham Meadow Way, Woodstock, VT, US

    For many years Pentangle Arts has brought this free, community-centered concert series to the banks of the Ottauquechee River. On Friday evenings this summer, neighbors gather under the sky — kids dance barefoot in the grass, families picnic, and visitors discover the spirit of Woodstock.This year’s 2025 Music by the River Lineup runs Fridays at...

  • 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...

  • HYDROPONICSWORKSHOP

    Woodstock, Vt.—University of Vermont (UVM) Extension 4-H is hosting a free workshop on August 18 for kids, ages 8 to 18, interested in learning about hydroponics, the science of growing plants without soil by using nutrient-rich water solutions.The workshop will take place from 12:30 to 4:30 p.m. at the Ferndean Farm in Woodstock. The farm...

  • 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.

  • Thumbnail

    Sidewalk Sale

    Enjoy our Summer sidewalk sale in downtown woodstock!

  • Scottish Games

    The 50th Anniversary of the Quechee Highland Games And Festival

    2025 will be a hallmark date for the Quechee Highland Games and Festival at the Quechee Polo Grounds,45 Deweys Mills Road, Hartford, Vermont. On this 50th Anniversary of the Quechee Highland Games And Festival, Scots ranconteur and singer Jeremy Bell will be the Master Of Ceremonies. Featured artists will include  Calum Bell of the East Coasters with...

  • 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...

  • gardens

    Woodstock Garden Day 2025

    Explore three stunning gardens in sites across Woodstock. Discover the shared story between Billings Farm & Museum, the Marsh-Billings-Rockefeller National Historical Park, and the Woodstock Inn & Resort’s Kelly Way Gardens. As part of the Woodstock Foundation, each site will also be honoring the legacy of Laurance S. Rockefeller, a visionary whose passion for conservation,...

  • Barnard Street Dance

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

    BarnArts continues to keep the Barnard Street Dance tradition alive! This free, family-friendly community event is Saturday, August 23rd from 2-7pm. The Silver Lake Association kicks the day off with a boat race on Silver Lake at 2pm. While over at the Barnard Town Hall parking lot, food vendors, activities from Barnard Rec, art-making, touch-a-truck with...

  • Cameo Baroque

    BENEFIT CONCERT: “Purcell and Telemann: Foundations and Inspirations” by Cameo Baroque

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

    BENEFIT CONCERTSunday, 24 August 2025 | 4 - 5:30 PM (early admission to galleries at 3 PM)Each free ticket grants admission to our galleries from 3pm for self-guided visitation of our exhibitions, and to the concert starting at 4pm.Space is limited. Advance registration of tickets is strongly recommended.The Hall Art Foundation & Cameo Arts Foundation,...

  • 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.

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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