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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.

  • 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.

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    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.

  • 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.

  • Learn to harvest and preserve seeds!

    Member Garden Party

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

    Celebrate Billings Farm at our annual Member Garden Party! Billings Farm & Museum invites all members to enjoy live music, wagon rides, farm-fresh refreshments featuring Billings Farm cheese, and take in the beauty of the Farmstead Gardens and Sunflower House. Grab a drink from Vermont Mobile Spirits and taste complimentary ice cream from the Farmhouse Scoop...

  • The Glitter Ball

    2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

    Join us for a sparkling evening with NYC performer Krystofer Maison, local drag queen Faye King, and the jazz band Grey Cats to celebrate the magic of music, local community, and the release of Krystofer Maison’s new single, “Glitter Rinse Repeat.” Each ticket includes a signature cocktail or mocktail from our friends at Babes Bar!  Door...

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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