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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.

Planning ahead? See our annual events here, and check out our blog for more itineraries and things to do in Woodstock.

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Benefit/Fundraiser

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Today

  • Mudstock Reception & Concert

    31 The Green 31 The Green, Woodstock, VT, United States

    Come celebrate the in-between season with live music, mudpies, and community spirit at our first-ever Mudstock Celebration, a new yearly fundraiser for Pentangle Arts. Dress Code:Formal meets funky – your best attempt at "mud chic"Your most fabulous wellies (mud boots)A seasonal crown or whimsical spring hatCold Chocolate is a genre-bending Americana band that fuses folk, funk, and...

  • 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,...

  • Bingo Night @ NWPL

    Bingo Night! – Library After Hours

    For the September Library After Hours, we are hosting a “fun-raiser” that is also a mini-fundraiser: BINGO NIGHT! Adrian Tans will be the evening’s emcee. We’ll play a variety of traditional games: straight line, picture frame, blackout, and more. Each slide-shutter bingo card costs $5 to use and you can play as many as you wish...

  • 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. 

  • Bingo Night! – Library After Hours

    For the September Library After Hours, we are hosting a “fun-raiser” that is also a mini-fundraiser: BINGO NIGHT! Adrian Tans will be the evening’s emcee. We’ll play a variety of traditional games: straight line, picture frame, blackout, and more. Each slide-shutter bingo card costs $5 to use and you can play as many as you wish...

  • 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 and their picture on the coveted digital display board!A “fun-raiser” that is also a mini-fundraiser, there will be a $5 entry fee per player.  Gather...

  • Jen Hewitt

    Horse-Drawn Wagon Rides

    Join us for a horse-drawn wagon ride through the middle covered bridge and around the Green in Woodstock Vt. Cost is $20 per person Saturday and Sunday. .Proceeds to benefit the Woodstock Rotary Charitable Community Fund. Tickets available in front of M&T Bank.

  • 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.

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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Concert attendees lounging at the East End Park during summer in Woodstock, VT.

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