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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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  • Tone Forest

    Tone Forest with special Guest, Michael Zsoldos

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

    Heralded by Marlbank as “Totally Hypnotic” and “as clean and refreshing as the most unsullied mountain stream”, TONE FOREST is a groundbreaking contemporary jazz ensemble that has been delighting audiences for the past six years throughout the United States.Tone Forest with special Guest, Michael Zsoldos Miro Sprague, piano Jason Ennis, guitars Marty Jaffe, bassMichael Zsoldos, saxophonewww.toneforestband.comAbout Tone ForestThis...

  • Robert Redford Tribute: The Natural

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

    This iconic film showcases Redford at his best as Roy Hobbs—a mysterious ballplayer with a dream, a homemade bat, and a second shot at greatness. Set against the golden age of baseball, The Natural is more than a sports movie—it's a moving, mythic story of redemption and hope. 

  • 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 welcome reception - hors d’oeuvres, select signature cocktails and seasonal mocktail reception.  Followed by a four course dinner in the historic 1786 brick chateau. See Full Information public://2025-09/Foliage...

  • Haunted Village Theater

    Join BarnArts for a delightful evening of haunted theater in the village of BarnardSaturday, October 18thTours leaving every 30 minutes from 5-8:30pm.Haunting characters on their way to Carnival will lead audience groups from the tall grasses behind the Barnard Town Hall, along Silver Lake, and amidst the trees and lawns of the Dorothy Thompson Memorial...

  • 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.

  • Urinetown

    Urinetown The Musical

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

    The Musical About the Only Thing That’s Always Free… Until It Isn’tUrinetown, the Musical is a satirical musical comedy set in a dystopian future where a severe drought has led to a government ban on private toilets and a privatization of public restrooms. Citizens must pay to use public facilities controlled by the greedy Urine Good Company,...

  • 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...

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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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