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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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Today

  • Discover the craft and innovation of local cider

    Cores & Pours: A Farm to Cider Tasting Event

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

    Sip your way through Vermont’s thriving hard cider scene! Enjoy tastings from some of the state’s top artisanal producers including Watson Wheeler Cider, Eden Ciders, Wild Branch Cider, Chertok Wines, and more! Sample limited-release offerings, meet the makers, and learn the craft, tradition, and innovation behind every pour. Explore the interactive exhibition and dive into...

  • 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...

  • Robert Redford Tribute: The Natural

    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. 

  • Robert Redford Tribute: The Sting

    A genre-defining buddy film starring Paul Newman and Robert Redford.  The Sting is inspired by real-life cons perpetrated by brothers Fred and Charley Gondorff and documented by David Maurer in his 1940 book The Big Con: The Story of the Confidence Man.  Lobby opens at 6:30pm for drinks.

  • Robert Redford Tribute: The Way We Were

    A sweeping romantic drama starring Barbra Streisand as Katie, a fiercely idealistic political activist, and Robert Redford as Hubbell, a laid-back writer.  Despite their undeniable chemistry, their clashing worldviews and values challenge their relationship over the years, set against the backdrop of mid-20th century America.  Lobby opens at 6:30pm for drinks.

  • Vermont Comedy Festival: Judy Gold

    Get ready to laugh!  Pentangle Arts welcomes back Vermont Comedy Festival  with headliner Judy Gold!  Judy Gold has had stand-up specials on HBO, Comedy Central and LOGO, and was a part of Netflix’s Stand Out: An LGBTQ+ Celebration. She is the author of Yes I Can Say That: When.  Lobby opens at 7pm for drinks.

  • 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...

  • Downton Abbey: The Grande Finale

    Come to the Woodstock Town Hall Theatre and enjoy the last weekend of Downton Abbey:  The Grande Finale.  The movie follows the Crawley family and their staff as they enter the 1930s. Grappling with public scandal, financial trouble, and the threat of social disgrace, the Crawleys must embrace change as they prepare for a new...

  • ArtFest

    ArtFest Community Day!

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

    Join us for our 2nd Annual FREE ArtFest Community Day! Enjoy an afternoon filled with creativity, community, and fun for all ages. More than just a fun day out, ArtFest is about bringing our community together through all forms of art.Sunday, September 21st from 11am to 3pmIn keeping with Artistree’s mission to make the arts accessible...

  • Downton Abbey: The Grande Finale

    Come to the Woodstock Town Hall Theatre and enjoy the last weekend of Downton Abbey:  The Grande Finale.  The movie follows the Crawley family and their staff as they enter the 1930s. Grappling with public scandal, financial trouble, and the threat of social disgrace, the Crawleys must embrace change as they prepare for a new...

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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