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Arts, Film & Culture

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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  • Wicked: For the Good (Part 2)

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

    Now demonized as the Wicked Witch of the West, Elphaba lives in exile in the Ozian forest, while Glinda resides at the palace in Emerald City, reveling in the perks...

  • Gladys Nilsson Exhibit at Hall Art

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

    The Hall Art Foundation is pleased to announce an exhibition by the acclaimed American artist Gladys Nilsson to be held in Reading, Vermont from 10 May – 30 November 2025.  This show features over fifteen of Nilsson’s vibrant and irreverent works, from her earliest jewel-like watercolors made in the mid-1960s to saturated and densely layered...

  • David Wojnarowicz Exhibit at Hall Art

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

    The Hall Art Foundation is pleased to announce an exhibition by the acclaimed American artist David Wojnarowicz (1954–1992) to be held in Reading, Vermont from 10 May – 30 November 2025.  This show features over fifteen paintings and sculptures made from 1982 to 1990, a period of intense creative energy and output for the artist....

  • Pop Perspectives: Ramos, Rosenquist, Ruscha

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

    The Hall Art Foundation is pleased to announce Pop Perspectives: Ramos, Rosenquist, Ruscha, an exhibition to be held in Reading, Vermont from 10 May – 30 November 2025, which brings together the paintings of three seminal figures in American Pop Art: Mel Ramos, James Rosenquist, and Ed Ruscha. Born within a few years of each...

  • White Christmas – The Film

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

    White Christmas (1954) is a classic American musical film directed by Michael Curtiz and starring Bing Crosby, Danny Kaye, Rosemary Clooney, and Vera-Ellen. The story follows two World War II veterans who team up as a successful song-and-dance duo. They fall in with a sister act and travel to Vermont, only to discover their former...

  • Woodstock Vermont Film Series Presents:”La Liga” and “Stories to Save Us: The Saltmarsh Sparrow”

    69 Old River Road 69 Old River Road, Woodstock, VT, United States

    The film series opens with a celebration of Vermont filmmakers, featuring two powerful short films that highlight the artistry, compassion, and vision of local storytellers. La Liga shares the inspiring story of Vermont’s immigrant dairy workers who, amidst isolation and hardship, form a soccer league to build community and hope. The film reflects on resilience...

  • Vermont Comedy Festival: Judy Gold

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

    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...

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
    Read article