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PENTANGLE  ARTS  PRESENTS

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May 16, 2026

Conversation with Screenplay writer to follow

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July 1, 2026

Generously sponsored by Max Cummings

Cinema

  • Pentangle+ - PRESENTS: Spike Lee's BLACKkkKLANSMAN
    Pentangle+ - PRESENTS: Spike Lee's BLACKkkKLANSMAN
    May 16, 2026, 6:00 PM – 8:00 PM EDT
    Woodstock, 31 The Grn #2, Woodstock, VT 05091, USA
    Pentangle Arts, Woodstock’s Home for the Performing Arts, hosts a showing of Spike Lee’s BlacKkKlansman followed by a conversation with Kevin Willmott, who won an Academy Award for the film’s screenplay, moderated by Vermont’s own DeWanda Wise.
  • Art & Film Presents: Georgia O'Keeffe Film: the Brightness of Light
    Art & Film Presents: Georgia O'Keeffe Film: the Brightness of Light
    May 20, 2026, 6:00 PM – 8:00 PM
    Woodstock, 31 The Grn #2, Woodstock, VT 05091, USA
    A feature documentary about the life and art of the American icon, Georgia O'Keeffe. Starring Claire Danes as the Voice of Georgia O'Keeffe and Hugh Dancy as the narrator, directed by the Academy Award Winning filmmaker Paul Wagner.
  • Art & Film Series Presented by Pentangle Arts & the Hall Art Foundation
    Art & Film Series Presented by Pentangle Arts & the Hall Art Foundation
    May 20, 2026, 8:00 PM – 11:00 PM
    Woodstock, 31 The Grn #2, Woodstock, VT 05091, USA
    WELCOME TO OUR ART & FILM SERIES. The third Wednesday of every month, Pentangle Arts & the Hall Art Foundation are collaborating to bring Art & Film to our community.
  • Pentangle+ Presents: Pride Event - Film Becoming Roxy w/ Conversation held with filmmaker & Roxy
    Pentangle+ Presents: Pride Event - Film Becoming Roxy w/ Conversation held with filmmaker & Roxy
    Jun 04, 2026, 6:00 PM – 9:00 PM
    Woodstock, 31 The Grn #2, Woodstock, VT 05091, USA
    “Claim the Lane: Becoming Roxy” tracks the story of Roxy Bombardier, an Iraq veteran amateur cyclist confronting a transphobic past and risking her closest relationships to come out and be her true self at age 51.

Pentangle +

Beyond Our Walls is where art meets community—through partnerships that bring people together in meaningful and memorable ways.
  • Community Movie Night: HAIR
    Community Movie Night: HAIR
    Fri, Jun 12
    Wednesday, June 12th 6:30pm - Lobby/Bar Opens 7:00 pm - Movie Showtime Join us for another community movie night! Sponsored by TEDX WOODSTOCK
  • TEDx WOODSTOCK Presents Art Is
    TEDx WOODSTOCK Presents Art Is
    Sat, Jun 27
    TEDxWoodstock started as TEDxHartlandHill, named for the ridge overlooking the community and the history woven through it. It has become clear the ideas and conversations stretch beyond one hillside. The hill grounds our story. Woodstock extends the invitation even wider. All are welcome.
  • BOOKSTOCK
    BOOKSTOCK
    Date and time is TBD
    Pentangle Arts proudly partners with BOOKSTOCK Vermont to celebrate books, ideas, and community—bringing people together through storytelling, conversation, and shared cultural experiences. Stay tuned for more details!
  • Zack's Place
    Zack's Place
    Zack's Place
    Date and time is TBD
    Experience the magic of a season with Zack's Place and Pentangle Arts! Get ready for captivating performances that celebrate creativity and community spirit. Stay tuned for event details! Stay tuned for more details!
  • Sustainable Woodstock
    Sustainable Woodstock
    Date and time is TBD
    Together with Pentangle Arts, Sustainable Woodstock hosts monthly free screenings of films and documentaries focused on climate change and sustainability. Stay tuned for more details!
  • Pride of Woodstock
    Pride of Woodstock
    Date and time is TBD
    Pentangle Arts is excited to celebrate love, diversity, and community alongside local organizations. Stay tuned for more details!

Empowering Youth with Transformative Artistic Experiences

Pentangle Arts has been at the heart of our community since 1974, dedicated to enriching lives through diverse and accessible arts programming. 

ARTS &

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EDUCATION

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Theatre

Everything You Need to Know About Our Space.

Available for a variety of rentals, including musicals, weddings, and birthday parties, the theatre continues to foster a spirit of community and celebration in the heart of Woodstock. Discover the charm and history of this beloved venue and join us for an unforgettable experience.

Contact Us

[email protected]

Tel: 802-457-3981

31 The Grn #2

Woodstock, VT 05091

Watching a Movie

CREATING
Arts AND Cultural
EXPERIENCES IN OUR
Community
SINCE 1974

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News & Updates

Stay Informed with Our Latest Announcements. 

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Audience Favorites

Myra Flynn's recent show at the Woodstock Theatre, part of the Vermont After Hours Series, captivated audiences with her soulful indie music and heartfelt lyrics. The intimate setting of the renovated theatre and her deep connection with the audience made this performance a season highlight and a fan favorite. This event showcased Myra's remarkable talent and Pentangle Arts' commitment to high-quality community performances.

Behind-the-Scenes Glimpses

Building an organization that can thrive for 50 years takes a dedicated community and exceptional leadership with vision and determination. Pentangle Arts has evolved alongside Woodstock, adapting to the changing times. 

To celebrate our 50th anniversary, we sat down with some of our past Executive Directors. They generously shared their stories and insights, offering a unique perspective on our journey. 

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Stage Buzz:
Fresh Updates from the World of  Theater

Dive into the Vermont Standard's feature on the newly refreshed Woodstock Town Hall Theatre! This detailed article covers the extensive renovations and updates made to our beloved venue, just in time for Pentangle's exhilarating new "After Hours" series. Discover how these improvements will enhance your experience and what to expect from the future of arts and entertainment in Woodstock.

Donations

Your Contribution Makes A Difference

Your generosity helps Pentangle Arts present live performances, films, and community programs that inspire, connect, and enrich our region. Every gift makes a difference.

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Meet our Sponsors

Capture
the
Moment

Follow Pentangle Arts on Instagram for an Inside Look!

Follow us on Instagram

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