This Winter @ Pentangle...
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Wednesday, December 12 - 14, 2025
Saturday, December 6, 2025
Friday, Dec 5, 2025
Wassail Weekend in Woodstock
Join Pentangle Arts & Mascoma Bank for Woodstock’s most cherished holiday celebration. Wassail Weekend transforms the village into a festive wonderland filled with historic charm, candlelit streets, and community spirit.
This beloved annual event features the opening Candlelight Walk, the storied Wassail Parade with horse-drawn carriages and 19th-century dress, luminaries on the Village Green, holiday house tours, artisan markets, and live performances presented by Pentangle Arts.
Experience the magic of the season as neighbors, visitors, musicians, and makers come together for a weekend of tradition, creativity, and celebration in the heart of Woodstock.
Thank you to Mascoma Bank for their generous support!
12 . 12 . 25
“Here We Go A-Wassailing” Walk
A joyful bagpiper-led procession from East End Park to the Village Green, with candles, bells, cider, and local vendors.
4:30 pm Commencement
East End Park
Free to all!
12 . 14 . 25
A family celebration with Santa, treats, and crafts.
11am - 2pm
Woodstock Town Hall Theatre
Free to All!
Cinema
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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.
CREATING
Arts AND Cultural
EXPERIENCES IN OUR
Community
SINCE 1974
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News & Updates
Stay Informed with Our Latest Announcements.
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.
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.
