A Landmark Playhouse & Performance Venue in the pages of American Theatre & Music History, the Woodstock Playhouse was established in 1938 at the Gateway to Woodstock, New York. The Playhouse produces an acclaimed annual Summer Theatre Festival offering Musicals, Drama/Comedies, Children’s Theatre, Cabarets and more. From the stage of the Woodstock Playhouse, many of the featured performers have been propelled forward into professional careers in and on Broadway, National Tours, Films, Streaming Series, Television Series, Cruise Lines, Regional Theaters and as Public Figures across America. The reputation of its theatrical offerings has earned it the title of ‘The Stepping-Stone to Broadway’.

Beginning in the Fall, Woodstock Playhouse hosts the Woodstock Film Festival, Woodstock Symphony Orchestra and the Woodstock British Car Show, followed by more featured Concerts, Lectures, Theatre Presentations, Films, and Public & Private Events which are spread throughout the year.

The intimate theatrical space has been reviewed both by patrons, critics and performing artist as one of the best in the region in regard to listening and viewing pleasure. The venue is open to rentals and independent producers and it features two large Art Galleries which feature Exhibitions of Art, Sculpture, Photography and more while providing space for receptions and meet-and-greets.

Historic memorabilia and an Historic Exhibit are available to the public, and its singular content has earned it the prized award of being named to the Hudson River Valley National Heritage Area by the Congress of the United States. Some historic highlights which have earned the Playhouse this honor include its having been the home to the 1968 pre-cursor concert featuring Richie Havens which led to the Woodstock 1969 Festival Concert, the 1949 & 1950 Summer Theatre Seasons led by the acclaimed director/producer/actress Margaret Webster in a season that featured the first professional performances of then apprentices Larry Hagman (Mary Martin’s son) and Anne Meara, the earlier apprenticeships and debuts of Ulster County’s own Robert Hutton and Lee Marvin turned mega-movie stars, and so much more.

Nestled at the Gateway to Woodstock, New York at the foot of Overlook Mountain and the welcoming Catskill Mountain region, the iconic Woodstock Playhouse is a jewel of Ulster County’s arts and culture history and present day destination. We look forward to your visit.