Folks seated in chairs enjoy an evening concert at an outdoor amphitheater.

Pioneer Playhouse Outdoor Theater

For over 70 years, Pioneer Playhouse has been a vibrant cornerstone of Kentucky’s performing arts scene, bringing the magic of Broadway to the heart of the Bluegrass. Founded in 1950 by Col. Eben C. Henson, Kentucky’s oldest outdoor theater is more than just a summer stock stage—it’s a testament to one man’s dream of creating world-class theater under the stars.

Nestled in Danville, this historic venue has hosted generations of actors and theater lovers, with each performance capturing the spirit of small-town resilience and big-city ambition. Built from salvaged bricks, beams, and even a repurposed train station from the MGM classic Raintree County, Pioneer Playhouse stands as a living tribute to Henson’s ingenuity and determination.

Led by Robby and Heather Henson, who carry on their father’s legacy, the Playhouse continues to offer unforgettable theater experiences each summer. From local productions to Broadway-caliber performances, audiences gather under the open sky to witness the ephemeral magic of live theater. As home to 200-year-old materials and even a historic box office, Pioneer Playhouse is truly a site where the past meets the present, creating an unforgettable experience for all who visit.

Part of the Kentucky Music Trail, Pioneer Playhouse is not just a destination for theater—it’s a celebration of Kentucky’s rich cultural heritage. Whether you’re drawn to its fascinating history or the electrifying performances that light up its stage, Pioneer Playhouse invites you to be part of the story, creating memories that last long after the final curtain falls.

Events

Upcoming Events

From national headliners to impromptu jam sessions, there’s always live music in the air in Kentucky. See what’s on stage during your exploration of the Kentucky Music Trail.

Jenny Wiley Theatre

Jenny Wiley Theatre

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US-23 Country Music Highway Museum

US-23 Country Music Highway Museum

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Old Joe Clark Monument

Old Joe Clark Monument

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The Paramount Arts Center

The Paramount Arts Center

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Homer C Ledford Historic Marker

Homer C Ledford Historic Marker

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Kentucky Music Hall of Fame and Museum

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Everly Brothers Monument

Everly Brothers Monument

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Country Music Highway Crazy Quilt Mural

Country Music Highway Crazy Quilt Mural

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Lexington Opera House

Lexington Opera House

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Pioneer Playhouse Outdoor Theater

Pioneer Playhouse Outdoor Theater

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Digital Passport

Rewarding YourLove of Music

Track your travels along the Kentucky Music Trail with the free passport app. Simply visit participating sites to collect “check-ins”—the more milestones you reach, the more giveaways you could qualify for including concert tickets and VIP merch.