Jenny Wiley Theatre
Nestled in the scenic hills of Eastern Kentucky, the Jenny Wiley Theatre brings Broadway-style productions to life in the heart of Appalachia. With locations in both Prestonsburg and Pikeville, this year-round professional theater company offers everything from beloved musicals and comedies to historical dramas and vibrant children’s theater, making it a cornerstone of cultural life along The Country Music Highway.
About This Venue
During the summer months, the outdoor Jenny Wiley Amphitheatre in Prestonsburg, located within the picturesque Jenny Wiley State Resort Park, comes alive with performances under the stars. From June to August, audiences gather to experience the magic of live theater against the stunning backdrop of Kentucky’s natural beauty. Meanwhile, the indoor Mainstage Theatre in downtown Pikeville offers an intimate, year-round venue for high-quality performances that continue to captivate audiences of all ages.
A stop at the Jenny Wiley Theatre offers more than just entertainment—it’s a chance to immerse yourself in the arts while exploring the rich musical and cultural history of Kentucky. As a proud part of the Kentucky Music Trail, the Jenny Wiley Theatre connects the region’s deep roots in storytelling and performance with the future of artistic expression.
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.
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.