Cumberland Mountain Fall Festival

Downtown Middlesboro

221 21st Street, Middlesboro, Kentucky 40965

Friday, September 30th
12:00pm - 11:00pm EDT
Saturday, October 1st
12:00pm - 11:00pm EDT

This FREE event has been a southern Appalachia staple for over four decades, and features something for everyone! Live music, crafts, food and drink vendors, carnival, kid's area, pageant, car show, and much more! Best of all, thanks to our amazing sponsors, there is no entry fee whatsoever.

We're thrilled to announce our music line up this year. Joining us will be headliners Arlo McKinley (Saturday) and Town Mountain (Friday), along with Mike and the Moonpies, Cole Chaney w/ Wolfpen Branch (who also have a set of their own), Bella White, Buffalo Wabs & The Price Hill Hustle, Logan Halstead, Eric Bolander Music, Tiffany Williams, Jeremy Pinnell Music, Sydney Adams, Dave Shoemaker, and Cody Howard. We will also use the Levitt Stage to showcase a number of local talent throughout the weekend.

Gates open at noon each day. Admission is free. Please help support the many craft and food vendors by purchasing some of their products at the event.