Upcoming Events in Middlesboro

Yellow Jacket Relays

20 March 2026

Middlesboro, KY

Middlesboro High School, 4404 W Cumberland Ave

First Friday Luncheon

09 January 2026

Middlesboro, KY

Southeast Kentucky Community & Technical College: Middlesboro Campus, 100 College Rd

Spooky Stories and Appalachian Scaries

30 October 2025

Middlesboro, KY

126 S 20th St

Jacket Joggers 5K Run/Walk

01 November 2025

Middlesboro, KY

189 N 20th St

2025 Middlesboro Christmas Parade

06 December 2025

Middlesboro, KY

189 N 20th St

2025 Middlesboro Magical Christmas Pageant

23 November 2025

Middlesboro, KY

Middlesboro Schools Central Auditorium, 4402 W Cumberland Ave

NO KINGS - Cumberland Gap Region Indivisible

18 October 2025

Middlesboro, KY

102 N 12th St