Trail Runs in Kentucky 2026 | Upcoming Races & Dates | My Next Race

There are 11 trail runs in Kentucky scheduled for 2026. The next is the Mammoth Cave 50K/25K in Park City on October 24. Kentucky trail runs run primarily October.

Mammoth Cave 50K/25K

Sat, Oct 24 · Park City, KY Park City

Mammoth Cave 25KMammoth Cave 50K

From $65 Open Closing Soon 65 spots left

The Wildcat @ General Butler

Sat, Nov 7 · Carrollton, KY Carrollton

Saturday 6 Hours of PowerSaturday 5KSaturday 5K +6

From $40 Open

The Red Monster

Sat, Nov 14 · Slade, KY Slade

The Red Monster 25kThe Red Monster 50 Mile

From $50 Open

Harrods Creek Trail Bash

Sun, Nov 22 · Prospect, KY Prospect

Harrods Creek Trail Bash 5KHarrods Creek Trail Bash 10K

From $40 Open

Pilgrimage in the Park 5K Run/Walk

Thu, Nov 26 · Nancy, KY Nancy

Fun Run/Walk5K Run/Walk

From $0 Open

Crooked Creek Ultra Trail Race

Sat, Dec 5 · Shepherdsville, KY Shepherdsville

Half Marathon TRIPLE PLAYHalf Marathon- (Saturday MORNING)Half Marathon - (Saturday NIGHT) +9

From $15 Open 50 spots left

Shelby Trails

Sat, Jan 16 · Simpsonville, KY Simpsonville

4 Mile8 Mile

From $30 Open

Land Between the Lakes - The Great American Trail Race

Sat, Mar 13 · Grand Rivers, KY Grand Rivers

23km23kmMarathon +5

From $59 Open

Howlin' Wolfe 25k/50k

Sat, Mar 27 · Slade, KY Slade

Howlin' Wolfe 25KHowlin' Wolfe 25KHowlin' Wolfe 50k +1

From $70 Closed 100 spots left

The Ascent Red River Gorge 5K & 10K Trail Races

Sat, Jun 26 · Slade, KY Slade

5K5K10K +3

From $30 Open

The Rugged Red Trail Half Marathon

Sat, Oct 2 · Slade, KY Slade

VIRTUAL Half MarathonHalf MarathonVIRTUAL Half Marathon +1

From $60 Open Closing Soon