Trail running Race Calendar in Kentucky, United States

Mammoth Cave 50K/25K

Park City, Kentucky, United States

24 Oct, 2026 (Sat)

$65.00 - $85.00

Trail running

Ultra 25K

RYR Endurance Race Weekend

Owensboro, Kentucky, United States

14 Nov, 2026 (Sat) – 15 Nov, 2026

$45.00 - $145.00

Running, Trail running

Half-Marathon 5K Marathon Ultra +3

The Red Monster

Slade, Kentucky, United States

14 Nov, 2026 (Sat)

$80.00 - $100.00

Trail running

30K Ultra

Pilgrimage in the Park 5K Run/Walk

Nancy, Kentucky, United States

26 Nov, 2026 (Thu)

Free - $25.00

Trail running, Running

5K 1.6K

Crooked Creek Ultra Trail Race

Shepherdsville, Kentucky, United States

05 Dec, 2026 (Sat) – 06 Dec, 2026

Free - $170.00

Trail running, Running

Ultra Marathon Half-Marathon 5K +9

Land Between the Lakes - The Great American Trail Race

Grand Rivers, Kentucky, United States

13 Mar, 2027 (Sat)

$69.00 - $99.00

Trail running

Ultra Marathon 23K

Etown Trail Classic

Elizabethtown, Kentucky, United States

13 Mar, 2027 (Sat)

$30.00 - $75.00

Trail running, Running

Ultra 25K 5K

Howlin' Wolfe 25k/50k

Slade, Kentucky, United States

27 Mar, 2027 (Sat)

$70.00 - $90.00

Trail running

25K Ultra

Southern Grit Endurance Challenge

Parksville, Kentucky, United States

17 Apr, 2027 (Sat) – 18 Apr, 2027

$70.00 - $100.00

Trail running, Running

8.7K +4

Green River Lake Trail 5k, 10K, & Half Marathon

Campbellsville, Kentucky, United States

30 May, 2026 (Sat)

Running, Trail running

1.3K 5K 10K Half-Marathon

Kiss the Goat

Hazard, Kentucky, United States

23 May, 2026 (Sat)

Trail running

10K Half-Marathon

Blue Heron 10k

Stearns, Kentucky, United States

16 May, 2026 (Sat)

Trail running

9.8K