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Kentucky Trail Running Calendar 2026-2027

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Monthly updates for Kentucky

Get new running races (and updates) in your inbox every month.

Explore the best trail runs in Kentucky for 2026-2027! Our updated list features 49 exciting races across the region. Find your next race in Kentucky below and join the running community at these great events!

November 2026
Nov
14
Sa

Turkey Trails - Cincinnati

Trail Run 5 km 10 km 13 mi
Nov
26
Th

Pilgrimage in the Park 5K

Trail Run 5 km
December 2026
Dec
5-6
Sa - Su

Crooked Creek Ultra Trail Race

Trail Run 5 km 13 mi ... 79 mi 100 mi
Dec
12
Sa

US Road Running - Smiths Grove

Trail Run 5 km 10 km 13 mi
Dec
13-27
Su

Waverly Winter Warrior - Louisville

Trail Run 7 mi 13 mi
January 2027
Jan
9
Sa

Frozen Nuts Trail Run

Trail Run 5 km 10 km 13 mi
March 2027
Mar
13
Sa

Land Between The Lakes Trail Runs

Trail Run 23 km 26 mi 60 km 50 mi
Mar
19-20
Fr - Sa

Warbird 100

Trail Run Half Marathon 50 km 100 mi
Mar
27
Sa

Howlin' Wolfe 50k

Trail Run 25 km 50 km
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