Kentucky Obstacle Race Calendar 2025-2026

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Explore the best obstacle runs in Kentucky for 2025-2026! Our updated list features 153 exciting races across the region. Find your next race in Kentucky below and join the running community at these great events!

January 2026
Jan
3
Saturday

Frozen 4 Mile Run

2 mi 4 mi
Jan
10
Saturday

Frostbite 5k Run/Walk

5 km
February 2026
Feb
14
Saturday

Snowman Shuffle 4 Miler

4 mi
March 2026
Mar
13
Friday

Warbird 100

Trail Run 13 mi 50 km 100 mi
Mar
14
Saturday

Land Between The Lakes Trail Runs

Trail Run 23 km 26 mi 60 km 50 mi
April 2026
Apr
18
Saturday

Brandon True Memorial Heroes For The Homeless 5K

5 km
Apr
18
Saturday

Run/Walk for Hope

5 km
Apr
18
Saturday

Wesley Waddle 10K

5 km 10 km
Apr
18
Saturday

Two Bridge Run 10-Miler

5 km 10 mi
Apr
25
Saturday

Kentucky Derby Festival Marathon

26 mi
May 2026
May
1-3
Fr - Su

Flying Pig Marathon Weekend

5 km 10 km 13 mi 26 mi
May
9
Saturday

PACE Marathon

13 mi 26 mi
May
30
Saturday

Pisgah Farms & Furlongs Half Mare-athon

5 km 10 km 13 mi
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