Kentucky Trail Running Calendar 2025-2026

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Explore the best trail runs in Kentucky for 2025-2026! Our updated list features 201 exciting races across the region. Find your next race in Kentucky below and join the running community at these great events!

May 2025
May
2-4
Fr - Su

Flying Pig Marathon Weekend

5 km 10 km 13 mi 26 mi
May
3
Saturday

Superheroes 5K

5 km
May
3
Saturday

Sutton Derby Day 5k

5 km
May
3
Saturday

Derby Dash

5 km
May
3
Saturday

Fairview Baptist Run For Missions

2 mi 5 km
May
3
Saturday

The Burke 5.74K

5 km
May
4
Sunday

Paris Elementary School Greyhound Color Run

3 km 5 km
May
4
Sunday

Swift Sprint 5K Run/Walk

5 km
May
4
Sunday

Break-A-Leg 5K

5 km
May
8-10
Th - Sa

Many Miles 4 Malakai 4x4x48 Challenge

Backyard Ultra 4 mi
May
9
Friday

Light the Night 5K - Elizabethtown

5 km
May
10
Saturday

Ninja Half Marathon at Sandy Lee Watkins Park

5 km 10 km 15 km 13 mi
May
10
Saturday

PACE Marathon

13 mi 26 mi
May
10
Saturday

Mount Washington Spring Festival 5K

5 km
May
10
Saturday

Lunch Lady Hustle 5K

5 km
May
10
Saturday

Heart and Sole Triathlon

Triathlon
May
10
Saturday

Mercy Health Iron Mom Half-Marathon

5 km 13 mi
May
10
Saturday

Half Marathon at Whitehall Park

5 km 10 km 15 km 13 mi
May
10
Saturday

I'm A Dam Runner 5K

5 km
May
10
Saturday

Share Your Strength 5K Run/Walk

5 km
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