Henderson

Trail Running Calendar near Henderson 2026-2027

Explore the top trail runs near Henderson for 2026-2027! We've gathered 4 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States

October 2026

Miles for Mutts 5K - Newburgh

Newburgh | 12 mi from Henderson

Trail Run 5 km

A community 5K run and walk at the Warrick Humane Society with timed and untimed options, awards, pet bandanas and donation rewards.

A community 5K run and walk at the Warrick Humane Society with timed and untimed options, awards, pet bandanas and donation rewards.

Legends Spooky Trail Race

Owensboro | 26 mi from Henderson

Trail Run 3 km 6 km

Two-loop trail race at Rudy Mines near Owensboro covering about 6 km on dirt and packed trails with hills, switchbacks and some rocky sections.

Two-loop trail race at Rudy Mines near Owensboro covering about 6 km on dirt and packed trails with hills, switchbacks and some rocky sections.

November 2026

JA Chilly Hilly Trail Run

Trail Run 5 km 10 km

5K and new 10K trail runs at Audubon State Park on November 7, 2026; entry includes an event t-shirt and early registrants may receive a fleece.

5K and new 10K trail runs at Audubon State Park on November 7, 2026; entry includes an event t-shirt and early registrants may receive a fleece.

August 2027

MKK's Rugged Race

Owensboro | 26 mi from Henderson

Trail Run Obstacle Run 5 km 10 km

Obstacle and trail races including 5K and 10K options plus kids races at Diamond Lake Resort on August 7, 2027, with proceeds supporting MentorKids Kentucky.

Obstacle and trail races including 5K and 10K options plus kids races at Diamond Lake Resort on August 7, 2027, with proceeds supporting MentorKids Kentucky.