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Trail Running Calendar near Henderson 2026-2027

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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.

October 2026
Oct
24
Sa

Miles for Mutts 5K - Newburgh

Trail Run 5 km
A 5K run and walk on October 24, 2026 at Warrick Humane Society in Newburgh, open to people and pets, with awards, merchandise options, and donation incentives.
Oct
25
Su

Legends Spooky Trail Race

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.
November 2026
Nov
7
Sa

JA Chilly Hilly Trail Run

Trail Run 5 km 10 km
Trail run at John James Audubon State Park on November 7, 2026 offering a classic 5K and a new 10K, with proceeds benefiting Junior Achievement of West Kentucky.
August 2027
Aug
7
Sa

MKK's Rugged Race

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.
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