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Trail Running Calendar near Wilmington 2026-2027

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Explore the top trail runs near Wilmington for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Two days of trail races at John Bryan State Park including a half marathon, 10K, 5K, 20K relay and a six hour time event.
A 5K trail race on the Grant Park trails in Centerville with free entry for current ORRRC members and a ten dollar fee for non members 15 and older; timing chips, chip check in, and age group awards are provided.
A 5.7 mile trail race in Xenia, Ohio on October 25, 2026 with timed chips, member fee waivers, age group awards, and a strict no animal policy except service dogs.
November 2026
Trail races at Caesar Creek State Park include a half marathon, 15K, 10K, 5K, a 20K relay and the 6 Hours of Power near the Cedar Point group camp.
Trail loop event at Caesar Creek State Park offering 25K and 50K options plus ruck categories, a cupless course with aid stations and a 9.5 hour cutoff.
Timed ultrarunning event at Miller Ecological Park in Lebanon, Ohio offering 24 hour, 100 mile and a 6 hour option on a USTAF certified one mile loop. Central aid station and locally made awards are provided.
Experience a rugged trail race through the limestone cliffs and wooded paths of Oakes Quarry Park with distances ranging from a 1.55 mile fun run to a 15k challenge.
Road and trail 5K races in Lebanon OH on November 7 2026 with single or combined entries; proceeds support the Countryside YMCA Veterans Connect program.
Trail races at Oakes Quarry Park in Fairborn with 5K, 10K, and 15K on a 1.55-mile loop, race shirts if registered by Nov 15, and finisher medals for all.
December 2026
A 24 hour trail run at Sit Stay Dog Watching in Springboro, OH with a roughly 1 mile loop, free entry with optional donations, medals, and a cash pot for the top distance.
Trail races at Oakes Quarry Park in Fairborn on 12/12/2026 with a 1.55 mile fun run plus 5K, 10K and 15K looped courses; medals for all finishers.
A trail half marathon of about 13.5 miles at John Bryan State Park in Yellow Springs, Ohio. ORRRC members run free; non-members ages 15+ pay $10. The race uses timing chips, aid stations, and relies on volunteer support.
Experience a scenic trail run through limestone cliffs and wooded paths at Oakes Quarry Park with distances ranging from a 1.55 mile fun run to a 15K race.
January 2027
Night trail races at Caesar Creek State Park offering marathon, half marathon and 10K with required headlamp, cupless aid stations, and glowing owl finisher medals.
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