Trail Running calendar near Milford 2026-2027

A 30K trail race in Cincinnati run as three laps of a 10K loop, featuring meadows, wooded trails and notable elevation gain. Finishers receive a medal and 30K entrants receive a finisher t-shirt; walkers are welcome.

Trail races at Caesar Creek State Park on September 26, 2026, including a half marathon, 10K, 5K, 20K relay, and a 6-hours event. Entries include a custom bib, fueling supplies, a medal, and timed results.

Experience eight weekends of trail running across Ohio and Kentucky this fall. With distances ranging from 5K to 50K and unique 6 hour challenges, there is an event for every trail enthusiast.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

STADIUMTREK at Nippert Stadium on October 2, 2026 features an individual challenge to complete 14,000 steps within a three hour window for 14ER status, plus a relay for teams of 2 to 4. Registration opens June 17, 2026 and the fee is $49.99..

Loop trail races in Shawnee State Forest on October 3, 2026, with 54 mile, 31 mile and 13.1 mile options, significant elevation gain, cupless aid stations and a remote wilderness section.

Test your stamina in Dayton at this 12 hour endurance event. Run or ruck across a flat 2.7 mile loop consisting of grass and trail double track to earn your finisher medal.

An annual military fitness tribute at Queenslake Horse Farm in Georgetown, Kentucky honoring the 19 fallen heroes with a weight carrying challenge and a full day music festival.

A multi hour endurance event in Middletown, OH featuring a flat one mile loop, multiple timed runs and charity donations for local organizations.

Run with Heart in Urbana offers a 5K, a 1 mile fun run walk, or virtual participation along the Simon Kenton Bike Path. The 5K awards the top three male and female finishers in several age categories.

A two day trail event at John Bryan State Park on October 10 and 11, 2026 featuring half marathons, 10K and 5K races, a 20K relay, and a six hour timed event. A Pack Pass provides entry to all 2026 events.

A weekend of races at the Gallatin County Fairgrounds in Glencoe, Kentucky featuring an 800 m kids run, a 5K trail with a two hour cut off, and a last runner standing ultra run on repeated 2.083 mile laps. Headlamps required for the ultra.

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 second-annual fall 5K hosted by Gleaning Housing at Coldstream Park / Legacy Trail in Lexington, KY, with pumpkins for donors and snacks and drinks for all participants. Participants may bring or wear a pumpkin costume.

A limited access 100 percent trail 12 hour race and 7K in Chillicothe OH; the RunFluent Ohio Trail Series finale on Oct 17 2026.

Trail races at Germantown MetroPark offer multiple distances through old-growth forest, ravines, prairies and the Twin Creek corridor. The event includes marked courses, aid stations, timing, race items, and postrace refreshments.

A 5K trail run at Shawnee Lookout Park that follows the Blue Jacket and Little Turtle loops, begins and ends at the Waterhole Meadow Shelter, and serves as the final Dirt Days Trail Series event with series points available.

Timed 5K and 10K trail run and walk at Red Wolf Sanctuary in Rising Sun, Indiana, with courses through waterways, wetlands and past wildlife enclosures and proceeds supporting the sanctuary's conservation work.

Trail trail races at Hueston Woods State Park on October 24 and 25 2026 offer distances from 5K to a multi-loop 50K, plus a six hour event; courses are timed with aid stations, medals and postrace refreshments.

A trail race weekend at Hueston Woods State Park on October 24 and 25, 2026, with distances from 5K to 50K, a 6 hour event, and multi-loop courses on mixed terrain. Participants receive medals, bibs, aid stations, and published results.