Trail Running calendar near Milford 2026-2027

We have found 85 Trailruns within 80 miles of Milford. See below where and when you can find the races.

Celebrate the 30th anniversary of the Air Force Marathon at Wright Patterson Air Force Base in Dayton, Ohio, a Boston qualifying course that finishes at the National Museum of the United States Air Force. Choose from marathon, half, 10K, 5K..

A community Pride Run at Coldstream Park on September 19, 2026 featuring a chip timed 5K with awards and a 1 mile fun walk. Proceeds support local LGBTQ+ school programs and related resources.

Run, walk, or volunteer at the Run Baby Run 5K to support NICU babies. This flat course on Lexington's scenic Legacy Trail includes a kids' dash and virtual options. All proceeds purchase supplies for families in neonatal intensive care uni..

This 7-mile trail run at Stillwater Prairie Reserve features a two-loop course with river crossings. Organized by the volunteer-run ORRRC, it's free for members and offers a finisher's award for all. A low-cost, community-focused event.

Hit the trails at the Yeti Trail Run in Mount Airy Forest Cincinnati with 5K, 10K, half marathon and 30K options through meadows, woods and along a fossil creek. Finishers get medals, costumes are encouraged and walkers are welcome.

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.

October 2026

Shawnee Trail Runs near West Portsmouth, OH features 54 mile, 50K and 13.1 mile courses with substantial elevation gain and long remote sections. The 54 mile route includes a nine mile "Dark Side" through a hand maintained wilderness area.

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.

Honor history at the Mogadishu Mile, a four person team obstacle course and one mile ruck run in Georgetown. Work together to complete 500 total reps and a weighted run without leaving any team member behind.

Join the Run with Heart in Urbana for a 5K or 1 mile fun run along the Simon Kenton Bike Path starting at the Depot Coffeehouse.

The Little Rooster Run offers a weekend of trail events in Glencoe, Kentucky, from a kids' fun run to a 5K and the unique Mini Barnyard Ultra. This "last runner standing" format challenges participants on a 2-mile loop every half hour. Proc..

Take on the ORRRC Cross Country Trail 5k on the trails of Grant Park. This affordable event is free for ORRRC members and features chip timing, refreshments, and age group awards.

Join the second annual Running Pumpkin 5K in Lexington's Coldstream Park. This fall event supports Gleaning Housing, a local nonprofit building affordable rental homes. Participants are welcome to bring a pumpkin or wear a costume, with sna..

A limited access trail event in Chillicothe, Ohio on October 17, 2026 featuring a 7K, a youth 7K and 12 hour solo and relay formats. Full aid is provided each loop and all finishers receive an award and a race shirt.

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.

This 5.7-mile trail run in Xenia is a community-focused event organized by the Ohio River Road Runners Club. Entry is free for members and youth, with a low fee for others. It features chip timing and awards across multiple age categories.

Two looped single track trail races in Mt. Airy Forest near downtown Cincinnati. The 50K repeats longer and shorter loops totaling 10,726 feet of elevation change while the 27K uses shorter loop repeats.

Experience a themed trail run through Cincinnati's French Shelter Park with options for a 5k or 10k distance. Participants enjoy costume contests and holiday activities while earning points toward a global series award.

November 2026

Experience a scenic trail event at Caesar Creek State Park featuring wooded loops and lakefront views. Choose between 50K and 25K distances in traditional trail running or weighted rucking categories.

A Day in the Park in Lebanon, Ohio features a USTAF certified one mile loop with 24 hour and 100 mile race options plus a new 6 hour option, central aid station, event swag, and on-course camping space.

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