Trail Running calendar near Milford 2026-2027

The Fearless 5K in Mechanicsburg features a cross-country 5K, a 1 mile run/walk and a kids 1/4 mile on cinder track, with on-site entertainment and vendors while raising funds for youth 20 and under with serious or life threatening illness.

A 5K obstacle mud run at East Fork Motocross Park in New Vienna, Ohio on August 2, 2026. The event features mud and varied obstacles, on-course hydration and rinse-off stations, multiple ticket tiers and support for the National Breast Canc..

A women only 5K obstacle mud run at East Fork Motocross Park on August 2, 2026, focused on fun rather than competition, with spectator access, Bag Drop for a fee, and age and waiver requirements for young participants.

A grass course cross country meet in Mason, Ohio on August 7, 2026 featuring two mile races for high school girls, high school boys, and an open men and women division with individual and team entries.

A cross country 5K at Hagerstown High School featuring a double loop of steep hills on grass and dirt. Organized by WCC Challenge and benefitting Hagerstown High School Athletics, mid August heat can add to the effort.

A 5K trail race at Lost Creek Reserve in Troy Ohio on August 9 2026, part of the Miami County Park District Trail Run Challenge. Registration offers shirt and no shirt pricing and a Team Challenge is available.

A 10 km trail race at Battelle Darby Creek Metro Park through prairies, fields and riparian forest. ORRRC members run free while non-members pay a modest fee; check-in with a timing chip is required and service dogs only are permitted.

Trail races and a fun run at Oakes Quarry Park in Fairborn, Ohio, featuring limestone cliffs, wooded trails, and distances of 1.55 Miles, 5K, 10K, and 15K; shirts for early registrants, medals for all finishers.

Muddy Princess Kentucky is a 5K obstacle mud run in Glencoe on August 16, 2026, offering standard, VIP and volunteer options and supporting the National Breast Cancer Foundation with on site photos, hydration points and a rinse off station.

Powder Keg at Carter Park in Kings Mills, Ohio on August 22, 2026 features a roughly 3.5 mile trail loop along the Little Miami River with an old road, an old dam, and a stair climb. Online registration only, fee $23.50.

A cross-country 5K and 10K at Talon Winery in Lexington with finisher awards and a wine drink ticket; under-21 participants receive the award but not the wine. The event includes wine sales, live music, and an after-party in the tasting roo..

Trail races at Mt. Airy Forest in Cincinnati include 5K, 10K, a 13.1 Miles half marathon and 30K. Finishers get medals, half marathon and 30K include shirts, and the event awards series points across the ATR season.

A 15K trail race through limestone cliffs and wooded trails at Oakes Quarry Park in Fairborn, Ohio on August 29, 2026. The entry fee is $45 and registrations by August 15 include a short sleeve shirt.

An adventure race at East Fork State Park where solo competitors or teams trek, bike, and paddle to collect checkpoints using map and compass. Timed 6 hour and 12 hour formats are USARA sanctioned and include boat rental options.

Experience the fourth annual aMAZing 5k trail run at the Garber Nature Center. This event supports the Preble County Park District and offers awards for top finishers across multiple age categories.

A four-loop trail 50K at Germantown MetroPark with an individual race and two-person relay, about 3,000 gain, manned aid stations, a cupless policy, and a flood-course alternative; registration runs from 2026-03-01 to 2026-09-10.

A farm based obstacle event with a 5K course and a 1 mile kids option, featuring over 20 obstacles, pumpkins, food trucks, and educational displays at South Plymouth Pumpkins in Washington Court House.

The Air Force Marathon is a multi distance race weekend each September at Wright Patterson Air Force Base near Dayton Ohio, with in person and virtual options, an expo, a pasta dinner, and a finish line festival.

An illuminated night run and walk at Glenwood Gardens with marked trails, a two-loop 3.26 mile run and a one-loop 2 mile walk; the run counts toward Dirt Days Trail Series points and online registration is required.

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.