Trail Running calendar near Milford 2025-2026

Run the rolling grounds of Talon Winery at the eighth annual Cabernet Canter, with scenic 5K and 10K cross country courses. Enjoy finisher awards, a wine ticket and live music while celebrating among the vines.

Looped trails around William H. Harsha Lake in East Fork State Park offer distances from 15 mile to 100 mile, including 50K and 100K. Expect scenic single track, lake views and staffed aid stations on a rugged, well supported trail course.

Celebrate the 30th Air Force Marathon weekend at Wright Patterson AFB in Dayton with multiple distances and a Boston qualifying marathon finishing at the National Museum of the Air Force. Enjoy an expo, pasta dinner and finish line festival..

Run Baby Run 5K returns to Lexington's Coldstream Park and Legacy Trail with a flat, fast course and a Kid's Dash for young runners. All proceeds support the Snow Bunny Baby Project to buy diapers and wipes for NICU families.

Join the Raven 10K on Sunday, September 27, 2026 for a scenic trail run through Raven Run Nature Sanctuary near Lexington, KY. Choose in person or virtual entry and tackle a challenging 10K in a beautiful park setting with limited field.

Join the Thunderbunny Trail Races at Strouds Run State Park on May 9, 2026, with 50K, 25K and 11K options across scenic singletrack. Enjoy a well organized day of challenging trails and community spirit for runners of many levels.

Join Run with Heart on Saturday October 10 in Urbana Ohio for a community 5K, 1 Mile fun run and virtual option starting at Depot Coffeehouse. Enjoy a scenic course on the Simon Kenton Bike Path plus postrace goodies and awards.

The Turkey Trails - Cincinnati will take place in Cincinnati on Saturday 14 November 2026. You can run between 5 and 13 miles.