Trail Running calendar near Highlandville 2025-2026

We have found 7 Trailruns within 80 miles of Highlandville. See below where and when you can find the races.

David's Trail offers a winter trail challenge in the Ozarks with 7K, 25K and 50K routes over rugged terrain. Expect big climbs, January weather, race prizes and a post race meal while supporting local trail expansion.

Take on chilly singletrack at the Frozen Toes Trail Races in Kessler Mountain Regional Park on January 24 with a technical 15K or a family friendly 5K. Finishers get socks and a medal plus warm soup and a beer for participants 21 and older.

March 2026

Tackle rugged Ozark trails at Little Sac Woods near Willard MO with 8 mile, 25K and 50K options over hilly, runnable terrain with creek crossings and briars. Field limited to 60 for an intimate, supported race.

April 2026

Join the Passion Play Trail Run at The Great Passion Play grounds in Eureka Springs for scenic trail courses from a fun run to a half marathon. Enjoy finisher medals, aid stations, finish line snacks and a ticket to see The Great Passion Pl..

Run rugged Ozark trails around Lake Leatherwood in a 120 mile team trail relay April 10 and 11, 2026 in Eureka Springs, Arkansas. Teams of 4 to 8 share the course as each runner completes three trail legs totaling about 15 miles.

Choose distances from an 8K to a 50 mile challenge on the scenic Frisco Highline Trail, with certified courses and a Boston qualifier marathon. Enjoy out and back routes on hard packed gravel with friendly aid stations and small town charm.

July 2026

Hades Climb in Springfield pits you against a stair loop course to see how many laps you can finish in 1, 2 or 4 hours while collecting stamped seals toward a fiery medal. Sparks, fire effects, a lap bell and loud music crank the intensity.