Trail Running calendar near Highlandville 2025-2026

Dirt Quad is a full day trail running event in Springfield, Missouri on November 15, 2025 with four unmarked trail segments across local parks. Choose 3 miles or 6 miles per site and earn a unique finisher medal and a shirt for completing t..

Try a test of endurance at the 4 Fore 30 Backyard Ultra in Macks Creek, Missouri, where runners loop each hour until only one remains. Proceeds support Kids' Harbor and runners enjoy swag, aid and a lively community.

Take on the Last Chance Ultra in Springfield on December 6 and 7, 2025 with trail ultras Saturday and a 10 miler Sunday. Add the Double Tap to race both days and claim bonus swag.

Bleak Midwinter Endurance Run at Sac River Mountain Bike Trails in Springfield MO for January 24 2026 is cancelled after the primary sponsor withdrew. Organizers plan to seek new support and hope to return in 2027.

Run scenic Ozark trails along Lake Norfork at David's Trail Endurance Run, offering 7K, 25K and 50K options for runners of many abilities. Proceeds support trail expansion and courses deliver rugged single track, big climbs and a true backc..

Brave the chill at the Frozen Toes 5K and 15K, a cold weather trail run at Kessler Mountain Regional Park on January 24, 2026. Choose a flowing singletrack 5K or tackle the technical 15K and enjoy finisher socks, hot soup and a beer.

Hard Times Trail Run in Willard MO features 50K, 25K and 8 mile on a rugged loop with climbs, creek crossings and singletrack. Field capped at 60, all finishers get a shirt and award and proceeds support Headington Hill Classical Academy.

Enjoy scenic trails at the Great Passion Play in Eureka Springs with fun run, 5k, 5 mile or half marathon routes that pass the Christ of the Ozarks and the stage. Entry includes a finisher medal and a ticket to The Great Passion Play.

Run the Frisco Railroad Run in Willard, Missouri on April 25, 2026 with distances from 8K to 50 miles on the scenic Frisco Highline Trail. Mostly flat out and back on fine crushed gravel; the marathon is a Boston qualifier.

Cotter Bridge Ultra in Cotter, Arkansas offers repeating lap timed races of 1, 3, 6 and 12 hours on a mostly flat, scenic White River course. Family friendly with camping, swimming, food, and custom awards.

Leaky Hourglass is a Last Man Standing in Half Way, Missouri featuring 4.167 mile out and back laps on a rolling rural course. Cutoffs shrink each lap until one runner remains, with onsite aid, camping and free pro photos.