Trail Running calendar near Leopold 2025-2026

We have found 8 Trailruns within 80 miles of Leopold. See below where and when you can find the races.

The Shawnee Hills Trail Races, held at Camp Ondessonk in Ozark, Illinois, offer challenging ultramarathon distances including 100 miles, 100K, 50K, and a half marathon. Set within the scenic Shawnee National Forest, the course features a figure-eight loop with 80% single-track trails, technical terr..

September 2025

The Last Boyscout is a challenging Last Man Standing Race held at Ferne Clyffe State Park in Goreville, Illinois. Participants navigate a tough 4.167-mile loop that includes both trail and road sections, with significant elevation gain. The race format encourages endurance and resilience, as runners..

October 2025

The Devil's Toll Race, held in Middle Brook, Missouri, is a challenging 13-mile event across rugged terrain on the Ozark Trail. Participants traverse from Taum Sauk Mountain, Missouri's highest point, past Mina Sauk Falls, through the Devil’s Toll Gate rock formation, and finish with a river crossin..

The Trail du Rocher - Leopold will take place in Leopold on Saturday 4 October 2025. You can run between 15 and 33 kilometers.

The Arrowhead Endurance Run, held at Arrowhead Lake Campground in Johnston City, Illinois, features a certified 2.07-mile loop around the lake with mostly gravel terrain and minimal elevation change, ideal for fast times and high mileage. The event offers multiple race options including 24-hour, 24-..

November 2025

The Tunnel Hill 100 & 50 Mile Runs take place in Vienna, Illinois, on the scenic Tunnel Hill State Trail, a crushed limestone rails-to-trails path featuring gentle grades and iconic landmarks like the historic tunnel. The event offers 100-mile and 50-mile distances, both USATF-sanctioned and IAU Gol..

April 2026

The Wolf Creek Trail Run, held annually in Poplar Bluff, Missouri, offers a scenic trail running experience on the Wolf Creek Trail. The event features a half marathon, a 6K run, and a 1.7-mile walk called the "Walk The Forest" (WTF). Organized by the PB Kiwanis Club and the US Forest Service, the r..

May 2026

The Ozark's Mountain Challenge is a demanding hiking event held in Patterson, Missouri, featuring a 17-mile course with a total ascent of 7,980 feet—equivalent to climbing Mount Olympus in Washington. Participants hike up Mudlick Mountain nine times within a 12-hour window, with shuttles returning t..