Trail Running calendar near Leopold 2025-2026

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..

The Last Boyscout is a challenging Last Man Standing race held at Ferne Clyffe State Park in Goreville, Illinois. Participants run a 4.167-mile loop featuring single track trails, jeep roads, and paved sections, with about 600 feet of elevation gain per loop. The race tests endurance and resilience,..

The Rocky Ledges 10K Trail Run is part of the Rocky Ledges 5K/10K Trail Run/Walk event held at the Touch of Nature Outdoor Education Center in Makanda, Illinois. Organized by SIU Recreational Sports and Services, this event features scenic trail courses through natural surroundings. Open to individu..

The Devil's Toll Race, held in Middle Brook, Missouri, is a challenging 13-mile event across the rugged 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 Black River crossing at..

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-..

The Bigfoot Forest Trail 10 Hour Fun Run takes place in Cape Girardeau, Missouri, featuring a challenging 1.5-mile trail loop with rocky terrain, roots, and steep climbs. Participants can run up to 20 loops within 10 hours, covering a maximum distance of 50K. A shorter 5K option is also available, c..

The Tunnel Hill 100 & 50 Mile Runs take place in Vienna, Illinois, on the scenic Tunnel Hill State Trail, a smooth crushed limestone rails-to-trails path featuring gentle 2% grades, iconic trestles, and a historic tunnel. The event offers 100-mile and 50-mile distances, both USATF-sanctioned and IAU..

The Wolf Creek Trail Run, hosted by the Poplar Bluff Kiwanis Club and US Forest Service, is an annual event held at Wolf Creek Trail in Poplar Bluff, Missouri. The 2026 race offers a half marathon, a 6K run, and a 1.7-mile walk called Walk The Forest (WTF). The scenic course features water stations..

The Ozark's Mountain Challenge is a unique hiking endurance event held at Sam A. Baker State Park in Patterson, Missouri. Participants aim to ascend Mudlick Mountain eight times within 12 hours, covering approximately 21 miles and achieving a total elevation gain of 7,980 feet—equivalent to climbing..

The Bluffs Trail Runs is a scenic trail running event held at Echo Bluffs State Park in Eminence, Missouri. It offers a variety of distances including a Trail Marathon, Half Marathon, Half Marathon Relay, 15K, 10K, 5K, and youth races such as a 10K and 5K for under 19, plus a 1-mile Elevated Youth F..

The Berryman 50 Mile and Marathon Trail Races take place annually at Berryman Campground in the Mark Twain National Forest, Missouri, between Steelville and Potosi. The event features two distances: a 50-mile ultra and a marathon, both run on the scenic, hilly Berryman Trail, a 26.4-mile single-trac..