Trail Running calendar near Waynesville 2025-2026

We have found 17 Trailruns within 80 miles of Waynesville. See below where and when you can find the races.

Bad Dawg Ultra is an endurance running event held annually in Waynesville, Missouri, featuring multiple race distances including 100 miles, 100k, 50 miles, 50k, and a 12-mile run/ruck. The course is a 10-mile out-and-back loop with rolling Ozark hills and flat gravel paths lined with trees, offering..

The 3 Legged Monster Race, held in the Mark Twain National Forest near Steelville and Leasburg, Missouri, is a unique relay event featuring teams of two competing in running, mountain biking, and paddling. The race covers scenic trails of the Ozark Trail, including rolling hardwood forests, bluff ov..

The Leaky Hourglass Ultra is a unique Last Man Standing ultramarathon held in Half Way, Missouri, about 20 miles north of Springfield. The event features a challenging 4.167-mile out-and-back course on a chip-sealed rural highway with rolling hills and approximately 250 feet of elevation gain per la..

October 2025

The Frog Hill Half Marathon, held in Waynesville, Missouri, offers a family-friendly running event featuring a half marathon, 10k, and 5k races, plus a unique Frog Hill Challenge. The courses are chip-timed and mostly flat, with an out-and-back route that showcases scenic views along the Roubidoux R..

Rock Bridge Revenge is a trail running event held at Rock Bridge State Park in Columbia, Missouri. It offers two distances: a 25K and a 50K, with the 50K consisting of two loops of the 25K course. The course features 100% single-track trails with varied terrain and creek crossings, including the Dev..

The Lion King Backyard Ultra is an ultramarathon held at Lions Club Park in Rolla, Missouri. This unique race features a 4.167-mile loop that runners must complete every hour, with the course transitioning from a scenic dirt trail through mature forests and cedar groves by day to a flat, paved trail..

The Ozark Trail 100 Mile Endurance Run is a challenging ultra-running event held in Steelville, Missouri, traversing 101 miles of the pristine Ozark Trail through Mark Twain National Forest. Celebrating its 17th year, the race features nearly continuous single-track trails with about 12,000 feet of..

November 2025

The 4 Fore 30 Infinity Backyard Ultra is an endurance running event held in Macks Creek, Missouri. Following the Big's Backyard Ultra format, runners complete a 4.1667-mile (6.7 km) loop every hour, starting at 7:00 AM, with each loop beginning precisely on the hour. Participants must finish each lo..

December 2025

Last Chance Ultra is an annual trail running event held in Springfield, Missouri, offering a variety of distances including 100 miles, 100K, 50 miles, 50K, and a 10-mile race. Taking place over two days in early December, it provides runners a final opportunity to log miles and compete before the ne..

January 2026

The Bleak Midwinter Endurance Run is an annual timed endurance event held at the Sac River Mountain Bike Trails near Springfield, Missouri. Participants can choose from 12, 6, 3, or 1-hour run options on a new 4.15-mile loop featuring moderately technical single-track terrain with rocks, roots, and..

February 2026

Iron Heart is a multi-distance running event held in St. James, Missouri, featuring a wide range of race options including 5K, 10K, 15K, 20K, 5M, 10M, 15M, 20M, 50K, 50M, 100K, and 100M distances. The event offers both shorter and ultra-distance races, catering to runners of various levels and endur..

The Flat Branch Ultra is a 50K trail race held annually in Columbia, Missouri, typically on the third Saturday in February. Starting and finishing at Martin Luther King Jr. Memorial Park, the course features a scenic rails-to-trails route along the Missouri River, passing beneath towering bluffs and..

March 2026

The Hard Times Trail Run in Willard, Missouri, is known as the toughest footrace in Greene County, featuring an 8-mile loop course with over 1,000 feet of elevation gain. The course offers a mix of runnable sections, challenging climbs, thrilling downhills, small creek crossings, and some briars, wi..

April 2026

The 24 Hour Lions Roar is an ultrarunning event held at Gans Creek Recreation Area in Columbia, Missouri, featuring 6, 12, and 24-hour races, including a 24 Hour Tag Team Championship. The race takes place on a 2.5-mile loop that incorporates the D1 NCAA Cross Country Championship Course, offering a..

May 2026

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 Lake of the Ozarks Endurance Runs, held in Linn Creek, Missouri, is a trail running event featuring three races: the Wandering Bobcat 5 Miler (about 5.5 miles with 700+ feet elevation gain), the Trail of Four Winds 25K (a challenging 25K with over 1600 feet elevation gain through Lake of the Oza..

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..