Trail Running calendar near Waynesville 2026-2027

A forested single track loop in the Mark Twain National Forest offers a Marathon (one loop) and a near 53 mile 50 mile option over hilly terrain with stream crossings, cupless aid stations, and on course support.

A backyard ultra in Bourbon Missouri where runners complete repeated 4.16 mile loops each hour until one runner remains. All proceeds support The Freedom 13, a nonprofit serving veterans and law enforcement.

Experience a 6.2 mile fun run hosted by the Marines at Fort Leonard Wood. Navigate natural Missouri terrain and various obstacles as an individual or in a team of four.

Experience the historic beauty of Finley Farms in Ozark Missouri with an out and back run through an urban farm and the Chadwick Flyer Trail. Enjoy a chef prepared breakfast at the Market Shed after you cross the finish line.

A non competitive trail run at Rock Bridge State Park on June 6, 2026, raising funds for in2Action Recovery Services. Options include a three mile fun run and a half marathon on a well marked, mainly trail course with volunteers and aid sta..

A 5K trail run at Adam Puchta Winery in Hermann, Missouri, routed through Vignoles and Estate Norton vines with a runner’s village, a downhill finish and wine slushies at the line; finisher medals are awarded.

Hades Climb in Ozark on July 11, 2026 is a stair loop event offering one hour, two hour, and four hour formats. The event features stamped loop tracking on a medal, overhead sparks, fire elements, bell milestones, and music.

A free endurance event in Devils Elbow, Missouri offering 30 minute, 3 hour and 6 hour options on shaded crushed gravel loops along the Big Piney River. Donations support Operation Christmas Child and prizes include best costume and top mil..

A certified 8K out and back on the Katy Trail at McBaine with staggered starts based on predicted finish times. Registration is online only; Columbia Track Club members enter free and other participants pay $10.

Bad Dawg Ultra in Waynesville, MO on August 15, 2026 offers 100 mile, 100 km, 50 mile, 50 km and 12 mile options on a 10 mile out and back gravel loop with aid stations, awards, and pacing rules for the longest distances.

A two person relay along the Ozark Trail combining trail running, mountain biking and paddling through the Mark Twain National Forest near Steelville, Missouri, with short and long course options and river finish scenery.

A Last Man Standing race near Springfield MO where each lap is a 4.167 mile out and back and the allowed cutoff drops by one minute each lap starting at 60 minutes. One manned aid station and one unmanned aid station support runners.

A weekend of races in Waynesville Missouri featuring a Half Marathon, 10k and the Leapfrog 5k along the Roubidoux with views of Frog Rock and fall foliage. A multi race Frog Hill Challenge awards an extra medal.

A backyard ultra at Lions Club Park with repeated 4.167 mile laps on a dirt day loop and a paved night loop. The race continues until one runner completes one more lap than the rest, with awards and community fundraising.

A trail event at Rock Bridge State Park offering 25K and 50K courses on mostly single track terrain with creek crossings, chip timing, aid stations, a cup free policy, and a time limit of 8 hours.

An 18th edition, point to point trail 100 miles through the Ozark Trail in Mark Twain National Forest near Steelville, Missouri. The course includes single track, stream crossings, about 12,000 feet of climb and 13 aid stations.

A timed-loop endurance event at Ballparks National where runners repeat a 3.1 mile loop within chosen 1, 3, 6, 9, or 12 hour leagues, choosing either obstacle Gauntlet or a Pure Running Division.

A trail ultramarathon weekend in early December 2026 at Springfield, MO, featuring 100 Miler, 100K, 50 Miler, 50K and a 10 miler. A DOUBLE TAP option pairs a Saturday distance with the Sunday 10 miler and includes bonus swag.

Timed endurance running on an approximately 4.15 mile single track loop at Sac River Mountain Bike Trails near Springfield MO, with 12 hour, 6 hour, 3 hour and 1 hour options and a base camp aid station.

Test your endurance at Maramec Spring Park with trail distances ranging from a 5K to a 100 mile ultra. Experience historic forest trails and technical Ozark terrain at this multi distance running event.