Trail Running calendar near Fort Leonard Wood 2026-2027

We have found 21 Trailruns within 80 miles of Fort Leonard Wood. See below where and when you can find the races.

Frisco Railroad Run on April 25, 2026 in Willard, Missouri offers distances from an 8K up to a 50 mile ultramarathon. Proceeds support Ozark Greenways and the Frisco Highline Trail.

May 2026

Three races at Lake of the Ozarks State Park include a 5.5 mile trail run, a 25K trail race, and a combined 32 mile run with 3 miles of paddling. Courses feature lake views, multiple aid stations, finisher awards, and park amenities.

Experience the beauty of Missouri state parks with trail races ranging from 5k to a full marathon. This cupless event features scenic bluff views and single track trails for runners and hikers alike.

Experience the historic Berryman Trail with a single track loop through the Mark Twain National Forest. Choose between a marathon or 50 mile distance featuring continuous hills and a fully forested landscape.

Test your teamwork at the Meramec Adventure Ranch with a nine mile obstacle course featuring over 50 challenges. Navigate mud and water while carrying a team egg or enjoy the shorter two mile fun run for all ages.

June 2026

Test your endurance at Missouri Freedom Camp in this last runner standing event. Complete a 4.16 mile loop every hour on a course featuring woods and creek crossings to benefit military 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.

Trail run at Rock Bridge State Park supporting in2Action Recovery Services. Offers a half marathon and a three mile course on well marked trails with aid stations and volunteer support.

Experience a unique trail run through the vineyards of Hermann Missouri. Navigate through rows of grape vines and enjoy a downhill finish followed by a wine slushy at the historic Adam Puchta Winery.

July 2026

Test your endurance at the Hades Climb in Ozark with 1, 2, or 4 hour stair climbing challenges. Complete as many 600 meter loops as possible on a course featuring over 75 percent stairs and unique fire elements.

A July endurance event in Devils Elbow, Missouri with shaded six mile and three mile loops along the Big Piney River, free entry with optional donations to Operation Christmas Child, and prizes for costume and mileage.

August 2026

A multi-distance ultra in Waynesville, MO on August 15-16, 2026 that supports the OneSolePurpose shoe drive. Runners follow 10 mile out and back loops on packed gravel with aid stations, awards, and finisher items for longer distances.

A three leg relay for teams of two on the Ozark Trail combining trail running, mountain biking, and paddling. Short and long course options are offered and proceeds support the Ozark Trail Association.

Leaky Hourglass Ultra is a Last Man Standing race in Half Way, Missouri where each 4.167 mile out and back lap reduces the cutoff by one minute. The rural chip and sealed highway course includes rolling hills and two aid stations.

October 2026

Multi-distance weekend in Waynesville, Missouri with a half marathon, 10K and 5K along the Roubidoux, scenic views of Frog Rock and fall colors. A Frog Hill Challenge awards an extra medal for completing multiple races.

A backyard ultra at Lions Club Park where runners repeat a 4.167 mile loop each hour on dirt by day and paved at night until one runner completes one more lap than the rest. Awards, on site aid, and partial profits support suicide preventio..

An 18th annual **101-mile** point-to-point ultramarathon near Steelville, Missouri, on technical single-track with about 12,000 feet of climb, 13 aid stations, drop bags, crew access, and pacer options; 2026 Missouri RRCA State Ultra Champi..

November 2026

Test your stamina on a 3.1 mile loop at Lake of the Ozarks with timed sessions from a single loop to 12 hours. Choose Gauntlet for surprise physical and skill challenges plus a token draw each lap or Pure Running for straight laps.

December 2026

The Last Chance Ultra takes place in early December in Rogersville, Missouri. Runners can choose from five distances, from a 10-mile run to a 100-mile ultra. This is the fifth annual edition of the event.

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