Trail Running Calendar Missouri 2026-2027

A low-cost, fully off-road trail event in Kirksville with 10K and 5K courses that pass Forest Lake sunrise views. Proceeds benefit the Forest Lake Area Trails System and finishers receive commemorative prizes.

A Last Man Standing race in Half Way, Missouri where each 4.167 mile lap must be finished in a shrinking cutoff that loses one minute per lap. Rural chip sealed course with aid stations and on-site primitive camping.

The Labor Day Slay at Queeny Park on August 29, 2026 features 5K, 10K, 10K Ruck and a half marathon on marked trails with chip timing, lap aid stations, finishers medals and age-group awards.

Trail races at the Lewis and Clark Trailhead near St Charles include a 13.1 miles half plus separate 8 miles and 5 miles loops. Aid stations offer water and Tailwind and each runner receives a reusable cup at packet pickup.

River Rat Obstacle 5K and 1 Mile Fun Run raises funds for the Lexington Cross Country team at Lexington High School. Courses are mostly grass and trails and include optional obstacles such as hay bale hurdles, a tire maze and a slip n' slid..

An open 5K running event in Forest Park, Saint Louis, on 12 September 2026 with a $15 entry fee; the festival also features high school cross country competition and open registration from 23 April 2026.

Experience a paved trail run through Jesse James Park and Mack Porter Park in Kearney. Choose between a 5k or 10k loop featuring a notable hill or enjoy a relaxed non timed stroll around the pond.

A certified 6.6 kilometer trail event at Watkins Mill State Park on September 26, 2026 with in person and virtual options. Proceeds support the Watkins Woolen Mill State Historic Site.

Trail races at Greensfelder County Park on September 26, 2026 offer options of 53K, a half marathon, and a ruck division on mostly single track with technical terrain, multiple aid stations, and a cup free sustainability policy.

Little Heroes Park in Walnut Shade, MO holds a running event on September 26, 2026 offering a 2K fun run and a hilly 5K; registration runs May 18 to September 26 and the entry fee is $35.

Run the scenic Katy Trail with 5k 10k or half marathon options followed by a celebration at The Wine Cafe featuring whiskey sampling coffee and local donuts in St. Charles.

Trail half marathon in Kirksville, MO on October 3, 2026 with mostly single-track terrain, rocks, roots, and seven aid stations. Proceeds support the Forest Lake Area Trail System; cash prizes and age-group awards are offered.

Races in Waynesville, Missouri include a half marathon, 10k and 5k along the Roubidoux River with views of Frog Rock and fall colors. Completing the Friday 5k and a Saturday distance earns a third medal as the Frog Hill Challenge.

A rugged 13-mile Ozark Trail event in Middle Brook, Missouri, featuring steep climbs, rocky technical terrain, waterfalls and a river crossing. Proceeds benefit the Ozark Trail Association and finishers receive custom commemorative patches.

Experience a technical trail event in Highlandville featuring 5k, 10k, and half marathon distances. Participants enjoy a hilly course followed by a post race celebration with local craft beer and walking tacos.

A backyard ultra at Lions Club Park in Rolla, MO featuring repeated 4.167 miles (6.706 km) loops. The last runner to complete one more loop than the next is crowned Lion King or Queen; proceeds partly support the 988 hotline and the park.

Experience technical trails and rolling hills at Greensfelder Park with distance options ranging from 8 miles to a 50K ultra. This cup free event features a repeating loop format through scenic Missouri woodlands.

A repeating loop backyard ultra at the New Town amphitheater in Saint Charles, Missouri, with a 4.17 mile runner loop and a 2.6 mile ruck division that includes weight minimums. Race proceeds support MSMDS research.

A timed trail event at Rothwell Park where participants complete as many one mile loops as possible within a chosen 3, 6 or 12 hour category; entries are available as solo runs or three person team relays and proceeds support Special Olympi..

A castle themed looped running event at Krug Park on 10/10/2026 to 10/11/2026 offering 5k and 10k options plus an extended challenge with medals. Most proceeds benefit St. Jude Children's Research Hospital and a local nonprofit.