Trail Running calendar near Highlandville 2026-2027

Tackle rugged Ozarks single track and double track around Lake Norfork at David's Trail Endurance Run, with big climbs across 7K, 25K and 50K courses. Proceeds support trail expansion and the event goes on rain or shine.

Take on chilly singletrack at the Frozen Toes Trail Races in Kessler Mountain Regional Park on January 24 with a technical 15K or a family friendly 5K. Finishers get socks and a medal plus warm soup and a beer for participants 21 and older.

An off-road trail running event at Southern Missouri Offroad Ranch on February 28, 2026. Offers a 1 mile fun run plus 5K and 10K trail races, participant shirts and finish snacks, with proceeds supporting Harmony House.

Hard Times Trail Run at Little Sac Woods near Willard MO offers 8 mile, 25K and 50K on hilly, runnable trails with creek crossings and climbs. Field capped at 60; 25K and 50K run laps with aid stations and shuttle parking.

Join the Passion Play Trail Run at The Great Passion Play grounds in Eureka Springs for scenic trail courses from a fun run to a half marathon. Enjoy finisher medals, aid stations, finish line snacks and a ticket to see The Great Passion Pl..

Outback in the Ozarks Pure Trail Edition is a 120 mile team relay around Eureka Springs that winds through scenic Ozark trails. Teams race Friday and Saturday and each runner completes three trail legs for 15 miles of rugged fun.

Choose distances from 8K to 50 Mile along the flat scenic Frisco Highline Trail in Willard MO. Organized by Ozark Mountain Ridge Runners to benefit Ozark Greenways, the marathon is USATF certified and a Boston qualifier.

Cancer Challenge Bella Vista on June 20, 2026 offers 5K, 10K and a 1 mile walk on the Lake Bella Vista Trail Course. Registration includes a shirt, swag bag, snacks, a medal and age group awards.

Take on Hades Climb in Ozark, Missouri on July 11, 2026. Race the clock in 1 hour, 2 hour, or 4 hour stair challenges and collect stamped medals as sparks, fire effects, a lap bell and loud music fuel the atmosphere.

A fourth annual trail event at Coler Mountain Bike Preserve featuring a 5K run, an 8-week training program with group runs, and a kids fun run; proceeds support the Peel Compton Foundation.

The Trailfest - Fleet Feet Springfield will take place in Highlandville on Sunday 4 October 2026. You can run between 5 and 21 kilometers.