Trail Running calendar near Waynesville 2026-2027

We have found 18 Trailruns within 80 miles of Waynesville. See below where and when you can find the races.

The Hard Times Trail Run offers three distances on a rugged, hilly course in the Little Sac Woods. With a field limited to just 50 runners, it's a challenging and intimate event. All proceeds benefit a local classical academy.

Experience a historic trail run south of Columbia featuring single track paths and multiple creek crossings. Choose between distances ranging from 10 miles to a 50K ultramarathon or test your endurance in the 10 mile ruck.

Celebrate a special anniversary with a one time trail running event at Fellows Lake in Springfield. Choose between 5 or 8 mile courses through scenic Missouri trails on March 28 2026.

April 2026

Explore the historic Frisco Highline Trail on a flat, scenic, and certified rail-to-trail course. Choose from five distances, including ultras, with an optional early start for the longest races. The event starts and finishes at Willard Mid..

May 2026

Race Information The Lake of the Ozarks Endurance Runs take place at Lake of the Ozarks State Park, Missouri's largest state park, in Kaiser, Missouri. The event offers three distinct races. Available Distances Wandering Bobcat 5 Miler: A..

Location and Course The Bluffs Trail Runs takes place at Echo Bluffs State Park in Eminence, Missouri. The courses run through Echo Bluffs State Park and the adjacent Current River State Park. Different distances share parts of the route, w..

Run the historic Berryman Trail in Missouri's Mark Twain National Forest. Choose the marathon on a 26.4-mile loop or the 50-mile race for two loops of forested, hilly single-track. It's a cupless event with post-race food and ITRA points fo..

June 2026

This 5K trail run winds through the scenic vineyards of Adam Puchta Winery in Hermann, Missouri. Runners pass through rows of grapevines and finish with a downhill slope. Wine slushies and finisher medals await at the end.

July 2026

Celebrate Christmas in July with this free, 6-hour endurance run in Missouri. Choose between 6-mile and 3-mile loops on shaded trails along the Big Piney River. Prizes are awarded for best costume and most miles, with a post-run cool-off at..

August 2026

The Great Sandbagger 8K features a unique race format based on predicted finish times. Runners start in staggered order, and the first to cross the line wins a traveling trophy. The certified 8K course starts at the McBaine Katy Trailhead.

The Bad Dawg Ultra in Waynesville, Missouri, features distances from 12 miles to 100 miles on a scenic gravel loop. It supports the OneSolePurpose project, providing shoes for students. Finishers receive custom awards, and on-site camping i..

The 3 Legged Monster is a unique trail running, mountain biking, and paddling relay for teams of two on Missouri's Ozark Trail. Choose between a long or short course, navigating through the scenic Mark Twain National Forest. The event concl..

October 2026

The Frog Hill Half Marathon will take place in Waynesville on Saturday 3 October 2026. You can run between 10 and 21 kilometers.

Rock Bridge Revenge is a trail running event on October 17, 2026, at Rock Bridge State Park. It features 50K and 25K distances on single track trails with creek crossings. Chip timing, aid stations, and a post race lunch are provided.

Test yourself on 101 miles of iconic single track in the Missouri Ozarks. This point-to-point ultra, celebrating its 18th year, traverses the Mark Twain National Forest with significant elevation gain. It’s the 2026 Missouri RRCA State Ultr..

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.

February 2027

The Flat Branch Ultra is a USATF certified 50K on the rails to trails paths of Columbia, Missouri. The point to point course passes a historic 400 year old Bur Oak tree. Only 125 spots are available for this event.