Trail Running calendar near Middle Brook 2025-2026

Ultra Sweaty Santa is an annual endurance running event held in Devils Elbow, Missouri, celebrating Christmas in July with a unique 6-hour race. Participants can run for 30 minutes, 3 hours, or the full 6 hours on a shaded 6-mile crushed gravel loop along the Big Piney River near Old Route 66, with..

Get Your Butt Kicked @ Route 66 is a timed ultra running event held at Route 66 State Park near Eureka, Missouri. Participants can choose between 3-hour and 6-hour race options, running loops of a 2.425-mile course through the park's wooded northwest corner. The course features a mix of thin pavemen..

The 3 Legged Monster Race, held in the Mark Twain National Forest near Steelville and Leasburg, Missouri, is a unique relay event featuring running, mountain biking, and paddling legs for teams of two. The race showcases the scenic Ozark Trail, with running through hardwood forests and bluff overloo..

The Corps of Discovery Trail Races, hosted by the St. Louis Track Club, take place annually in the scenic Weldon Spring Conservation Area near Saint Charles, Missouri. The event offers three distances: a 5-mile Clark Trail, a new 8-mile Lewis Trail, and a half marathon combining both trails for a to..

The Rockin' Rockwoods 53K and 1/2 Marathon is an annual trail running event held at Greensfelder County Park in Wildwood, Missouri. Featuring a challenging course on the scenic Green Rock Trail, the race includes a 53K ultra, a half marathon, and a half marathon ruck division where participants carr..

The Devil's Toll Race, held in Middle Brook, Missouri, is a challenging 13-mile event across rugged terrain on the Ozark Trail. Participants traverse from Taum Sauk Mountain, Missouri's highest point, past Mina Sauk Falls, through the Devil’s Toll Gate rock formation, and finish with a river crossin..

The Trail du Rocher - Leopold will take place in Leopold on Saturday 4 October 2025. You can run between 15 and 33 kilometers.

The DeClue Loops Trail Race is a premier trail running event held in Greensfelder Park, Wildwood, Missouri. The race features a scenic 8.2-mile loop starting and ending near the park's Visitor Center, with runners moving counter-clockwise. Participants can choose from multiple distances: 8 miles (1..

The Lion King Backyard Ultra is an ultramarathon held at Lions Club Park in Rolla, Missouri. This unique race features a 4.167-mile loop that runners must complete every hour, with the course transitioning from a scenic dirt trail through mature forests and cedar groves by day to a flat, paved trail..

The Minnie Ha Ha 6 & 12 Hour Run is an annual timed ultrarunning event held at Minnie Ha Ha Park in St. Louis, Missouri. The race features 6- and 12-hour options on a USATF-certified, 1.17-mile paved loop course that winds through a mostly flat, wooded park with scenic views of the Meramec River and..

The Babler Bongo 15K Trail Race and 15K RUCK take place at Dr. Edmund A. Babler Memorial State Park in Wildwood, Missouri.This event features a challenging 15K loop course connecting several trails with about 1,350 feet of elevation gain, suitable for both beginners and experienced trail runners. A..

The Ozark Trail 100 Mile Endurance Run is a challenging ultra-running event held in Steelville, Missouri, traversing 101 miles of the pristine Ozark Trail through Mark Twain National Forest. Celebrating its 17th year, the race features nearly continuous single-track trails with about 12,000 feet of..

The Wild in the Woods Trail Race, part of the Big River Trail Series, takes place at Broemmelsiek Park in Defiance, Missouri. Offering both 5-mile (one loop) and 10-mile (two loops) trail race options, it challenges runners with scenic woodland terrain. The event fosters a lively atmosphere with pos..

The Wildwood Trail Marathon, hosted by Terrain Trail Runners, takes place in Wildwood, Missouri, starting and finishing at LaSalle Springs Middle School. Scheduled for December 6, 2025, the event offers both marathon and half-marathon distances on scenic trails in West County, St. Louis.The marathon..

The Shippey Endurance Runs is a challenging winter ultra marathon held at Beaumont Scout Reservation near High Ridge, Missouri, just outside St. Louis. The event features multiple distances including 100 miles, 100 kilometers, a 40-mile night run, a 20-mile run, and a 100-mile 5-person relay.The cou..

The Castlewood Cup is a 15-kilometer trail running event held annually at Castlewood State Park in Ballwin, Missouri. Celebrating its 18th year in 2026, the race features some of Missouri’s finest single-track trails, offering a challenging course with a mix of uphills, downhills, switchbacks, and s..

The 963 Beulah Challenge is an annual night trail running event held at Greensfelder County Park in Wildwood, Missouri. Participants choose from 3-, 6-, or 9-hour timed races on a 4.2-mile single-track loop featuring approximately 397 feet of elevation gain and loss per lap. The course is rugged wit..

The Queeny Backyard Ultra is a unique endurance running event held at Queeny Park in St. Louis, Missouri. This "last person standing" style race challenges participants to complete repeated loops of approximately 4.167 miles each hour until only one runner remains.The 2026 edition offers a "Silver T..

The Wolf Creek Trail Run, held annually in Poplar Bluff, Missouri, offers a scenic trail running experience on the Wolf Creek Trail. The event features a half marathon, a 6K run, and a 1.7-mile walk called the WTF (Walk The Forest). Organized by the PB Kiwanis Club and the US Forest Service, the run..

The Ozark Foothills Endurance Runs, held in Wildwood, Missouri, offer a variety of trail running events ranging from a Kids Fun Run to ultra distances including 100 miles, 100K, 50 miles, and 50K, as well as a unique Night 50K. Additional races include a marathon (26.2 miles), 25K, and a 25K RUCK ev..