Trail Running calendar near Saint Charles 2025-2026

The Watershed Endurance Runs, held at the Watershed Nature Center in Edwardsville, Illinois, feature timed 3-hour and 6-hour running events on a 1.01-mile loop course. The route combines 50% crushed limestone and 50% pavement, with direction alternating yearly. Participants can run, jog, or walk, ai..

The 3 Legged Monster Race, held in the Mark Twain National Forest near Steelville and Leasburg, Missouri, is a unique relay event featuring teams of two competing in running, mountain biking, and paddling. The race covers scenic trails of the Ozark Trail, including rolling hardwood forests, bluff ov..

The Corps of Discovery Trail Races, hosted by the St. Louis Track Club, take place in the scenic Weldon Spring Conservation Area, Missouri. The event offers three distances: a 5-mile Clark Trail, an 8-mile Lewis Trail (new in 2025), and a half marathon combining both trails for a total of 13.1 miles..

The Labor Day Slay is a multi-distance running event held at Queeny Park in St. Louis, Missouri. Scheduled for August 30, 2025, it features a 5K, 10K, Half Marathon, and a 10K Ruck with 20 or 40-pound rucksacks.Participants run, walk, jog, or ruck on shaded, rolling trails starting from the Smith Pa..

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 1/2 marathon, and a 1/2 marathon ruck division where participants carry..

The Devil's Toll Race, held in Middle Brook, Missouri, is a challenging 13-mile event across the rugged 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 Black River crossing at..

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 on the DeClue Trail, starting and finishing near the park's Visitor Center. Participants can choose from multiple distances: 8 miles (1 loop), 16 miles..

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..

Tom Sawyer's Trial by Trail is a 10K trail race held in Hannibal, Missouri, known as America’s Hometown. The course features a mix of technical single track, double-wide dirt paths, and scenic paved walking trails within the Sodalis Nature Preserve. Runners face 900 feet of elevation gain, including..

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 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—Dogwood, Woodbine, Hawthorn, and Equestrian—with about 1,350 feet of elevation gain. It welcomes both..

The SKIPPO Trail Race is a popular two-day trail running event held at Castlewood State Park in Ballwin, Missouri. Established in 2009, it features multiple race distances including a 10k, half-marathon, 30k, and challenge events combining these distances (10k - Half Marathon Challenge and 40k Chall..

The Wild in the Woods Trail Race, part of the Big River Trail Series, takes place at Broemmelsiek Park in Defiance, Missouri. The event offers two distances: a 5-mile single loop and a 10-mile double loop through scenic wooded trails. Known for its welcoming atmosphere, the race features post-race f..

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 courses..

The Pere Marquette Endurance Trail Run will take place in Grafton on Saturday 13 December 2025. You can run 7 miles.

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

The Castlewood Cup is a challenging 15-kilometer trail running event held annually at Castlewood State Park. Celebrating its 18th year in 2026, the race features a demanding course of single-track trails with varied terrain including uphills, downhills, and switchbacks, offering a true test of trail..

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 Schon Park 9 Endurance Run will take place in Glen Carbon on Saturday 28 March 2026. You can run between 3 and 9 kilometers.