Trail Running calendar near Saint Charles 2025-2026

Baby Shippey is a challenging summer trail running event held at the Beaumont Scout Reservation in High Ridge, Missouri. It offers two distances: a rugged 13.05-mile half marathon with approximately 2,390 feet of elevation gain, and a demanding 6.2-mile 10K featuring over 1,150 feet of climbing. The..

The Dark 2 Dawn Night Trail Races, held at Indian Camp Creek Park in Foristell, Missouri, offer a unique overnight trail running experience featuring a 10K race and timed ultra events of 6 and 9 hours. Participants run on a scenic 6.7-mile loop combining open fields and wooded singletrack with flat..

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 in the scenic Weldon Spring Conservation Area near Saint Charles, Missouri. The event offers three distances: a half marathon (13.1 miles), an 8-mile race, and a 5-mile race.The half marathon course combines the 8-mil..

The Rockin' Rockwoods 53K and 1/2 Marathon is an annual trail running event held at Greensfelder County Park in Wildwood, Missouri. The race features challenging courses on the scenic Green Rock Trail, with terrain including hard-packed dirt, loose rocks, roots, creek crossings, and steep, technical..

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 DeClue Loops Trail Race is an annual running event held in Greensfelder Park near Wildwood, Missouri. Participants can choose from multiple distances, including 8 miles, 16 miles, a full marathon (26.2 miles), or a 50K ultramarathon, all on the scenic DeClue Trail, an 8.2-mile loop featuring rol..

The Minnie Ha Ha 12 Hour Run is a timed ultra running event held annually at Minnie Ha Ha Park in St. Louis, Missouri. The race features 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 vibrant fall foliage.The st..

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

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 an annual 15-kilometer trail running event held at Castlewood State Park in Ballwin, Missouri. Celebrating its 18th year in 2026, the race features a challenging course of Castlewood’s finest single-track trails, including uphills, downhills, and switchbacks, providing a true t..

The Queeny Backyard Ultra is a unique "Last Person Standing" ultramarathon held at Queeny Park in St. Louis, Missouri. The race features a 4.19-mile loop with approximately 430 feet of elevation gain and loss, combining paved, dirt, and gravel trails through scenic park areas.Participants must compl..

The Double Chubb is a trail running event held at West Tyson County Park in Eureka, Missouri, offering 50K, 25K, and 8-mile distances. The race features a relaxed atmosphere with a roughly nine-hour cutoff time and multiple aid stations stocked with standard ultra foods and electrolytes. Participant..