Trail Running calendar near Greenville 2025-2026

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..

Corps of Discovery Trail Races, hosted by the St. Louis Track Club, take place in the Weldon Spring Conservation Area near Saint Charles, Missouri. Runners choose from a 5-mile Clark Trail loop, an 8-mile Lewis Trail loop, or a Half Marathon that combines both trails for about 13.1 miles.The course..

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..

Miles for Marshall 5K Trail Run for Childhood Cancer is held in Greenville, Illinois, at 1000 Patriot's Park, on Saturday, September 27, 2025. The event features a 5K Run/Walk along a scenic trail course suitable for runners of all levels. Described as an extraordinary, heartwarming adventure, it bl..

The Arrowhead Endurance Run, held at Arrowhead Lake Campground in Johnston City, Illinois, features a certified 2.07-mile loop around the lake with mostly gravel terrain and minimal elevation change, ideal for fast times and high mileage. The event offers multiple race options including 24-hour, 24-..

DeClue Loops Trail Race, hosted by the St. Louis Track Club, runs in Greensfelder Park in Wildwood, Missouri. The DeClue Trail is an 8.2-mile loop that begins and finishes near the Visitor’s Center, run counter-clockwise.Runners may choose 1 loop (8 miles), 2 loops (16 miles), 3 loops or more (full..

The Shake Your Trail Feather Trail Run takes place at Willenborg Woods in Charleston, Illinois, offering a variety of distances including a 50K ultra, half marathon (16 miles), 10K, 8-mile, and 5K races. Set amidst scenic timber, riverside paths, creeks, and hills, the course features technical sing..

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—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..

Wildwood Trail Marathon, hosted by Terrain Trail Runners, takes place in Wildwood, Missouri, with the start/finish at LaSalle Springs Middle School (3300 Highway 109). The event offers both a Marathon and a Half Marathon through West County trails, featuring about 90 percent single-track with rocks..

The Pere Marquette Endurance Trail Run is a challenging 7.8-mile trail race held annually in December at Pere Marquette State Park in Grafton, Illinois. Celebrating its 35th year, the course features hilly terrain and scenic views through the park. Participants enjoy pre-race coffee and packet picku..

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..

Castlewood Cup is part of the Big River Trail Series, returning for its 18th year at Castlewood State Park in Ballwin, Missouri. The 15-kilometer trail race showcases Castlewood’s renowned single-track, weaving through a mix of climbs, descents, switchbacks and occasional flats. The course is descri..

The 963 Beulah Challenge will take place in Wildwood from Saturday 7 February 2026 to Sunday 8 February 2026. You can run between 13 and 50 kilometers.

Queeny Backyard Ultra is a Last Person Standing ultramarathon held at Queeny Park in Saint Louis, Missouri, hosted by Terrain Trail Runners - STL. The backyard-style ultra uses a loop-based format, with participants repeating laps until only one runner remains. Distances are defined by loops: 12–18..

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.

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 hydration options. Partic..

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, 25K, and a 25K ruck. The event emph..