Trail Running calendar near Glencoe 2025-2026

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..

Devil’s Toll Race takes place in Middle Brook, Missouri, along the Ozark Trail. The centerpiece is a 13-mile course through rugged, rocky backcountry with about 1,400 feet of elevation gain. Participants may run or hike solo or in two-person teams, with half-marathon options as well.The route climbs..

The Great Pumpkin Run in Washington, Missouri, is hosted at Drews Dream Pumpkin Patch, with the start and finish near the YMCA at 400 Grand Avenue. The event blends a trail run and a road race, featuring uphill sections and a unique requirement: participants carry a pumpkin for the duration. It offe..

DeClue Loops Trail Race is held in Greensfelder Park, Wildwood, Missouri. The race centers on the DeClue Trail, an 8.2-mile loop that begins and ends near the Visitor’s Center, run counter-clockwise. Runners choose from four distances: 8 miles (one loop), 16 miles (two loops), a marathon (three loop..

Lion King Backyard Ultra takes place in Rolla, Missouri at Lions Club Park. It uses 4.167-mile (6.706 km) laps that must be completed within one hour. The course combines a dirt daytime loop with a paved nighttime loop, winding around a lake through woods.It is open-ended: the last runner to finish..

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..

Situated in Steelville, Missouri, the Ozark Trail 100 Mile Endurance Run is a point-to-point ultramarathon through the Mark Twain National Forest and Ozark Trail. The course covers 100 miles of continuous single-track with about 12,000 feet of elevation gain, offering stream crossings and wilderness..

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 held in Castlewood State Park’s Special Events Area in Ballwin, Missouri. The event offers multiple trail distances: 10k, Half-Marathon, 30k, a 10k-Half Marathon Challenge, and a 40k Challenge that pairs the 10k and 30k. Originating in 2009 as a two‑loop 20k course known for..

Whiskey Run St. Louis / St. Charles unfolds along the Katy Trail in Saint Charles, MO, with a race start/finish at the Katy Trail Parking Lot (1050 S Riverside Dr).The event offers 5K, 10K, and Half Marathon distances; the Half Marathon is described as two 10K laps plus 1K. Aid stations are located..

Turkey Trails - St. Louis, a Bodies Race Company event, is a family-friendly Thanksgiving-themed race at Queeny Park—Smith Shelter, Ballwin, MO 63011. The lineup includes 5k and 10k routes, a 1-mile Kids Dash, a virtual race option, and a Volunteer then Run track.Expect great swag—a designer shirt a..

Trail Trot on Turkey Ridge takes place in Wildwood, Missouri. The race offers two timed endurance options on Turkey Ridge: 2 hours and 4 hours, each run on a 1.8-mile loop with 347 feet of elevation gain per lap. Courses run counterclockwise, start and finish at the trailhead, challenging runners to..

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..

Wild in the Woods - 5 & 10 mile Trail Race is held at Broemmelsiek Park, Defiance, MO, in St. Charles County. The fifth annual edition on December 6, 2025, offers two trail distances: 5 miles and 10 miles.It is the second event in the Big River Trail Series, a points-based circuit where runners earn..

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..

Doomsday 5K is a 5K trail race at Cliff Cave County Park near Oakville, Missouri. The course starts on pavement, then follows the dirt Spring Valley Trail Outer Loop for most of the race, finishing on pavement, totaling about 5K with roughly 272 feet of elevation gain. The all-dirt Spring Valley Tra..

Shippey Endurance Runs is STL’s original 100-mile trail ultramarathon held at Beaumont Scout Reservation near High Ridge, Missouri, during midwest winter. It offers 100 miles, 100K, a Night 40-mile, and 20-mile distances, plus a 100-mile relay. The course features a five-leg loop of about 20 miles,..

Castlewood Cup returns for its 18th year on January 31, 2026, at Castlewood State Park in Ballwin, Missouri. The 15-kilometer trail race courses through Castlewood’s renowned single-track, offering a scenic mix of hills, switchbacks, and occasional flat sections. As part of the Big River Trail Serie..

The 963 Beulah Challenge is a low-frills night trail race held in Greensfelder County Park, Wildwood, Missouri, at the Beulah Shelter. The course is the Beulah Loop, a 4.2‑mile dirt single-track with rocks and roots, gaining and losing about 397 feet per lap. Runners choose from 9-hour (8 loops, ~50..