Trail Running calendar near Middle Brook 2025-2026

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,..

The FROZEN STICK Trail Run takes place on January 24, 2026 in Glencoe, Missouri (3300 Mo-109, 63038). The event is a stand-alone race and also serves as the finale to the Stick Season Trail Run Series. Series registration includes a hoodie and registers the entrant for this race as well; single-eve..

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..

Iron Heart is a Valentine-themed trail running event held in St. James, Missouri, on the Forest City MTB Trail at Maramec Spring Park (21880 Maramec Spring Dr). Runners choose from a wide range of distances, including 5K, 5M, 10K, 10M, 15K, 15M, 20K, 20M, 50K, 50M, and ultramarathon options of 100K..

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..

Wolf Creek Trail Run is a community trail event in Poplar Bluff, Missouri, on the Wolf Creek Trail off Forestry Road 3107. The race offers three options: a half marathon, a 6K, and a 1.7‑mile Walk The Forest. It is hosted by the Poplar Bluff Kiwanis Club with the US Forest Service to raise funds for..

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..

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 Bluffs Trail Runs is a scenic trail running event held at Echo Bluffs State Park in Eminence, Missouri. It offers a variety of distances including a Trail Marathon, Half Marathon, Half Marathon Relay, 15K, 10K, 5K, and youth races such as a 10K and 5K for under 19, plus a 1-mile Elevated Youth F..

The Ozark's Mountain Challenge is a noncompetitive endurance event at Sam A. Baker State Park in Patterson, Missouri. Participants have 12 hours to ascend Mudlick Mountain eight times, totaling about 21 miles with roughly 7,980 feet of elevation—the benchmark used for comparison.The route includes M..

The Berryman 50 Mile and Marathon Trail Races take place at Berryman Campground in the Mark Twain National Forest, between Steelville and Potosi, Missouri. Competitors tackle the historic Berryman Trail, a roughly 26.4‑mile single‑track loop, with one loop for the Marathon and two loops for the 50‑M..

Baby Shippey, part of The Shippey Endurance Runs, is held at Beaumont Reservation near High Ridge, Missouri. The event offers two challenging distances: a Half Marathon of about 13.05 miles with roughly 2,390 feet of elevation gain, and a 10K of about 6.1 miles with around 1,155 feet of climbing. Ru..