Trail Running calendar near Oakville 2026-2027

Challenge yourself on the trails at West Tyson County Park. The Double Chubb offers a 50K, 25K, 8M run, and a new 25K rucking event where you carry 20 pounds. Aid stations are plentiful, but remember your own bottle for this cup free race.

The Dusty Pig Half Marathon starts at Missouri Research Park. Runners will take on the 13.1-mile "Pork Chop Loop" along several scenic trails.

This multi-day trail running festival in Wildwood, Missouri offers a wide range of distances from a free kids run to a 100-mile ultra. It features a night 50K and is part of a trail race series. The event supports diversity initiatives thro..

Join the Green Park Viking Dash in Saint Louis for a 5k or 1 mile run starting at Green Park Lutheran School. Finishers receive medals and top performers across various age groups earn individual awards.

This spring event in Queeny Park offers four distances on rolling gravel trails, including a ruck division. Participants receive a finisher's medal, t-shirt, and professional timing. Top finishers in each age group receive awards.

A three-day trail running stage race in Greensfelder County Park, Missouri. Runners tackle distinct, challenging courses through Rockwoods Range, Rockwoods Reservation, and Greensfelder Park over a weekend. The event is cup-free and support..

Run the historic Berryman Trail in Missouri's Mark Twain National Forest. Choose the marathon on a 26.4-mile loop or the 50-mile race for two loops of forested, hilly single-track. It's a cupless event with post-race food and ITRA points fo..

Test your endurance at Pere Marquette State Park with technical trail races through rugged Illinois bluffs. Choose from 12.5k, 25k, or 50k distances in solo or buddy divisions.

A team-based trail relay in Saint Louis covering 82 miles, offered in six-person and three-person formats with staffed transition zones, on-course support, and post-race refreshments.

Tackle the rugged trails of the Beaumont Reservation at the Baby Shippey. This cupless event features a challenging Half Marathon and 10K course with steep climbs, rocky terrain, and primitive paths. Test your mettle on Missouri's demanding..

Run through the night on the scenic trails of Indian Camp Creek Park. Choose from a 10K or timed 6-hour and 9-hour ultra events on a 6.7-mile loop course. This cup-free race includes camping, a finisher medal, and awards for top performers.

Experience a unique trail run through the vineyards of Hermann Missouri. Navigate through rows of grape vines and enjoy a downhill finish followed by a wine slushy at the historic Adam Puchta Winery.

This off-road trail run in Queeny Park offers a roughly four-mile course. The event is known for its post-race party with free bagels and beer, plus a unique long-sleeve tech shirt.

The 3 Legged Monster is a unique trail running, mountain biking, and paddling relay for teams of two on Missouri's Ozark Trail. Choose between a long or short course, navigating through the scenic Mark Twain National Forest. The event concl..

Hit the shady trails of Queeny Park for this Labor Day weekend event featuring a 5k, 10k, half marathon, and a 10k ruck. All finishers receive a custom medal and backpack, with age group awards for top performers. It's a shared, fully marke..

Experience the natural beauty of the Weldon Spring Conservation Area with these trail races along the Missouri River bluffs. Choose from three distances featuring the scenic Lewis and Clark loops.

Experience an all-comers open cross country race in the beautiful Forest Park. Run through the scenic Saint Louis landscape and stay to watch some of the top high school athletes from the Midwest compete.

This trail run/walk in Greenville's Patriot's Park is a 5K event supporting childhood cancer research. It takes place on scenic trails and is inspired by a personal story of courage.

Tackle a rugged 13-mile course on Missouri's Ozark Trail, from Taum Sauk Mountain to Johnson Shut-ins State Park. This demanding run or hike passes scenic landmarks like Mina Sauk Falls. It's a fundraiser supporting trail maintenance and pr..

The Babler Bongo 15K Trail Race returns for its third year on October 24, 2026. The event features a 15K trail run and a 15K rucking division at Dr. Edmund A. Babler Memorial State Park. It is noted as the first foot race to be held at this..