Trail Running calendar near Oakville 2026-2027

A trail event in Greensfelder County Park on September 26, 2026, offering **53K**, **1/2 Marathon**, and a ruck division on technical single track with significant elevation gain, staffed aid stations, cup-free operations, and post-race foo..

Run the scenic Katy Trail with 5k 10k or half marathon options followed by a celebration at The Wine Cafe featuring whiskey sampling coffee and local donuts in St. Charles.

A roughly 13 mile Ozark Trail event with steep climbs, technical rock sections and a final river crossing at Johnson Shut-ins State Park. Proceeds benefit the Ozark Trail Association.

Experience technical trails and rolling hills at Greensfelder Park with distance options ranging from 8 miles to a 50K ultra. This cup free event features a repeating loop format through scenic Missouri woodlands.

A Backyard Ultra at the New Town amphitheater in Saint Charles featuring repeated 4.17 mile loops in a last-person-standing format; part of the proceeds support research and charity efforts for MSMDS.

Timed endurance runs of 3, 6 and 12 hours on a USATF certified 1.17 mile paved loop at Minnie Ha Ha Park in St. Louis. The cupless event includes an adjacent aid station, professional chip timing and finishers medals.

A 15K loop trail race and 15K ruck at Dr. Edmund A. Babler Memorial State Park in Wildwood, MO on October 24, 2026, featuring about 1,350 feet of climbing, one unmanned water drop, and a 3.5 hour time limit.

A roughly 100 mile point to point trail race through the Ozark Trail near Steelville Missouri. The 18th running features technical single track, about 12,000 feet of climbing, 13 aid stations and pacer and crew support options.

Two days of trail racing at Castlewood State Park in Ballwin, Missouri offering 10k, half marathon, 30k and multi-distance challenges plus a Saturday 10k team competition and age group awards.

A 5K trail run at Cahokia Mounds State Historic Site on November 8, 2026, traversing paved, wooded, grassy and occasionally muddy terrain. Proceeds support the site’s community outreach and educational programs.

Timed trail event on 11/28/2026 at Turkey Ridge in Wildwood with a 1.8 mile loop and 347 ft elevation gain per loop. Two time categories let runners complete as many loops as possible in 2 or 4 hours.

Celebrate Thanksgiving in St. Louis with this annual running event featuring multiple distances from a half marathon to a kids dash. Enjoy chip timing designer shirts and custom medals for all participants.

A team focused winter trekking event at Johnson Shut-Ins State Park from December 4 to 6, 2026. Three courses range from a wheelchair accessible 4 mile walk to multi day 40 mile and 17 mile treks, honoring Korean War service members.

Trail running in Wildwood, Missouri with marathon, half marathon and 10K options across single track and crushed gravel trails. The event is cup free and features manned aid stations, finisher medals and catered post race food.

Wild in the Woods returns to Broemmelsiek Park for its sixth annual trail race, offering 5 and 10 mile single-track courses in St. Charles County. Post-race live music and a free beer are available for participants 21 and older.

A 7.8 mile trail run through Pere Marquette State Park in Grafton, IL on 12/12/2026 with packet pickup, pre race coffee and post race awards held in the park lodge. The event is planned to run in most weather conditions.

A winter running series at Rockwoods Reservation across three dates offering multiple distances, chip timing, finisher medals and shirts, and free course tracking via the Race Joy app.

Trail ultraruns at Beaumont Scout Reservation near St. Louis on January 16-17, 2027, offering distances from 25K to 100 miles on singletrack and jeep roads with indoor aid stations and limited indoor camping.

A 15 km trail race at Indian Camp Creek Park on January 30, 2027, over wooded single-track trails with hills, switchbacks and some flat sections. Registration runs from May 17 to December 1 with a $59 fee.

Trail event at Maramec Spring Park in February 2027 offering distances from 5K to 100 miles, on two named park trails with aid, camping, and awards including buckles for the longest distances.