Trail Running calendar near Lemay Township 2026-2027

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 repeating loop backyard ultra at the New Town amphitheater in Saint Charles, Missouri, with a 4.17 mile runner loop and a 2.6 mile ruck division that includes weight minimums. Race proceeds support MSMDS research.

Timed 12, 6 and 3 hour endurance runs at Minnie Ha Ha Park in St. Louis on a USATF certified 1.17 mile loop. The event is chip timed, cupless, and part of the Eastern Missouri Ultra Series.

An annual open 5K at Jefferson Barracks Park in Saint Louis held alongside the Hancock Cross Country Invitational. The race welcomes all ages; registration opens August 1, 2026, with a $15 fee and closes on race day.

A 15K loop trail race in Babler State Park with a 15K ruck division requiring a minimum 20 lb pack, one unmanned water drop, cup free provisions, limited to 75 entrants and paired with a fund to assist under-served runners.

Trail races at Frenchman’s Bluff on October 25, 2026 offer an 8 Mile and a Half Marathon with bluff views, creek crossings and varied single track and fire road terrain. Entry is limited to 400 and finishers receive a long sleeve shirt and..

A point to point ultramarathon of about 101 miles on the Ozark Trail through the Mark Twain National Forest, featuring fixed trail markers, 13 aid stations, varied terrain and about 12,000 feet of elevation gain.

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.

An annual 5K trail fundraiser at Cahokia Mounds State Historic Site on November 8, 2026. The 3.1 mile course runs over paved, wooded and grassy terrain and supports 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.

Wildwood Trail Marathon in Wildwood, Missouri on December 5, 2026 offers marathon, half marathon and 10K trail courses on mostly singletrack with multiple aid stations, a cup free policy and post race food for registered participants.

Wild in the Woods is a trail race at Broemmelsiek Park on December 5, 2026, with 5 mile and 10 mile loop options. The event includes live music, a complimentary beer for ages 21 and over, snacks and a bonfire.

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 trail series at Rockwoods Reservation near Glencoe, Missouri across three dates from Dec 19, 2026 to Feb 13, 2027. Events range from 4 miles and 8K up to a half marathon with finisher medals, shirts, chip timing and live tracking.

A 5K trail race at Cliff Cave County Park in St Louis featuring short paved sections and a dirt loop on Spring Valley Trail with rolling hills. Online and race day registration options are available and the event follows a cup free sustaina..

A Midwest winter ultramarathon in Missouri on January 16 and 17 2027 offering multiple trail distances from 20 miles to 100 miles, including a night 40 miler. The event is managed by PR Racing and alternates course direction by year.

Castlewood Cup is a *15 km* trail race at Indian Camp Creek Park on January 30, 2027, featuring a post-race BBQ, beer for those 21 and over, live music weather permitting, finisher medal and photos; it is part of the Big River Trail Series.

A timed loop trail event at Greensfelder County Park with 9, 6 and 3 hour options on a 4.2 mile single-track course; limited to 75 runners, no crew or pacers allowed, and a portion of proceeds supports local trail maintenance.