Trail Running calendar near Maryland Heights 2026-2027

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.

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.

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 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 trail series at Rockwoods Reservation across three dates with six routes from 4 miles to a half marathon. Participants receive medals, shirts, neck buffs, chip timing and live course 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..

Trail races at Beaumont Scout Reservation near High Ridge, MO, with distances from 25K to 100 miles on rolling, technical trails, two indoor aid stations, limited onsite indoor camping, and alternating course direction each 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.

Winter trail event at Rockwoods Reservation in Glencoe Missouri offering a 5 Mile and a 13.1 Mile course. Organized by Rockinator Racing as the Stick Season finale with chip timing, aid stations, on course tracking and post race awards.

A backyard ultra at Queeny Park on March 5 2027 where runners repeat a roughly 4.19 mile loop with 430 feet of climb and descent until one runner remains. The event awards a guaranteed Silver Ticket entry to the winner.

A multi-distance trail weekend in Wildwood, MO, April 9 to 11, 2027, featuring ultras, a Night 50K, a free kids fun run, sustainability measures, and a Trail Mix Fund partnership.