Trail Running calendar near Carlinville 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 hour, 6 hour and 3 hour endurance runs at Minnie Ha Ha Park in St Louis on a USATF certified 1.17 mile loop with chip timing, aid station support, and cupless race procedures.

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 trail race and a 15K ruck at Babler State Park near Wildwood, MO, run on a loop with about 1,350 feet of climbing. The event includes finisher swag and awards, one unmanned water drop, and a 75 runner cap.

Originally listed as a 5K at Washington Park in Springfield with registration closed and a $30 fee; a notice states the event has been renamed and moved to September 5th.

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..

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 trail running event in Wildwood, MO on December 5, 2026 offering marathon, half marathon and 10K on mixed single-track and gravel trails; cup-free with staffed aid stations and post-race provisions.

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 on January 1, 2027 featuring a mixed pavement and dirt course, a cup free sustainability policy, inclusive gender registration, and participation in the Trail Mix Fund.

The Shivery Icy Trail Run will take place in Maryland Heights on Friday 1 January 2027. You can run between 5 and 21 kilometers.

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 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.