Trail Running calendar near Carlinville 2026-2027

A 5K trail run or walk at Patriot's Park in Greenville on 09/26/2026 focused on community support for children and families affected by childhood cancer, with registration open 03/02/2026 and a $35 fee.

Trail races at Greensfelder County Park on September 26, 2026 offer options of 53K, a half marathon, and a ruck division on mostly single track with technical terrain, multiple aid stations, and a cup free sustainability policy.

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.

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.

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.

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.

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.

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 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..

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.