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Trail Running Calendar near Caseyville 2026-2027

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Explore the top trail runs near Caseyville for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Timed 6 hour and 3 hour runs on a 1.01 Mile loop around the Watershed Nature Center in Edwardsville, IL. The event limits entries, requires lights after sunset, and posts live results during the event.
A loop based trail event at Cliff Cave Park on August 22, 2026, featuring a marked 3.1 mile loop along the River Bluff Trail with packed dirt, singletrack, and bluff views. Runners may repeat laps to reach distances from 5K to 50K.
A continuous 3.1-mile loop trail race at Cliff Cave Park with rolling hills, river overlooks, and a fully stocked aid station each lap. Options are 40 or 50 miles with a 12-hour cutoff and designated crew and pacer access.
Trail races at the Lewis and Clark Trailhead near St Charles include a 13.1 miles half plus separate 8 miles and 5 miles loops. Aid stations offer water and Tailwind and each runner receives a reusable cup at packet pickup.
September 2026
Trail runs and a ruck event at Queeny Park on September 5, 2026. Events include chip timing, lap aid stations, finisher medals, age group awards, event shirts and backpacks.
An open 5K running event in Forest Park, Saint Louis, on 12 September 2026 with a $15 entry fee; the festival also features high school cross country competition and open registration from 23 April 2026.
A family-friendly color run in Freeburg, IL combining vibrant color stations with a wooded memorial route and a focus on preventing distracted driving.
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.
October 2026
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 6 and 12 hour endurance runs on a USATF certified 1.17 mile paved loop at Minnie Ha Ha Park, cupless and chip timed with aid station and finishers medals.
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 two day trail racing weekend at Castlewood State Park with 10k, half marathon and 30k options, notable stairs, weekend challenge combinations, finisher gear and age group awards.
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.
January 2027
A 5K trail race at Cliff Cave County Park in St. Louis on January 1, 2027 featuring pavement sections and the Spring Valley Trail with about 272 feet of elevation gain.
A winter trail event at Creve Coeur Park with 1 mile, 5K, 10K and half marathon options, finishers receive a shirt and medal, and a portion of proceeds benefits the Crohn's and Colitis Foundation.
A 15 km trail race at Indian Camp Creek Park on January 30, 2027, part of the Big River Trail Series, with post race barbecue, beer for 21 and over, and live music.
March 2027
Queeny Backyard Ultra on March 5, 2027 is a last person standing trail event at Queeny Park on a roughly 4.19 mile loop repeated hourly. The overall winner earns a guaranteed Silver Ticket entry within the mid August 2026 to mid August 2027 window.
April 2027
Trail races at West Tyson County Park near St Louis with 50K, 25K, 25K ruck and 8-mile options, aid stations, and a cup-free policy.
May 2027
Trail races and a ruck at Queeny Park organized by Rockinator Racing. Multiple loop formats, chip timing, aid station service, finishers medals and podium awards by age group.
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