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Trail Running Calendar near St. Charles 2026-2027

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Explore the top trail runs near St. Charles for 2026-2027! We've gathered 29 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Loop based trail event at Half Day Forest Preserve where runners repeat a 3.1 mile loop, stop after any loop with no penalty, and receive official timing for each completed loop for combined results.
September 2026
Half marathon and 10K through Danada Forest Preserve on crushed limestone trails, USATF certified, chip timed with finisher medals and pacers for the half marathon.
Turbo Trot in Geneva offers a 2.5 mile run, a 1 mile kids race and a mini road race rally for ages 3 to 8, with shirts, awards and a scholarship fundraiser.
Run or walk 5K, 10K or a half marathon at Moraine Hills State Park on September 26, 2026, with a virtual option September 1 to 27.
A 30 minute run or walk up Mt. Hoy in Blackwell Forest Preserve, Warrenville IL, with proceeds funding two years of housing through Bridge Communities.
A one-mile color run or walk at Montessori School of Lemont with a color-splashed t-shirt, eco-friendly confetti, and proceeds supporting outdoor learning.
October 2026
The Lockport Fire Foundation presents the second annual Fire Zone 5k, a community 5k run and walk on a marked loop of the Forest Preserve trail starting at Hassert Park. Registered participants present on race day receive a t shirt and finisher medal..
Trail run at Saw Wee Kee Park on October 17, 2026, over soft, twisting trails with variable footing. Bib-timed waves, part of a four-race series with collectible medal pieces and seasonal swag.
A nighttime trail event in Pingree Grove, Illinois featuring multiple 5K heats through haunted sets with animatronics and actors, plus a costume contest, bonfire, live entertainment and food.
Trail races at Deer Grove Forest Preserve on Oct 24, 2026 offering 50K, 25K and 5-mile options on a runnable 5.5 mile loop with stocked aid stations and cash prizes.
November 2026
Camp Big Timber trail race on November 8 2026 with a creek crossing, 3 and 5 mile routes, pancake breakfast and a kids fun run.
A 3-mile cross-country race at the MacNider course in Schaumburg on November 8, 2026, with separate women's and men's races, optional team scoring, pre-race packet pickup, and a $25 registration fee.
Experience the diverse terrain of the historic Lemont Quarries with four trail race distances ranging from 10K to 60K. Runners navigate a mix of flat gravel paths and technical single-track trails through the woods.
A November 14 2026 community 5K in Palatine supporting the Nikki Cozzi-Carso Scholarship Fund, featuring a canicross-friendly course, awards for humans and dogs, and a purple awareness theme.
A fall trail race at Harms Woods North in Morton Grove with 3, 6 and 9 mile lap options, aid at each lap, and inclusive entry policies.
Trail races at Wolf Road Woods with 8 mile two loop and 4 mile one loop options, post race chili and craft brews, plus age group and overall awards.
January 2027
Winter trail race in Crystal Lake with a hilly single-track 10K loop and a 50K made of five laps, staffed aid stations, finisher medals, and age-group awards.
A winter trail series at Dick Young Forest Preserve in Batavia featuring 5K, 8K, and 10K races on separate dates in early 2027, with combined registration and a series swag reward program.
February 2027
Trail races at Oakhurst Forest Preserve in Aurora, Illinois, the series includes 5K, 8K, and 10K events in early 2027 with a single registration and series swag rewards; the 8K fee is $65.00.
March 2027
Early-season trail races at The Forge in Lemont, Illinois, on wooded single and double track trails with mud, roots and gravel. Distances offered are 13.1 miles and 6.5 miles with technical singletrack sections.
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