St. Charles
Trail Running Calendar near St. Charles 2026-2027
Explore the top trail runs near St. Charles for 2026-2027! We've gathered 27 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail races at Wolf Road Woods on November 21, 2026 with 8 mile (two loops) and 4 mile (one loop) options, on trail surfaces with post race food, drink, and awards.
Trail partner run and workout of about 5K using 25 lb and 40 lb wreck bags with alternating partner exercises and proceeds donated to Marie Wilkinson Food Pantry.
January 2027
Winter trail race in Crystal Lake, IL featuring a hilly single-track 10K loop and a 50K made of five laps, with 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
A 5K out and back on the Des Plaines River Trail in Lincolnshire with a post race party at Half Day Brewing featuring music, beer, gift cards and a buffet.
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
A 10K trail race at Hickory Knolls Discovery Center in St. Charles, IL with a $70 entry fee. The race is part of a winter series that also includes a 5K and 8K and uses a single registration page.
April 2027
Trail trail race in Crystal Lake on April 17, 2027 offering 50K, 15 mile and 5 mile options on a 5 mile loop with aid station and age group awards.
USATF certified 10K at The Morton Arboretum on April 17, 2027, running through woodlands and prairies with both on-site and virtual participation options.
May 2027
A night obstacle race in Pingree Grove with illuminated obstacles, technical rigs, archery, live entertainment, bonfires, food, and finisher shirt and medal.
A flat out and back half marathon and 10K on the limestone Great Western Trail organized by Fox River Trail Runners with proceeds for local mental health charities.
Trail marathon and 10 mile on Sag Valley Trail through Cap Sauers Nature Preserve with wide horse trail, multiple aid stations, and notable elevation.
Timed trail endurance races in Willow Springs offering 7 hour and 11 hour formats on a four mile loop through Wolf Road Woods.
Chip-timed 10K at The Forge Lemont Quarries on May 16, 2027, on mostly crushed limestone trails with quarry views and overall plus age-group awards.
June 2027
McHenry County Patriot Run on June 6, 2027 features a patriotic community gathering with a 5K, 10K and 1 Mile fun run at Three Oaks Recreation Center.
Trail races at Waubonsee Community College on June 12, 2027 featuring chip timed 5K and 10K options, packet pickup choices, live results, and awards for the fastest female and male finishers.