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Trail Running Calendar near Mount Prospect 2026-2027

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Explore the top trail runs near Mount Prospect for 2026-2027! We've gathered 26 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Trail running at Camp Big Timber on November 8, 2026 with 3 and 5 mile courses, a creek crossing, kids run, awards, pancake breakfast and proceeds to local scouts.
A 3-mile cross country meet at the MacNider course in Schaumburg on November 8, 2026, with separate men's and women's races and an optional team competition.
A multi-distance trail festival at The Forge in Lemont offering 10K, 20K, 30K and 60K on single and double-track trails and gravel around the Lemont Quarries.
A scenic 5K in Deer Grove on November 14, 2026 that welcomes runners, walkers and canicross teams while raising funds for a local scholarship.
Trail races at Wolf Road Woods on November 21, 2026 with 8 mile and 4 mile options, shirts, finish-line chili and brews, plus awards and a post-race raffle.
December 2026
A 4.5 miles trail race at Schiller Woods West Forest Preserve on December 12, 2026 featuring crushed limestone single and double track, post race chili and brews.
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
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
Trail races at The Forge in Lemont with wooded single and double track trails, mud, roots, and gravel loops.
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 races in Crystal Lake, Illinois using a 5.2 mile loop for 50k, 15 mile and 5 mile distances through woods, prairie and pine forest.
Multi-distance trail event at Deer Grove Forest Preserve near Palatine, IL featuring 50 Miler, 50K, 25K and 5.5 Miler on mostly wide, non-technical trails.
May 2027
Nighttime obstacle race in Pingree Grove, IL with multiple 5K heats and a 30K unlimited laps option, illuminated obstacles, live entertainment, and onsite parking.
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 7 hour and 11 hour trail endurance runs on 4 mile loops at Wolf Road Woods in Willow Springs, IL, with on-course aid and chip timing.
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.
August 2027
A Scottish Highlander themed obstacle race in Pingree Grove on August 7, 2027 offering 50K, 15K, 5K, family 3K, a torch lit night run and a haunted 5K.
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