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Trail Running Calendar near Libertyville 2026-2027

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Explore the top trail runs near Libertyville for 2026-2027! We've gathered 28 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
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.
An annual canicross friendly 5K at Deer Grove-East in Palatine on November 14 2026 supporting a local scholarship fund, with awards, refreshments and a paved course option.
A Thanksgiving 5K on the Green Bay Trail at Winnetka Train Station featuring rolling start waves, a family division, packet pickup before race day, post-race refreshments, and support for local charities.
Regional cross country championships in Kenosha, WI on November 28, 2026, featuring multiple 5K races and a 3K youth event. Top finishers in the championship race can qualify for the Brooks XC National Championships in San Diego.
A public cross country race in Evanston with three all-grass loops, team and individual scoring, included long-sleeve race shirt, and a post-race awards cookout; entry fees vary by registration date.
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.
April 2027
Trail races in Crystal Lake, Illinois on a 5.2 mile loop offering 50k, 15 mile and 5 mile options through single track, prairie and pine forest.
Trail ultraraces at Deer Grove Forest Preserve in Palatine IL featuring 5.5 mile laps, central aid station, inclusion policies and a playful race atmosphere.
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