Libertyville
Trail Running Calendar near Libertyville 2026-2027
Explore the top trail runs near Libertyville for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Test your endurance at this 6 or 12 hour timed race featuring a scenic 2-mile loop along the Evanston lakefront and Northwestern University campus.
Timed trail races at Richard Bong State Recreation Area offering 24 hour, multiple 12 hour formats, 6 hour and 3 hour options on September 26, 2026.
October 2026
Trail races on the flat, crushed gravel Des Plaines River Trail in Lake County Illinois offering half, marathon, 50K and 50 mile distances; the marathon is a Boston qualifier.
A family friendly fundraiser at Petrifying Springs Park offering 1 mile and 2.25 mile options to support Rey de Reyes Ministry in Guatemala with virtual participation available.
Trail races in Crystal Lake on October 17, 2026 offering 10 mile and 5 mile courses through Veteran Acres and Sternes Woods.
A fall event at Richardson Adventure Farm in Spring Grove, IL with a 10K, a 5K through a corn maze, and a 1 mile family adventure, plus finisher medals for all.
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.
November 2026
A trail event at Pringle Nature Center on November 7, 2026 offering a 5K run and 2 mile walk with fees supporting environmental education.
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.
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.
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 event in Crystal Lake offering a Triple Black Diamond 50K, a 10K, and team relays with on-course aid and finisher medals.
April 2027
Trail races in Crystal Lake, Illinois offering 50k, 15 mile and 5 mile distances on a 5.2 mile loop through single track, prairie and pine forest.