Trail Running calendar near Libertyville 2026-2027

A trail running event at Camp Big Timber in Elgin, IL on November 8, 2026 offering 3 mile and 5 mile courses plus a Kids Fun Run. The course includes grass, gravel and a creek crossing and supports local youth organizations.

A half trail run at Stoney Run County Park on November 14, 2026, held over two loops across grass, pavement, gravel and single-track trails, with aid stations, on-site packet pick-up, a raffle and informal timing using popsicle-stick finish..

Late November trail festival in Lemont IL offering 10K, 20K, 30K and 60K on single and double track and gravel around historic quarries and the I&M Canal. Courses start and finish at The Forge and use lap formats.

Explore the forest trails and hills of Lake Geneva at this multi distance trail event. Choose from several individual races or join a team relay for a day of outdoor activity and festival atmosphere.

Bucks & Does 13.1 Pointer is a multi-distance running, walking, and ruck event at Nashotah Park on 11/14/2026. Distances range from a youth Bambi Run to a 13.1 Pointer, and every finisher receives a wooden finisher medal.

A community Turkey Trot through Atwood Park near 5k with chipped timing, common trail obstacles and door prizes. No GPS or timing devices are allowed and donations are collected for local causes.

A Canicross-focused trail event at Lake Geneva Ziplines and Adventures offering one 4-mile loop or two loops for 8 miles, dog-powered and dog-friendly options, awards for dog teams, on-course drinks but bring a refillable vessel.

A night trail event near Lake Mills, WI offering 16 and 31 mile out and back runs on flat crushed limestone. Conditions can vary from clear to snowy; required lights and reflective gear are enforced and aid stations operate cupless.

A winter obstacle race at Lake Geneva offering 5K, 10K, a 20K Yeti Challenge, a kids course, team packs and a virtual option. Fun heats allow skipping obstacles while the Elite division requires full obstacle completion for podiums.

A winter timed ultra in Dousman, Wisconsin offering 6, 12, and 24 hour options for solo runners or relay teams of up to four, set in winter woods and on a frozen lake with warming shelters, hot drinks, a meal, and finisher items included.

Woodsy single track races in March 2027 at Soldiers Memorial Park, LaPorte, IN. Distances are a 10K and a half marathon over winding, not flat trails; aid stations are about every 2.5 miles and the event is cupless.

Trail races at The Forge take runners through wooded single and double track trails around the Lemont Quarries. The event offers a trail half and a quarter marathon with variable terrain, one aid station for the half, and chip timed results..

Trailbreaker returns to Waukesha on April 4, 2027 with races from a 1K kids run to a full marathon, plus ruck options and a walk. Proceeds support the Park Foundation of Waukesha and local parks and recreation.

Childish Nonsense in Deer Grove Forest Preserve, Palatine IL on April 24, 2027 features looped trail races from 5.5 miles to 50 miles. One aid station at the start/finish is available every 5.5 miles and pacers are allowed for 50 milers aft..