Trail Running calendar near Pingree Grove 2026-2027

Experience the historic Ice Age Trail during this autumn ultramarathon in the Southern Kettle Moraine Forest. Choose between 50k and 100k distances featuring on site branded wooden medals and scenic fall colors.

Embrace an autumn adventure at the Big Timber XC Challenge, a trail run featuring a famous creek crossing through the woods of Camp Big Timber. Choose between a 3-mile or 5-mile course on grass and gravel paths. All runners get a shirt and..

Experience the variable terrain of the historic Lemont Quarries at this multi distance trail festival featuring laps of single track and gravel paths ranging from 10K to 60K.

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.

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 four race winter trail series in Dixon, Illinois totaling 31 miles across four dates from December 2025 to March 2026. Distances range from 5K to 20K with series awards and age-category prizes.

A dog friendly trail running event at Lake Geneva Ziplines and Adventures with a 4 mile loop, an 8 mile option, and a focus on Canicross. Awards are reserved for teams running with dogs and all finishers receive a small gift.

Experience a unique winter obstacle course in Lake Geneva featuring distances from 5K to 20K. Enjoy a festival atmosphere with fire pits and food trucks after conquering challenges designed for both fun and competitive athletes.

A trail event at The Forge Lemont Quarries on March 13, 2027 featuring a half and quarter marathon on wooded single and double-track trails with varied, technical terrain and one aid station for the half.