Trail Running calendar near Lake Geneva 2026-2027

A 5k trail event in Pingree Grove that combines haunted sets, animatronics, and actors with multiple 5k heats; the day also features a costume contest, bonfire, live entertainment and food options.

Fancy Nonsense 25k/50k The Fancy Nonsense 25k/50k is described as a nonsensical running experience born from mischief and imagination, designed to provide a space for the joy of running. The event takes place in the Palos Trail System at Re..

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..

A trail race at The Forge in Lemont, IL on November 14, 2026 offering 10K, 20K, 30K and 60K on single and double track trails with variable surfaces, an aid station for multi-lap races, and a 400-runner cap.

The Abominable Trail Race offers trail distances from 5K to 30K at LG Ziplines and Adventures. Run solo or form a relay team for the 30K. The event includes a festival base camp with music, food, and vendors.

The Frozen Assets Run will take place in Madison on Saturday 6 February 2027. You can run 5 kilometers.

The Misty's Legacy 100 Mile Challenge will take place in Jefferson on Saturday 1 May 2027. You can run 100 miles.