Trail Running calendar near Charleston 2026-2027

Trail races at Willenborg Woods in Charleston, IL on October 16 and 17, 2026. Distances from 5K to 100K on marked single track trails with aid support and a post race celebration.

A fall event at Allerton Park featuring a 5.7 mile trail run, a 2 mile nature walk, and a virtual 5.7 mile option. The riverside course has roots, ruts, and sharp turns, with awards, costume prizes, and park donations.

Experience the beauty of the Illinois tallgrass prairie at Meadowbrook Park with 5K and 10K events supporting local land conservation. Runners and walkers of all ages are welcome to this annual community tradition.