Trail Running calendar near Monticello 2026-2027

Hill of a Race 2026 in Bloomington, IL combines a lap based Endurance Challenge with multiple 3 mile obstacle course waves, including competitive men, women, masters and several recreational waves.

A loop-based ultra at Sand Ridge State Forest offering 200K, 50K and a 10K option over Labor Day Weekend 2026, with camping included and awards that range from a challenge coin to 200K buckles.

Experience the 46th annual trail run through Kickapoo State Recreation Area featuring a scenic pond loop and a longer 95 percent trail course with creek crossings and steep hills.

Experience fast rolling terrain at the Sand Creek Trail Run in Decatur. Choose between 4.4 and 7.6 mile distances to support the Special Operations Warrior Foundation through the scenic Macon County Conservation District.

Conquer a rugged 1200 acre off road course at the Badlands Off Road Park. Choose from 5K, 10K, and 21K obstacle races featuring sand dunes and forest trails for a complete weekend of outdoor adventure.

Run or walk through the scenic Timber Pointe Outdoor Center in Hudson. Choose from 8K and 5K races or an untimed 1 mile trail walk to support Easterseals Central Illinois.

Weekend trail event at Farmdale Reservoir near East Peoria offering distances from 10K to 100 miles on single-track, service road and prairie. Packet pickup, camping, aid stations and paced support are provided with specific race time limit..

Trail races at Willenborg Woods in Charleston, IL on October 16 and 17, 2026 offer distances from 5K to 100K. The course runs through timber, riverside paths, creeks and hills with full course marking and on-course support.

The Washington Park Trail Trek is a 5K run and walk on the forest trails of Springfield's Washington Park. The event supports the restoration of the historic Leland Farm Summer Kitchen. It is the final race in a series where participants ca..

Experience a 5.7 mile trail race or a 2 mile nature walk along the Sangamon River at Robert Allerton Park. This community event supports local trail maintenance and features a costume contest in a scenic meadow setting.

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.

Experience a cross country style trail race through the Timber Pointe Nature Center at Lake Bloomington. Choose between 4K and 8K loops or a three hour endurance challenge while supporting local nature conservation.