Trail Running calendar near Bloomington 2026-2027

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.

Experience a rugged obstacle course race featuring hills, cliffs, and wooded trails in Marseilles. Choose from competitive 10K heats, multi lap challenges, or non competitive fun runs and rucking divisions for all interest levels.

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.

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.

Celebrate Thanksgiving with a 2 mile run through the wooded trails of Sheffield Illinois. Wear your best holiday costume for a chance to win prizes at this untimed community event.

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.