Trail Running calendar near Charleston 2026-2027

A two-lap 10 km trail run around Stryker Lake at Griffin Bike Park on August 1, 2026, with rolling hills and up to 10 bonus series points.

Experience a trail run through Forest Park on the General Dacey Trail in Shelbyville. Participate in a 5K or 1 mile race featuring team competitions, post race refreshments, and a gathering at the local aquatic center.

An off road 5K across the Lake Land College campus in Mattoon, IL, featuring rolling hills and wooded paths; packet pickup is at the Field House.

A loop ultrarunning event at Kennekuk Cove County Park with 3.25 mile laps, aid stations, camping, shirts and swag bags, and four hour and eight hour runner and walker options. Field limited to 250 participants.

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.

A timed 2 mile obstacle course at Richland Community College raising funds and awareness for veteran suicide with about 20 to 25 obstacles and proceeds to the campus veterans' center.

Weekend obstacle racing at Badlands Off Road in Attica, IN with Sprint, Super, Beast and Kids race formats across 1,200 acres of varied terrain.

A 5K trail run or walk at Patriot's Park in Greenville on 09/26/2026 focused on community support for children and families affected by childhood cancer, with registration open 03/02/2026 and a $35 fee.

Two-day trail running event at Willenborg Woods near Charleston IL offering 5K, 8 miler, 16 miler, 50K and 100K on marked single-track trails.

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.

The IHSAA Foundation's inaugural Run it Forward 5K at LaVern Gibson Course in Terre Haute supports education-based athletics while runners complete a timed 5K on the championship course.

A community race around Meadowbrook Park in Urbana offering 5K and 10K runs, a 5K walk, and virtual options to benefit Grand Prairie Friends, with medals, optional shirts, music, and packet pickup.

A 10K trail race and a 1 mile fun run and walk at Hawthorn Park in Terre Haute on November 14, 2026, with course maps, awards by five year age groups, and postrace food including a vegetarian option.

Trail event in Owen-Putnam State Forest with 50M, 50K, 14M and 10K options on mostly single track lollipop loops; aid stations do not provide cups.

Trail races at Clinton Lake State Recreation Area with a three-loop 30-mile option and a 10-mile course, two aid stations per loop, no chip timing, and a volunteer requirement.

Backyard Ultra in Wingate IN with repeated 4 mile 880 foot loops on mixed surfaces; hourly starts, loop completion determines the winner.

Backyard Ultra at Willenborg Woods in Charleston IL on June 5 2027, with repeated 4.167 mile loops and a Bronze Ticket to Big Dog's Backyard Ultra World Championship for the last runner.