Trail Running calendar near Oakwood 2026-2027

A Backyard Ultra at Willenborg Woods on May 30, 2026, using repeated 4.167 mile loops each hour. The last runner remaining wins a Bronze Ticket toward Big Dog's Backyard Ultra World Championship.

A 3.1 mile cross country 5K across grass and paved paths on the Lincoln Trail College campus, plus a one mile Kid's Fun Run around the pond. Age group medals and overall prizes are listed for the 5K.

A donut-themed family run and walk on May 30, 2026 at Kankakee Community College supporting Catholic Charities. Options include a 5K, a 2K, and a virtual participation option; youth entries are free.

A family-friendly adventure trail 5k at Griffin Bike Park with obstacles like a floating bridge, race tee and timing chip included, team rebate options, age-group awards and participant rules on strollers, bikes and children.

A runner-built 4.5 mile loop ultra in a reclaimed limestone quarry offering 6 and 12 hour solo or relay options plus a single 4.5 mile trail run, two aid stations with Tailwind, and support for local youth track programs.

Five Thursday nights in July at Maxwell Park in Normal, IL featuring 800 meter, 2 mile and 3 mile cross country races. Weekly entry is $5 or $20 for all five nights; awards night with age-group prizes is on 7/30.

A summertime 5K trail race in Charleston, Illinois on July 25, 2026 featuring about 1,100 feet of climb, a one third mile river crossing, a steep finish on Billy Goat Hill, and a field limited to 125 runners.

A two lap 10 km trail run around Stryker Lake at Griffin Bike Park on August 1, 2026 with rolling hills, generally stable footing, onsite registration, and series bonus points for finishers.

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.

A cross-country 5K on the Lake Land College campus in Mattoon, Illinois, featuring rolling hills, grassy fields and wooded paths. The event highlights the college's second year of cross country and lists on-campus packet pickup and parking.

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.

A women-only 5K obstacle mud run at Wildcat Creek MX in Rossville, IN on August 9, 2026, featuring 18+ obstacles. Open to participants aged 7 and up, it welcomes running, jogging or walking and emphasizes teamwork and fun.

A youth and family 2K obstacle course at Maxwell Park with about 15 obstacles. Waves serve ages 5 and up; participants get a shirt, medal and a timed result, with trophies for top three in each competitive age group.

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 day of looped trail events at Comlara near Hudson, IL, with timed options from one hour to twelve hours, a relay race, and an open course option. Runners complete roughly four mile loops and must return each hour to continue.

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.

Cornell Days 5k and 1 Mile Fun Run/Walk is a family friendly event at Clinton Keith Mills Memorial Park with an out and back county road course and a postrace breakfast cookout.

A loop-based running event at Limestone Park offering 8 hour and 4 hour races on a 1.65 mile course with mixed crushed limestone and asphalt terrain. Scoring is by completed loops and proceeds support local organizations.

A timed two-mile obstacle course at Richland Community College in Decatur, IL with about 20-25 obstacles and a fire truck hose down finish. Proceeds support Richland Community College's Student Veterans' Resource Center and donations are ta..