Trail Running calendar near Oakwood 2026-2027

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 at Willenborg Woods near Charleston, IL featuring winding forest trails, a one third mile crossing of the Embarras River and a steep finish at Billy Goat Hill. The field is limited to 125 runners with a post race pancake and..

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 cross country program and includes packet pickup at the Field H..

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 themed 5K obstacle mud run in Indianapolis on August 9, 2026, held at Wildcat Creek MX. The event offers standard and VIP packages, volunteer options, on-course amenities, and a partnership supporting the NBCF breast cancer foundation.

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.

Operation Obstacle is a timed 2 mile obstacle course on September 19, 2026 at Richland Community College that raises awareness and funds to address veteran suicide.

A two-day Spartan Trifecta at Badlands Off Road in Attica, IN on Sep 26-27, 2026 featuring Sprint, Super, Beast and kids races across dunes, rocky trails, forests and creek beds with multiple obstacles.

Run The Woods is a trail event at Timber Pointe Outdoor Center in Hudson, IL featuring 5K and 8K races with youth divisions and a one mile untimed trail walk. Proceeds benefit Easterseals Central Illinois and Timber Pointe Outdoor Center.

Trail races at Willenborg Woods in Charleston, Illinois on October 16 and 17, 2026 offer distances from 5K to 100K on single track trails with creek crossings and technical sections.