Trail Running calendar near Oakwood 2026-2027

A 5K trail race on July 25, 2026 in Charleston, IL featuring winding forest trails, a one‑third mile crossing of the Embarras River, about 1,100 feet of elevation gain, and a small field capped at 125 runners with a post-race pancakes and i..

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.

An off-road 5K on the Lake Land College campus in Mattoon, Illinois, featuring rolling hills, grassy fields and wooded paths. The event highlights the college cross country program in its second year and includes packet pickup at the Field..

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, Indiana on August 9, 2026, featuring 18+ obstacles and open to participants aged 7 and up. Participants can run, jog or walk the muddy course.

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.

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 on September 19, 2026 supporting the Student Veterans Resource Center. The course has 20 to 25 obstacles, a finish line fire truck hose down, and finisher rewards.

A weekend of obstacle races on 1,200 acres at Badlands Off Road in Attica, Indiana, on September 26 and 27, 2026. Distances include Sprint 5 km, Super 10 km, Beast 21 km and a kids race with 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.

A two-day trail running event at Willenborg Woods in Charleston, IL on October 16 and 17, 2026, offering distances from 5K up to 100K. The course features single-track, riverside paths, creeks and technical sections with full course marking..

A chip timed 5K and an untimed 1 mile fun walk at GE Park in Bloomington on October 18, 2026, raising funds for BN Sunrise Rotary Youth Services and the CCHS Rotaract Club. Awards include ceramic steins for top 5K age group finishers.

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.

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.