Trail Running calendar near Oakwood 2026-2027

We have found 26 Trailruns within 80 miles of Oakwood. See below where and when you can find the races.

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.

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.

September 2026

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 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.

October 2026

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.

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 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.

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.

November 2026

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.

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