Trail Running calendar near Monticello 2026-2027

Test your endurance on the technical river bluff trails of Illinois with distances ranging from a half marathon to 100 miles. Experience rolling hills and steep climbs within the beautiful wooded canopy of Camp Wokanda.

A 5K trail race on July 18, 2026 that opens private trails on Elkhart Hill near Elkhart, Illinois, featuring old-growth timber, historic sites, and panoramic overlooks. Registration runs June 18 to July 18 and the fee is $30.

A summer night cross-country meet at Detweiller Park in Peoria with races for kids, junior high, high school and open divisions. Packet pickup is race day only and registration closes July 23; parking is $10 per vehicle.

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..

Experience the final race of the summer at Farmdale Reservoir in Washington Illinois. This five mile trail run features a mix of prairie woods and singletrack paths through a diverse landscape.

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 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.

A 5K trail loop at Rolling Meadows Farm on September 5, 2026, running along the Sangamon River and near the historic Sangamo Town site. Registration runs from June 9 to August 23, with a $35 fee.

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 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 multi-distance trail event at Farmdale Reservoir near East Peoria offering 100, 50 and 30 mile ultras plus shorter races across single-track, service road and prairie with aid stations, camping and specified cutoffs.

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..