Trail Running calendar near Monticello 2026-2027

We have found 30 Trailruns within 80 miles of Monticello. 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.

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.

September 2026

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 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.

Trail race weekend at Farmdale Reservoir near East Peoria, IL, with 10K, half marathon, 30 mile, 50 mile and 100 mile options.

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.

Originally listed as a 5K at Washington Park in Springfield with registration closed and a $30 fee; a notice states the event has been renamed and moved to September 5th.

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.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.