Trail Running calendar near Shelbyville 2026-2027

Experience the beautiful trails of Allerton Park in Monticello with a weekend of running events. Choose from a glow in the dark 5k, a 10k, or a half marathon while supporting Make A Wish Illinois.

A trail race at Lake of the Woods Forest Preserve with an approximately 5 miles course through wooded trails and prairie. Organized by Second Wind Running Club with online registration through race day and proceeds supporting the Forest Pre..

A 3.1 miles trail race at the Vigo County Conservation Club in Terre Haute, featuring wooded trails, rolling hills, winding paths, and uneven terrain. Registration opens April 1, 2026; the fee is $30.

A backyard ultra at Willenborg Woods near Charleston, IL, run on a repeating 4.167 mile loop each hour until one runner remains. The final finisher receives a Bronze Ticket tied to a backyard ultra championship.

Experience the historic landscapes of Springfield at the Lincoln Memorial Garden Trail Race 8K. Run through scenic lakeside trails and prairie grounds followed by a medallion finish and post race refreshments.

This cross-country event offers a scenic 5K run through Lincoln Trail College, featuring a mix of grass and paved paths. A shorter Kid's Fun Run is also available on the paved course. Awards are given for overall and age group winners, and..

A 7.1 mile trail run around Lake Mingo at Kennekuk Cove County Park on June 13, 2026. The mostly trail course features hills, nine bridges, one aid station halfway and a post race party at the Hideaway Shelter.

Mark America's 250th birthday at the Freedom Run in Springfield's Centennial Park. Choose from a 5K, 10K, or a 1-mile fun run/walk on a course that starts atop a hill. Every finisher gets a commemorative shirt and medal.

A 5K trail race at Willenborg Woods featuring a one-third mile river crossing, about 1,100 feet of elevation gain, a steep final climb, limited to 125 runners, with post-race pancakes and ice cream.

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.

Event Overview The Howl at the Moon Ultra is a timed endurance event held at Kennekuk Road Runners in Danville, Illinois. The event features separate eight-hour and four-hour divisions for runners and walkers. Course Details Participants co..

Test your endurance at the Watershed Nature Center with a timed run on a scenic one mile loop. Complete as many laps as possible before the midnight finish in this small field event featuring both running and rucking divisions.

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.

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.

This trail run/walk in Greenville's Patriot's Park is a 5K event supporting childhood cancer research. It takes place on scenic trails and is inspired by a personal story of courage.

Trail races at Willenborg Woods in Charleston, IL on October 16 and 17, 2026. Distances from 5K to 100K on marked single track trails with aid support and a post race celebration.

The Washington Park Trail Trek is a 5K run and walk on the forest trails of Springfield's Washington Park. The event supports the restoration of the historic Leland Farm Summer Kitchen. It is the final race in a series where participants ca..