Trail Running calendar near Urbana 2026-2027

Explore scenic Carpenter Park on a well-marked trail run with 5K and 10K options. The race offers views of the Sangamon River, woodland paths, and wildlife sightings. It's the first event in a three-race trail series, with all finishers rec..

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.

Experience the scenic rock quarry cliffs of DePauw Nature Park in Greencastle. This event features 15k and 5k trail runs on crushed stone paths with mild grades and a few steep climbs.

A backyard ultra near Wingate, IN on a 4 mile 880 foot out and back course with gravel, grass and road sections. Runners start each loop on the hour and continue until one runner completes one more loop than all others.

A backyard ultra at Willenborg Woods near Charleston, Illinois featuring a 4.167 mile loop run each hour with a Bronze Ticket for the last finisher. Day loops use single track and groomed grass while night loops use grass trails and country..

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.

A chip timed 5k run and walk at Mackinaw Valley Vineyard and Winery on June 14, 2026, featuring a two lap cross country course, race swag, and a pour of wine for eligible participants. The event benefits The Heller Center for Kids with Canc..

A family-friendly adventure trail 5k at Griffin Bike Park with obstacles like a floating bridge, race tee and timing chip included, team rebate options, age-group awards and participant rules on strollers, bikes and children.

Run through a scenic reclaimed limestone quarry in Greencastle at the Vulture Vista Ultra. Choose from 6 hour or 12 hour timed events or a single 4.5 mile loop on wooded singletrack and open trails.

A 5K trail race in Charleston, IL on July 25, 2026, featuring forest trails, about 1,100 feet of climb, a one third mile crossing of the Embarras River, a field limited to 125, and a post-race pancake and ice cream gathering.

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..

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.

Conquer a rugged 1200 acre off road course at the Badlands Off Road Park. Choose from 5K, 10K, and 21K obstacle races featuring sand dunes and forest trails for a complete weekend of outdoor adventure.

Run or walk through the scenic Timber Pointe Outdoor Center in Hudson. Choose from 8K and 5K races or an untimed 1 mile trail walk to support Easterseals Central Illinois.

Trail races at Willenborg Woods in Charleston, IL on October 16 and 17, 2026 offer distances from 5K to 100K. The course runs through timber, riverside paths, creeks and hills with full course marking and on-course support.