Trail Running calendar near Monticello 2026-2027

IVS Spring Stampede offers 5k and 10k trail races at Wildlife Prairie Park on May 3, 2026. Park admission is included and the event features water stations, post race snacks, and awards for overall and age group finishers.

A backyard ultra in Wingate, IN on May 9, 2026 where runners repeat a 4 miles 880 feet out and back loop each hour on road, gravel and grass until one runner completes more loops than any other.

A Second Wind Running Club event on May 9, 2026, the Buffalo Trace Trail Race follows an approximately 5-mile course through woods and prairie at Lake of the Woods; registration is available online and proceeds benefit the Forest Preserve F..

A time based endurance event on a scenic 5K loop offering six hour and twelve hour formats for solo runners, teams, and walkers, with Runners Village, optional camping, live tracking, and post race awards.

A 3.1 mile trail race through wooded routes at the Vigo County Conservation Club in Terre Haute, Indiana. Registration runs from April 1 to May 23 and the entry 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.

Experience the local trail community at Kinsey Park with a four mile loop featuring rolling hills and themed stretches. This event offers a great introduction to the local ultramarathon scene in Peoria.

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 backyard ultra at Kinsey Park in Peoria where runners repeat a 4.16 mile loop each hour until one runner remains. The single track course includes support, participant awards, and milestones for 50k, 50 miles and 100 miles.

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..

Five Thursday nights in July at Maxwell Park in Normal, IL featuring 800 meter, 2 mile and 3 mile cross country races. Weekly entry is $5 or $20 for all five nights; awards night with age-group prizes is on 7/30.

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.

Experience flowing singletrack and deep ravines at Black Partridge Park in Metamora. This five mile trail race features creek crossings and steep climbs through mature Illinois forests.

A multi distance trail event in mid July at Camp Wokanda near Chillicothe Illinois, featuring shaded single track, significant elevation gain, aid stations with hydration and free camping near the start finish area.

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.

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.

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..