Trail Running calendar near Monticello 2025-2026

The Madder Than a Wet Hen 5K is a unique summer trail race held in Charleston, Illinois, at Willenborg Woods. This challenging 5K features about 1,100 feet of elevation gain and includes a memorable one-third mile stretch running directly through the shallow Embarras River, offering a wet and wild e..

The Dino-Griffin 10K Bonus Run is a trail running event held at Griffin Bike Park in Terre Haute, Indiana. The race features a 10-kilometer course consisting of two laps around Stryker Lake, with moderate terrain, rolling hills, and generally stable footing. The wide trails allow for easy passing an..

The Temptation 200 Ultras, held in Sand Ridge State Forest near Forest City, Illinois, is a challenging ultramarathon event celebrating its 7th anniversary in 2025. The race offers multiple distances: a grueling 200K, a 50K, and a "Not At All Tempted" 10K. The course consists of multiple loops throu..

The Cornell Days 5k and 1 Mile Fun Run/Walk is a family-friendly running event held in Cornell, Illinois, starting at Clinton Keith Mills Memorial Park. The race features an out-and-back course along the county blacktop roads through the scenic countryside, suitable for both first-time runners and e..

The Wild Wild Wilderness is an annual running event held at Kickapoo State Recreation Area in Oakwood, Illinois. Established in 1981, the race features multiple distances including a 5K, a challenging 7.45-mile trail run, and a combined WWW Challenge. The 7.45-mile course is predominantly trail-base..

The Farmdale Trail Run, held October 11-12, 2025, takes place at Farmdale Reservoir near East Peoria, Illinois. This premier trail event offers multiple distances: 10K, half marathon, 30-mile, 50-mile, and 100-mile ultras. The course features miles of single-track trails, service roads, and open pra..

The Shake Your Trail Feather Trail Run takes place at Willenborg Woods in Charleston, Illinois, offering a variety of distances including 5K, 8-mile, 16-mile, and 50K ultra runs. Set amidst pristine timber, grassy riverside paths, and babbling creeks, the course features technical single-track trail..

The McNotagain Fall Trail Run takes place at McNaughton Park in Pekin, Illinois, known for its scenic, flat terrain in Central Illinois. The event offers multiple race distances including 3.5, 10, 30, and 50 miles, all run on a 10-mile loop course that is run in reverse direction compared to the spr..

The Allerton Park Trail Run, held at Robert Allerton Park and Retreat Center in Monticello, Illinois, features a challenging 5.7-mile trail run and a 2-mile nature walk. The course follows the Sangamon River and includes natural obstacles like hidden roots, ruts, and sharp turns, offering a rugged t..

The Hawthorn Half Day Relay & Ultra, held in Terre Haute, Indiana, is a unique endurance event established in 2006, celebrating its 20th anniversary in 2026. Participants can choose between 6-hour or 12-hour races on a scenic 5K loop combining trail and road, with a shorter ½-mile course available n..

The Elsa Chicken Plucker Backyard Ultra is a unique trail running event held at Willenborg Woods in Charleston, Illinois, featuring a 4.167-mile loop that runners complete every hour. Set on 149 acres of scenic trails, the course includes single-track paths, groomed grass trails, riverside views, ri..