Trail Running calendar near Charleston 2024-2025

The Kennekuk Road Runners - Siberian Express is an annual running event held in Oakwood, Illinois, known for its challenging 7.45-mile trail course. Scheduled for January 4, 2025, this race features a scenic route that includes steep hills, creek crossings, and opportunities to see local wildlife. P..

The OPSF 50/50 Trail Race is a popular running event held in Owen-Putnam State Forest, Indiana, featuring multiple race distances: 50 miles, 50 kilometers, 14 miles, and 10 kilometers. Organized by the Indiana Trail Running Association, this event offers participants a chance to experience scenic tr..

The Clinton Lake Ultra is an exciting trail running event taking place at the Clinton Lake State Recreation Area in DeWitt, IL. Scheduled for March 29, 2025, the event features two challenging races: a 30-mile and a 10-mile course, both set on scenic trails with significant elevation gain. Participa..

The Allerton Races is a running event taking place in Monticello, Illinois, featuring a variety of races including a Half Marathon, 10K, and a nighttime Trail-Glo 5K. Participants can also choose virtual options for the Half Marathon, 10K, and 5K. This event not only promotes fitness but also suppor..

The Grind on the Grid Backyard Ultra is an exciting running event set in Veedersburg, Indiana, designed for endurance enthusiasts. Participants will tackle a unique course measuring 4 miles and 880 feet, featuring a mix of gravel, grass, and road surfaces. The event follows a traditional backyard ul..

The Trails for Tails 5K is a charitable running event held at Weldon Springs State Park in Clinton, Illinois. This race aims to support the DeWitt County Animal Shelter and Second Chance for Pets. Participants can enjoy a scenic 5K run, with registration fees set at $35.Additionally, there is a 1-mi..

The Hawthorn Half Day is an annual relay and ultra running event held in Hawthorn Park, Terre Haute, IN. Participants can choose between a 6-hour or 12-hour race, competing as individuals or in teams of up to six runners. The course features a 3.1-mile loop with a mix of trail terrain and rolling el..

The Elsa Chicken Plucker Backyard Ultra is an exciting trail running event set in the scenic Willenborg Woods, Charleston, IL. Participants tackle a 4.167-mile loop every hour, with the last runner standing earning a Bronze Ticket to the prestigious Big Dog's Backyard Ultra World Championship. The c..

The Dino- Griffin 10K Bonus Run will take place in Terre Haute on Saturday 2 August 2025. You can run 10 kilometers.

The Kennekuk Road Runners - Wild Wild Wilderness is an annual running event held in Oakwood, Illinois, featuring a variety of races including a 5K, a 7.45-mile trail run, and the WWW Challenge. This event, established in 1981, celebrates community spirit and resilience, welcoming both seasoned runne..

The Shake Your Trail Feather Trail Run is a vibrant trail running event taking place at Willenborg Woods, featuring various race distances including a 50K, half marathon, 10K, and 5K. This event celebrates the joy of trail running amidst stunning natural scenery, with courses designed to challenge p..

The Allerton Park Trail Run, organized by the Second Wind Running Club, takes place at the Robert Allerton Park and Retreat Center in Monticello, Illinois. This event features a challenging 5.7-mile trail run and a 2-mile nature walk, both set against the scenic backdrop of the park's trails. Partic..