Trail Running calendar near Charleston 2024-2025

We have found 7 Trailruns within 80 miles of Charleston. See below where and when you can find the races.

The Shake Your Trail Feather Trail Run offers a scenic and challenging experience for runners of all levels, featuring a variety of distances including a 5K, 10K, half marathon (13.1 miles), and a 50K. Set in Charleston, IL, participants will navigate beautiful grass and dirt trails, traverse throug..

The Allerton Park Trail Run, hosted by the Second Wind Running Club, invites participants to tackle a challenging 5.7-mile course through scenic trails filled with natural obstacles. Set in the picturesque Robert Allerton Park, the event promotes community engagement by donating proceeds to trail ma..

March 2025

The OPSF 50/50 Trail Race is a popular running event held in Owen-Putnam State Forest, Indiana, organized by the Indiana Trail Running Association. Participants can choose from various distances, including 50 miles, 50K, 14 miles, and 10K, all set on scenic trails featuring single track and horse pa..

The Clinton Lake Ultra is an exciting trail running event held at Clinton Lake State Recreation Area in DeWitt, IL. Participants can choose between a challenging 30-mile or a 10-mile race, both featuring scenic loops through forests, hills, and meadows. The course includes approximately 1500 feet of..

April 2025

The Allerton Races is a running event featuring a Trail/Road Half Marathon, a 10K Run/Walk, and a nighttime Trail-Glo 5K Run/Walk, all benefiting Robert Allerton Park. Participants can also choose virtual options for the Half Marathon, 10K, and 5K. The event encourages community involvement, offerin..

The Grind on the Grid Backyard Ultra is a unique running event held in Veedersburg, IN, designed for endurance runners. Participants tackle a 4-mile, 880-foot loop course that combines gravel, grass, and road surfaces. Runners must complete each loop within one hour, with the last person standing de..

May 2025

The Elsa Chicken Plucker Backyard Ultra is an official Backyard Ultra event taking place in Charleston, IL. Participants will run a 4.167-mile loop every hour, continuing until only one runner remains. The course features groomed grass and dirt trails during the day, while the night loop includes a ..