Trail Running calendar near Charleston 2026-2027

This low-key trail race in Indiana's Owen-Putnam State Forest is an annual tradition. Runners can choose from four distances on a scenic, predominantly single-track lollipop course. The event is cupless, requiring participants to carry thei..

Experience the trails of Hawthorn Park during the Swamp Stomp event featuring a five mile run and a four mile competitive walk. Join fellow athletes for a day of outdoor racing followed by post race snacks and awards.

Take on the scenic trails of Clinton Lake State Recreation Area with the Clinton Lake Ultra. Choose between a challenging 30-mile or a 10-mile loop course through forests and meadows. It's a cup-free, community focused event with a mandator..

Experience the beautiful trails of Allerton Park with a variety of races including a nighttime 5k and a Sunday half marathon. Support Make A Wish Illinois while enjoying a weekend of fitness and nature in Monticello.

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.

This cross-country event offers a scenic 5K run through Lincoln Trail College, featuring a mix of grass and paved paths. A shorter Kid's Fun Run is also available on the paved course. Awards are given for overall and age group winners, and..

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.

This unique 5K trail run sends participants splashing down a shallow riverbed for a third of a mile. With a tough hill finish and a field limited to 125 runners, it finishes with a community pancake and ice cream party.

Run a 10K on two laps of rolling trail around Stryker Lake at Griffin Bike Park. This August event is a DINO trail series bonus race where all finishers earn points. Top finishers and age group winners receive medals.

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.

The Wild Wild Wilderness will take place in Oakwood on Saturday 12 September 2026. You can run between 5 and 7 miles.

Trail runners in Decatur can choose between 4.4 and 7.6 mile courses on the fast rolling terrain of the Sand Creek Conservation District. Registration includes a tech shirt and finisher medal, with race proceeds supporting the Special Opera..

This trail run/walk in Greenville's Patriot's Park is a 5K event supporting childhood cancer research. It takes place on scenic trails and is inspired by a personal story of courage.

This trail running event at Willenborg Woods offers distances from a 5K to a 100K on scenic, handcrafted trails through timber and along creeks. It focuses on a community atmosphere with full course support and a post-race celebration. Pets..

Experience a 5.7 mile trail race or a 2 mile nature walk along the Sangamon River at Robert Allerton Park. This community event supports local trail maintenance and features a costume contest in a scenic meadow setting.

Experience the beauty of the Illinois tallgrass prairie at Meadowbrook Park with 5K and 10K events supporting local land conservation. Runners and walkers of all ages are welcome to this annual community tradition.