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..

The Swamp Stomp offers a 5-mile run and 4-mile walk on the trails of Hawthorn Park. It's the 31st annual edition of this community event. Awards are given for runners and walkers, with post-race snacks provided.

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.

The DINO Trail Run returns to DePauw Nature Park, featuring 5k and 15k courses on crushed stone trails. Runners can enjoy views of the park's rock quarry cliffs on a route with mostly gentle grades and a few steep hills.

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.

A trail-focused running event at Kickapoo State Recreation Area on September 12, 2026, offering a 5K and a mostly-trail 7.45 mile course with aid stations, on-site packet pickup, awards, and a post-race gathering with food.

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..

A trail event at Robert Allerton Park in Monticello on October 25, 2026, featuring a 5.7 mile run, a 2 mile nature walk, and a virtual 5.7 mile option. A portion of proceeds supports park trail maintenance and improvements.