Trail Running calendar near Oakwood 2026-2027

Celebrate Fat Tuesday with a themed run in Bloomington. The event offers 5K and 10K distances on the Constitution Trail. Participants earn Mardi Gras beads and can enjoy a post-run drink at Keg Grove.

The Plainfield Race Series offers three Saturday race days from winter to spring, featuring a 5k, 10k, and a 10 miler on the paved local trail system. Each event includes themed swag and a festive post-race gathering. Completing the full se..

A cross country event in Clayton, Indiana on March 13, 2026 supporting local school cross country programs, offering 5k, Kids 3k, virtual options, team scoring and awards, plus a shirt only option.

Trail races in Owen Putnam State Forest feature single track looped courses in 50 mile, 50K, 14 mile and 10K distances. The event is organized by the Indiana Trail Running Association and is a cupless race with limited camping.

A trail event at Hawthorn Park offering a 5 mile run, 4 mile walk and 1 mile fun run, with marked trails, volunteer support, awards and a post-race breakfast taco bar. Preregistration is required by April 12 for a shirt.

Clinton Lake Ultra on March 28, 2026 in DeWitt, IL features a 30 mile and a 10 mile trail race on three 10 mile loops, two aid stations per loop, mandatory volunteer service, race awards, and event swag.

The Plainfield Race Series offers three Saturday race days from winter to spring, featuring a 5k, 10k, and a 10 miler on the paved local trail system. Each event includes themed swag and a festive post-race gathering. Completing the full se..

A weekend of in-person and virtual races in Monticello, Illinois, featuring a trail and road Half Marathon, 10K, and a nighttime Trail-Glo 5K. The event benefits Robert Allerton Park and supports Make-A-Wish Illinois.

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.

Trail races in Lebanon, Indiana offering 4, 8 and 12 mile out and back courses on the paved Big 4 rail to trail with wooded and open sections, plus post-race refreshments, giveaways and awards for top finishers.

A cross country 5K across grass and campus trails at Lincoln Trail College plus a one mile kids run around the pond and through the woods. Awards include top male and female prizes and age group medals.

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.

Get ready for a wild summer 5K where the course sends you splashing down the middle of the Embarras River. With only 125 spots, this intimate trail race finishes with a steep hill climb and a fun post-race pancake and ice cream party.

A 10k trail race at Griffin Bike Park in Terre Haute on August 1, 2026. The two lap course circles Stryker Lake with rolling hills and generally stable footing; finishers earn bonus series points based on placement.

A summer trail event in Hudson, Illinois offering 12 hour last-person-standing, 6 hour, 3 hour and 1 hour timed runs plus an untimed option. The looped course is about 4.1 miles and some proceeds support Comlara parks.

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..

Run The Woods The Run The Woods event takes place on Saturday, October 3, 2026. All proceeds benefit Easterseals Central Illinois and the Timber Pointe Outdoor Center, a camp for children. The event is located at 20 Timber Pointe Lane in Hu..

Trail races at Willenborg Woods near Charleston, Illinois on October 16 and 17, 2026. Multiple distances from 5K to 100K on marked single-track trails with riverside sections, creeks, hills, volunteer support and a post race celebration.

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.