Trail Running calendar near Terre Haute 2026-2027

Support local cross country programs at the 7th annual Cascade Goopy Gallop in Clayton Indiana. Choose from a 5k or Kids 3k on a high school cross country course with individual and team scoring available.

Experience a variety of trail events through the hills and woods of Holliday Park. Choose from a five mile timed run or shorter family friendly hikes featuring natural obstacles and river views.

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.

Join a St. Patrick's Day-themed run at Riverside Park with options for a 5k, 10k, or half marathon. All participants receive a custom medal, shirt, and post-race snacks, with family-friendly untimed events also available. A virtual race opt..

Experience the rugged Pate Hollow Trail at the DINO Trail Run in Bloomington. Runners can choose between 15k and 5k distances or a free kids race through the scenic Paynetown State Recreation Area.

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 Plainfield Race Series features three Saturday morning events from winter to spring. Runners can choose from 5k, 10k, or 10-mile distances on the paved community trails. Each race includes chip timing, a themed shirt, and a post-race ce..

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.

Run With The Squirrels is a low-frills trail running event in the scenic Morgan Monroe State Forest. It offers four distances from a 5K to a half marathon. The focus is on a natural, low-cost race experience without included medals or t-shi..

Experience the rugged trails and 600 foot ridges of Brown County at this diverse trail event. Choose from distances ranging from a 5K to a 50 mile ultra or join a relay team for a day of dirt and creek crossings.

The Big 4 Trail High-Five Classic is a trail run on the paved Big 4 Trail in Lebanon, Indiana. Choose from 4, 8, or 12 mile distances on an out-and-back course. The event features a community atmosphere and a post-race celebration.

Experience the natural beauty of Brown County State Park with trail runs featuring unique mile long climbs and descents. Choose from several distances followed by family friendly activities like camping and swimming in Nashville.

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..

Experience the diverse terrain of Morgan Monroe State Forest with a 100k ultra or 20 mile trail run. Enjoy single track trails and significant elevation gain within a scenic natural landscape in southern Indiana.

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.

Experience a summer tradition at White River State Park with races ranging from a half marathon to a kids dash. Enjoy live chip-timing, custom medals, and a refreshing treat at the finish line.

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.

Participate in a 5K or 10K trail and ruck run in Velpen to honor veterans and emergency personnel. Enjoy a professionally timed race at Cool Springs that supports local community safety and veteran awareness.