Trail Running calendar near Greencastle 2026-2027

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.

The Dirty Dawg Trail Series is a two-race trail event in Columbus, Indiana, taking place in April and October. Runners can choose between 5K and 10K distances on each date. All finishers receive a beanie hat.

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..

Run a unique Backyard Ultra on a course inspired by historic land surveys in Indiana. Each hour, tackle a 4.167-mile mixed-terrain loop before the bell rings again. The last runner standing is the winner.

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.

Join this annual endurance event in Cicero featuring a 4 hour ruck and a 5k trail ruck. Carry a weighted pack along a 1 mile unpaved loop with dedicated space to rest and recharge.

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 a local themed race in Indianapolis with distances ranging from a Kid's Dash to a Half Marathon. Enjoy chip-timing, finisher medals, and treats at the finish line for a complete event experience.

Elsa Chicken Plucker Backyard Ultra The event takes place at Willenborg Woods, a private property of 149 acres with maintained trails near Charleston, Illinois. Participants must complete a 4.167-mile loop each hour. The format continues un..

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 natural beauty of Indiana’s Morgan Monroe State Forest with a 100 km ultramarathon or 20 mile trail run. Navigate single track trails through old growth forests and rocky terrain in this summer endurance event.

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.

Join a community event in Greensburg supporting individuals with special needs. Features a 5K trail run and 400m dashes for all abilities set within 264 acres of scenic woods and hills.