Trail Running calendar near Riley 2026-2027

A multi-event running series from February to April 2026 in Plainfield, Indiana, featuring on-trail 5k, 10k, and 10 mile options plus virtual races, chip timing, event tees, a multi-race finisher medal, and post-race awards and refreshments..

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..

A backyard ultra in Wingate, IN on May 9, 2026 where runners repeat a 4 miles 880 feet out and back loop each hour on road, gravel and grass until one runner completes more loops than any other.

Trail event in Gnaw Bone near Nashville, Indiana on May 16, 2026 offering distances from 5K to 50 miles plus relays. Courses feature 600 foot ridges, creek crossings, aid stations, post race barbecue and awards.

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.

Hometown Half Marathon at Douglas Trailhead in Indianapolis features a half marathon plus 10K, 5K, 1 mile and kids dash, with chip timing, shirts, medals, free photos and a virtual option.

A time based endurance event on a scenic 5K loop offering six hour and twelve hour formats for solo runners, teams, and walkers, with Runners Village, optional camping, live tracking, and post race awards.

A 3.1 miles trail race at the Vigo County Conservation Club in Terre Haute, featuring wooded trails, rolling hills, winding paths, and uneven terrain. Registration opens April 1, 2026; the fee is $30.

A backyard ultra at Willenborg Woods near Charleston, IL, run on a repeating 4.167 mile loop each hour until one runner remains. The final finisher receives a Bronze Ticket tied to a backyard ultra championship.

Trail races at Brown County State Park on May 30, 2026, offering a **5K** and **15K** on hilly mountain bike trails with maps and GPX files available. Online registration closes the Wednesday before the race.

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 the Treat Trot in Indianapolis for a variety of chip timed races and fun runs. Choose from 15k, 10k, 5k, and kids distances with custom medals and free photos included for all participants.

Explore the trails of Brown County State Park in this 8-hour trail run. Choose between a run-only option or a full weekend with camping. The event features looped courses and is free for members of the Indiana Trail Running Association.

A 5K obstacle-course mud run at the Sertoma Club of East Indianapolis with multiple heats, including family and dog-friendly options. Proceeds support Hollis Adams, and the day includes an after party with lunch and 21+ cocktails.

A family-friendly adventure trail 5k at Griffin Bike Park with obstacles like a floating bridge, race tee and timing chip included, team rebate options, age-group awards and participant rules on strollers, bikes and children.

Run through a scenic reclaimed limestone quarry in Greencastle at the Vulture Vista Ultra. Choose from 6 hour or 12 hour timed events or a single 4.5 mile loop on wooded singletrack and open trails.

Test your limits at Indiana's largest endurance event on the Butler University campus. Run solo or as a team for eight hours through varied courses before enjoying a celebratory cookout and live music.