Trail Running calendar near Greenwood 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..

Camp Tecumseh’s tenth annual Running with Raccoons 5K takes place April 26, 2026 in Brookston, Indiana. This chip timed run/walk raises funds for the campership fund and follows a scenic route through camp grounds.

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.

This unique 50K ultramarathon at Hueston Woods State Park challenges runners to complete ten 5K loops, each within a strict 50-minute window. The weekend also features half marathon, 10K, 5K, and 6-hour race options for all participants.

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.

Experience a diverse trail race at Hueston Woods State Park. Choose from several distances including a half marathon and explore unique terrain filled with ancient fossils.

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.

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.

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.

Test your endurance at Perfect North Slopes with obstacle races ranging from 5K to 50K. Experience steep alpine climbs and muddy terrain at this comprehensive Trifecta Weekend event located just outside Cincinnati.

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 family friendly obstacle course fundraiser on June 20, 2026 at IU East in Richmond, IN. The 3 mile course features 12 plus obstacles, finisher medals, shirts and a fan zone, with proceeds supporting athletic training services.

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.