Trail Running calendar near Greencastle 2026-2027

We have found 34 Trailruns within 80 miles of Greencastle. See below where and when you can find the races.

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.

July 2026

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.

August 2026

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.

Trail run at Southwestway Park in Indianapolis on August 15, 2026, offering 5K and 15K courses over hilly mixed-surface trails. It is the final race of the DINO 5K/15K series and includes awards plus a free kids run.

A community 5K and 1 Mile run/walk on the Pennsy Trail starting and finishing at Sister Cities Park, supporting Sister Cities of Greenfield exchanges with Kakuda, Japan.

September 2026

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.

October 2026

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.

Trail running festival at Yellowwood State Forest on October 17, 2026 offering distances from 8 miles to 50K including a 2 to 4 person relay, on-site tent camping, awards and post-race food options.

Join the Monster Dash in Bloomington for a fun 1 mile or 5K along the Karst Greenway Trail, where costumes, dogs and strollers are welcome. Enjoy free race photos and support the Auxiliary to the Boys and Girls Club.

November 2026

Run The Mounds offers scenic mostly trail courses at Mounds State Park, with options from a kids 1 mile fun run to 5 MI and 5K distances. Tackle rugged trails, earn a finisher medal, and enjoy park views.

Run the NIRCA Cross Country Open 6K in Shelbyville, IN on November 7 as a spirited prelude to nationals. Race rain or shine with optional spikes and limited edition event gear.

December 2026

The Krampus will take place in Indianapolis on Friday 4 December 2026. You can run 5 kilometers.

A multi-distance trail event at PYOCA Camp near Brownstown IN featuring 10 mile, 50k, 100k and 100k relay options, live tracking for the 100k, cabin meal packages, well stocked aid stations and a 24 hour race cutoff.

January 2027

A winter trail event at Morgan Monroe State Forest offering 20 miles (two loops) and 10 miles (one loop) on the Three Lakes trail, with two staffed aid stations, early packet pickup, and no race day registration.