Trail Running calendar near Greenwood 2026-2027

Support the Milan cross country team at the Indian Trails 5K in Indiana. This community fundraiser features both running and walking options for participants of all backgrounds.

A 12 hour solo or relay run and walk at Southeastway Park with a choice of dirt or paved loop courses, finisher medal and shirt, live music, loop tracking, and prizes for top individual and team finishers.

A timed annual 5K cross-country race on the Pike XC Course behind Eastbrook Elementary in Indianapolis, organized for alumni and family with official results and no registration fee.

A 5K cross country race at Hagerstown High School on August 8, 2026, organized by WCC Challenge. The course is a double loop of steep hills on grass and dirt and benefits Hagerstown High School Athletics/Cross Country.

A women only 5K obstacle mud run at Wildcat Creek MX in Rossville, IN on August 9, 2026. The course includes 18 plus obstacles and welcomes females age seven and older to run, jog or walk in a noncompetitive, team focused setting.

Trail races of 5K and 15K run on the hilly, scenic Southwestway Park trails near the White River on August 15, 2026. The event includes a free kids run, course maps and GPX files, and medals for overall and age group top finishers.

A 5K and a 1 mile run and walk on the Pennsy Trail in Greenfield, IN, held at Sister Cities Park next to the police department. The course is an out and back along the trail and race and volunteer registrations have set dates and fees.

Experience a scenic cross country 5k along the wooded trails of the White River in Noblesville. Participants enjoy a timed race with rewards including local honey and medals for top finishers while supporting local food security.

A Labor Day 5K cross country event at Brebeuf High School where each registrant joins a charity team and $15 of every entry supports the selected charity. Virtual participation and event jerseys are available.

A backyard ultra on September 12 2026 in Noblesville Indiana where runners repeat a 4.167 mile loop each hour through Koteewi Park and along E 234th Street until only one runner remains. The course mixes dirt gravel and paved trail.

Join the third annual Ellettsville 5K for a flat out and back race on the Karst Park Greenway Trail. This Mag 7 Series event features a 5K run 5K walk and a free 1 mile kids fun run with prizes and awards.

Midwest Spartan Trifecta Weekend at Badlands features off road obstacle races across 1,200 acres with Sprint, Super, Beast and kids distances. Team entries, spectator access and service member discounts via GOVX are available.

A four hour trail endurance event at Mounds State Park where participants run or walk as much as they can within the time. Registration is free and Anderson Road Runners will provide a countdown clock plus food and drinks.

A 5K trail run on wooded, hilly camp trails in Bedford, Indiana on 10/10/2026; proceeds fund scholarships to send children to camp. All finishers receive a medal and top male and female receive awards.

Trail races in Columbus, Indiana on October 10, 2026 offering 10K and 5K distances. Online registration and a course map are listed for the event at 13550 Bellsville Pike.

Spooky Sprint in Indianapolis on October 11 2026 offers races from a 50 m kids dash to a half marathon plus a virtual option. The event includes race swag, chip timing for timed races, free photos and finish-line treats.

A trail running festival on October 17, 2026 at Yellowwood State Forest near Nashville, IN featuring 8 mile, half, marathon, 50k and 50k relay courses plus festival camping, course GPX files and post-race food and music.

A six hour trail event where runners complete a 5K loop each hour; finish all six laps to earn a medal and a national ranking, with prizes and championship qualification for top finishers.

Bee the Light 5K is the fifth annual charity run at Southeastway Park with a paved *3.1 Miles* course and family-oriented park features; all registration proceeds support the International Rett Syndrome Foundation.

A 5K trail run at Shawnee Lookout Park that follows the Blue Jacket and Little Turtle loops, begins and ends at the Waterhole Meadow Shelter, and serves as the final Dirt Days Trail Series event with series points available.