Trail Running calendar near Milan 2025-2026

Scenic single track awaits at the Backside Trail Marathon and Half in Louisville's Seneca and Cherokee Parks. The marathon is two loops on gently rolling trails, so wear trail shoes and expect slower times than on roads.

Run The Wildcat at General Butler State Resort Park, a scenic trail race day with options from a 5K to the 6 Hours of Power. Enjoy river overlook views, aid station support and friendly vibes with leashed dogs welcome.

Run rugged Brown County trails at Dances with Dirt Gnaw Bone on May 16, 2026, featuring steep ridges, technical singletrack and big elevation changes. Distances 5K to 50M plus relay, finisher medal, awards and post race barbecue.

Join the Mad Maple 50K weekend at Hueston Woods, offering distances from 5K up to the full 50K plus a 6 hour timed challenge. Scenic looped trails, aid stations, and custom finisher swag make for a memorable trail running weekend.

Test your grit at the 5th annual Peace Officer Memorial Endurance Ruck on May 16, 2026 at Harbour Shores Church in Cicero, Indiana. Choose a 4 hour endurance or a 5k trail ruck on a mostly unpaved loop and carry a rucksack at 10 percent bod..

Enjoy a trail weekend at Hueston Woods State Park with half marathon, 10K, 5K, endurance and relay options over varied single track, grass and pavement. Scenic limestone terrain and local fossils add natural charm.

Take on the Mt. Airy Ridge Run in Mt. Airy Forest, Cincinnati on Sunday, May 17, 2026, as part of the Dirt Days Trail Series. Choose a 5.4 or 10.6 mile loop through scenic trails, meadows and ridgelines, with on site pickup and Altra shoe p..

Hit the trails at Caesar Creek State Park May 23 to 24, 2026 with 5K, 10K, half marathon, 20K relay and the timed 6 Hours of Power. Snag a Pack Pass for entry to all Wolf Pack events plus custom gear and perks.

Hit the trails at Brown County State Park for the DINO Trail Run, with 5K and 15K routes over scenic, hilly mountain bike trails. Expect tough climbs, a fast downhill finish, and a free kids race for the whole family.

MoMoFo 100k and 20 Mile Fun Run hits Morgan Monroe State Forest on June 5 and 6 2026 for a rugged single track trail. On site runners get aid stations while virtual entrants can complete the distance and still get swag.

Celebrate Father's Day at French Park with the Dirt Days Trail Series. Run a spirited 3.6 mile course of meadows, creek crossings and log bridges with chip timing, prizes and a festive postrace vibe.

Join the Dawg Gone Long Run on June 27 at Caesar Creek State Park for 50k and 50 mile trail ultras on scenic looped single track with rolling hills. This cupless race has a 15 hour cutoff and friendly aid stations.

Tackle scenic, hilly trails at Muscatatuck County Park with 15K and 5K options along a river valley. Come for the race and stay for festival camping, mountain bike events and guided kayak trips for a weekend of outdoor fun.

Hit the wooded Backpack Trail at East Fork State Park for the Dirt Days Trail Series stop in Bethel, Ohio on July 26, 2026. Choose 5.6 or 10.8 mile courses with Trekker options for an early start, friendly timing, and post race awards and d..

Cap off the DINO Trail Run Series at Southwestway Park with scenic trails and White River views along lively hilly courses. Choose a 5K or 15K and race for medals, door prizes, and series bragging rights.

Looped trails around William H. Harsha Lake in East Fork State Park offer distances from 15 mile to 100 mile, including 50K and 100K. Expect scenic single track, lake views and staffed aid stations on a rugged, well supported trail course.

Celebrate the 30th Air Force Marathon weekend at Wright Patterson AFB in Dayton with multiple distances and a Boston qualifying marathon finishing at the National Museum of the Air Force. Enjoy an expo, pasta dinner and finish line festival..

The ORRRC Cross Country Trail 5k will take place in Centerville on Saturday 17 October 2026. You can run 5 kilometers.

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.

Run The Mounds at Mounds State Park on November 1 offers 5 miles, a 5K run, a 5K walk and a free kids 1 mile fun run. Mostly trail courses, finisher medals for all and post race snacks help support youth programs and the park.