Trail Running calendar near Milan 2025-2026

Tackle rolling trails around Caesar Creek Lake in this Wolf Pack series favorite, with race options from 5K to half marathon plus relay and a 6 hour challenge. Enjoy scenic meadows and woods, strong support, and a festive finish line vibe.

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.

Hit the trails at Morgan Monroe State Forest on April 26, 2026 for Run with the Squirrels, a low cost, low frills trail race offering 5K to half marathon distances. Enjoy scenic forest routes and basic aid stations for a friendly, down to e..

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..

Run Hueston Woods State Park May 16 and 17, 2026 for a two day trail festival with 5K, 10K, half marathon, relay and a six hour challenge. Enjoy single track, pavement and grass routes through scenic lodge grounds and fossil rich terrain.

Run the scenic Mt. Airy Forest trails on May 17, 2026 with 5.4 Mile and 10.6 Mile loop options through hills, ridges, streams and meadows. A casual Trekker entry gives recorded time and extra finish time for a relaxed trail experience.

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.

Join the ORRRC Challenging Perceptions Adaptive Trail Race at Russ Nature Reserve for an inclusive event for runners, walkers and wheelchair athletes. Pick 1 mile, 2 mile or 5K with staggered starts, chip timed results and refreshments.

Join the ORRRC Possum Creek 5k Trail Race on June 9, 2026 at Possum Creek Metropark in Dayton for a friendly, mostly flat multi surface trail run with chip timing and on course refreshments. Volunteer run and welcoming to all abilities.

Hit the trails at French Park for a scenic 3.6 mile dirt trail run featuring creek crossings, meadow views and log bridges. Enjoy age graded awards, random Altra shoe giveaways and season pass options for the full Dirt Days series.

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.

Run the Dirt Days Trail Series at East Fork Lake State Park in Bethel OH, with 5.6 and 10.8 mile options. Tackle the scenic, densely wooded Backpack Trail, enjoy friendly competition, and pick a Trekker option for a more relaxed finish.

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.