Trail Running calendar near Milan 2025-2026

4 Hours in the Woods - Endurance Style Fun Run, sponsored by Community In Motion, is held at Mounds State Park in Anderson, Indiana. It features an open trail course through the park with a 1-mile road segment for a break. There are no fixed distances; participants run or walk as much as they can wi..

West Side, Best Side 5K Trail Run at Shawnee Lookout is the final race in the Dirt Days Trail Series, held at Shawnee Lookout Hamilton County Park in North Bend, OH. The course begins and ends at Waterhole Meadow Shelter and combines the Blue Jacket (1.3 miles) and Little Turtle (2.0 miles) nature-t..

Mini Barnyard Ultra at the Gallatin County Fairgrounds and Park in Glencoe, Kentucky, is Ridge Runners Racing's event with the Little Rooster Run. The ultra uses a 2.083-mile loop raced on a last-runner-standing format: runners complete a loop at the half-hour mark and the field shrinks until one re..

Double Days 48 Hour Race is held on a private historic farm in West Alexandria, Ohio. The event offers endurance options including 12-, 24-, and 48-hour runs, with a loop under one mile that twists through pasture, crushed stone, and pavement. The course is flat and beginner-friendly, yet surprising..

The ORRRC Cross Country Trail 5k, presented by the Ohio River Road Runners Club, is held in Centerville, Ohio, with a 5k course on Grant Park trails. Marketed as a "small race," it relies on a volunteer team to offer a high-quality experience for runners and walkers of all abilities. The course weav..

Tecumseh Trail Challenge is a fall trail-running festival held in Yellowwood State Forest near Nashville, Indiana. The event offers five distances: 8-mile Fun Run, 13.1-mile half marathon, 26.2-mile marathon, 50K, and a 50K relay for 2–4 runners. The relay uses an 8-mile loop, making the team event..

Bee the Light 5K, in New Palestine, Indiana, at Southeastway Park, is the fourth annual event hosted by The Shelby Foundation for Kindness Delivered. The race on a paved park trail invites runners and walkers to complete a 5K through a family-friendly campus featuring bike trails, a playground, shel..

Haunted Trail Run 5k/10k, a Halloween-themed race, is held Saturday, October 25, 2025 at French Shelter Park in Cincinnati, OH. The course offers a 5K route and a 10K route (two loops of 5K). The event blends spooky atmosphere with running, encourages costumes and features a Best Costume Award.All f..

Camp Challenge 5k Trail Run unfolds in the wooded hills of southern Indiana near Bedford. The 5-kilometer course traverses rugged, forested terrain with steep inclines and thrilling descents, testing endurance amid natural beauty. The event blends challenge with a mission: all proceeds fund scholars..

Germantown Trail Race is a Wolf Pack Adventures trail event held at Germantown MetroPark, Morning Glory Shelter, Germantown, OH. The race features a 5K trail loop that starts and finishes at the Morning Glory Shelter, with about 150 feet of elevation gain. The single-loop course is marked with color..

Legends Of The Valley, staged at Valley View Nature Preserve in Milford, Ohio, is a nature- and history-themed trail-running event featuring three races: Arrowhead Trail 5K (individual or team cross-country), Mastodon 2-Hour Endurance Race (relay on a 1.5-mile loop for 2–6 runners, no distance cap),..

ORRRC Narrows Rabbit Hunt Trail Run, staged by the Ohio River Road Runners Club, is a 5.7-mile trail race in Xenia, Ohio. The volunteer-driven event emphasizes a welcoming atmosphere for runners and walkers of all abilities. The course runs entirely on trails, offering a compact, community-focused r..

Stone Steps 50K and 27K Trail Run takes place in Mt. Airy Forest, Cincinnati, Ohio, just a short distance from downtown. The event offers two trail ultramarathon distances: a 50K loop course and a 27K loop course on single-track trails through Mt.Airy’s 1,469.9-acre woods. Runners navigate a hilly,..

The ORRRC Broken Toe 50K & 25K & Ruck is a trail running event held at Caesar Creek State Park Campground in Wilmington, Ohio. Featuring distances of 25K and 50K, runners traverse a scenic loop through wooded areas with rolling hills, gullies, creek crossings, and lakefront views. The 25K runners co..

Heroes Run takes place on Saturday, November 1, 2025, at Strawtown Koteewi Park in Noblesville, Indiana (11800 Koteewi Dr). The event offers a 5K Run/Walk, a 1-Mile Walk, and a Virtual Challenge. Runners traverse well-groomed crushed limestone trails through the park, described as Hamilton County’s..

The Lake Vista Lunatics Run is an endurance trail running event held at Deam Lake State Recreation Area in Borden, Indiana. Participants can choose between 6-hour and 12-hour runs, or a single-lap fun run covering a 4.167-mile loop. The course features challenging terrain with a steep summit climb o..

Run The Mounds is an annual running event held at Mounds State Park in Anderson, Indiana. Participants can choose from a 5-mile run, 5K run, or 5K walk, all primarily on scenic trails featuring natural terrain like roots, rocks, and occasional mud, with about 92% trail and 8% blacktop surfaces. The..

Empower Backyard Ultra is a challenging endurance running event held at the Countryside YMCA in Lebanon, Ohio. Scheduled for November 8, 2025, it features a traditional backyard ultra format where runners complete 4.1667-mile loops on scenic, runnable wooded trails with mild elevation changes during..

The Deam Lake Winter Warrior is a running event held at Deam Lake in Borden, Indiana. It features three race options: a 6-mile run, a 12-mile run, and a 4-hour endurance run around the scenic Deam Lake Loop. This event is part of the Winter Warrior Series, designed to keep runners motivated through..

Turkey Trails- Cincinnati is held at Sawyer Point Park in Cincinnati, Ohio. The annual Thanksgiving-themed race offers multiple distances: 1 mile, 5K, 10K, a Kids Dash, plus a Volunteer then Run the option and a Virtual Race. The event emphasizes a family-friendly, festive atmosphere with swag inclu..