Trail Running calendar near Milford 2025-2026

We have found 43 Trailruns within 80 miles of Milford. See below where and when you can find the races.

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..

The 6 Hours of Power at John Bryan State Park is a trail event in Yellow Springs, Ohio, held at the Lower Stone Shelter along the Little Miami River. Runners complete as many 5K loops as possible in six hours, with four loops required to finish; the winner has the most loops. The course is a single..

The Running Pumpkin is a nonprofit-supported 5K race held in Lexington, Kentucky, along the Coldstream Park/Legacy Trail. Hosted by Gleaning Housing, the inaugural event invites runners and walkers to don pumpkin-themed attire or bring a pumpkin to celebrate a festive fall season. The course runs al..

Rule the Roost returns to Chillicothe, Ohio, as the finale of the RunFluent Ohio Trail Series. The event offers three distances: a 7K, a 12-hour solo, and a 12-hour two-person relay. The course is a figure-8, 100% trail layout with hard-packed sections, some technical bits, and scenic overlooks and..

The John Bryan Trail Race, held in Yellow Springs, Ohio, is a scenic trail running event set in John Bryan State Park, known for its stunning limestone gorge and views along the Little Miami State and National Scenic River. The race weekend features multiple distances including a half marathon (two..

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..

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 is Cincinnati's longest running ultra-marathon, held in Mt. Airy Forest just outside downtown. The event offers a 50K and a 27K loop on single-track trails through 1,469.9 acres of forest, featuring lush evergreens, hardwoods, meadows, and ridges.The 50K covers four..

November 2025

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..

Patriot / 5k Road Race & Trail Run is held at Countryside YMCA in Lebanon, Ohio (1699 Deerfield Rd, 45036). The event offers a 5K road race, a 5K trail run, or both, inviting walkers and runners to participate in one or both under the Walk It – Run It – Finish It ethos. The trail and road courses pr..

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..

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..

Southern Lights Stroll 5K is a festive evening event at the Kentucky Horse Park in Lexington, Kentucky. The lineup includes a 5K chip-timed Run and an untimed 5K Stroll, open to participants aged 7 and up. A newly redesigned route guides walkers and runners through the park’s iconic holiday lights,..

December 2025

The Run Empowered Series in Cincinnati, Ohio, is a dynamic multi-race challenge organized by Empower Ultras, designed to inspire runners to push their limits and celebrate achievements. Participants can choose from various distances and events throughout 2025, including 10Ks, marathons, ultra-distan..

Topo Trail Marathon Races take place at East Fork State Park in Bethel, Ohio. The event offers three trail distances on a 6.55-mile lap: Quarter (one lap), Half (two laps), and Full Marathon (four laps), all on 100% singletrack mountain-bike trails. The course emphasizes tight, natural singletrack w..

ORRRC Winter Solstice Trail Half Marathon is a trail-running event organized by the Ohio River Road Runners Club in Yellow Springs, Ohio. The race covers a half-marathon distance on local trails, with parking at John Bryan State Park (3790 State Route 370). It is described as a small, volunteer-driv..