Trail Running calendar near Winchester 2025-2026

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 l..

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 pu..

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,..

Join the Switzerland County YMCA Larry Tolbert 5K, a tribute run through scenic wooded nature trails in Vevay. Proceeds support trail upkeep and the YMCA, with shirts for preregistered runners.

The Little Batty Trail Run will take place in Nancy on Sunday 26 October 2025. You can run between 5 and 21 kilometers.

Run Mt Airy Forest on Oct 26, 2025 at the long running Stone Steps trail race with 50K and 27K over hilly, technical single track. Proceeds support Cincinnati parks and preregistered runners get a tech shirt and chip timing.

The Dirty Dog Trail 4 Miler will take place in Lexington on Saturday 8 November 2025. You can run 4 miles.

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 emph..

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 wa..

Pilgrimage in the Park is a Thanksgiving Day 5K Run/Walk at Pulaski Park in Nancy, Kentucky. The event offers a 5K Run/Walk and a Fun Run/Walk on scenic new trails, featuring views of Lake Cumberland. The 3.1-mile course is suitable for run..

The Run Empowered Series will take place in Cincinnati on Monday 1 December 2025.

Christmas at the Camp: event overview Christmas at the Camp (All Things Race P4v13) is scheduled for Saturday, December 6, 2025, at Laurel Lake Baptist Camp, 578 Singing Hills Road, Corbin, KY 40701. The event honors the memory and legacy o..

Take on the Topo Trail Marathon at East Fork State Park on a scenic 6.55 mile singletrack loop, choosing Quarter, Half or Full distances. Chip timing, aid stations, a long sleeve race shirt and a finisher medal add extra race day perks.

The Frozen Nuts Trail Run will take place in Nancy on Saturday 3 January 2026. You can run between 5 and 21 kilometers.

Warbird 100 The Warbird 100 is a multi-distance trail running event held in Hyden, KY. The event offers the following race distances: 100M Warbird 50k 1/2 Marathon The listed venue address is 26369 US-421, Hyden, KY. Event materials inclu..

Join Lucky O'possum in Nancy, Kentucky on March 21, 2026 for scenic trail races and a competitive 5K walk. Choose from a half marathon, 10K or 5K and enjoy great trails and community spirit.

Hilly 5K trail run or walk through Red River Gorge on June 27, 2026, starting at Natural Bridge Campground in Slade, KY. See rock arch views, snag a tie dye shirt while supplies last, and enjoy awards, photos, food and music.

The Run Baby Run 5K - Lexington will take place in Lexington on Saturday 26 September 2026. You can run 5 kilometers.