Trail Running calendar near Pine Ridge 2025-2026

The Wildhorse Ultra is an exciting running event taking place in Georgetown, Kentucky, at Scott County Park. Participants can choose from various race durations, including 12, 8, 6, 4, and 2-hour options, as well as a free Kids Dash. The course features a 1-mile loop, allowing runners to challenge t..

The Conquer the Wall Endurance Challenge, taking place in Williamson, WV, is an exciting endurance running event featuring 35-hour and 47-hour races. Set on a flat, paved 2.05-mile loop, participants can compete individually or in relay teams of two or three. The event emphasizes community support, ..

The Lucky O'possum is an exciting running event taking place in Nancy, Kentucky, featuring a variety of trail races. Participants can choose from a 5K Trail Run, a 10K Trail Run, a Half Marathon Trail Run, and a 5K Trail Walk, catering to different skill levels and preferences. This event promotes f..

The Red River Gorge Ultra is a premier trail running event held in the scenic Red River Gorge of Kentucky. Scheduled for April 5-6, 2025, it features a challenging 50K race on Saturday and a 25K race on Sunday, attracting runners from across the region. Since its inception in 2015, the event has bec..

The Red River Gorge Ultra is an exciting running event taking place in Pine Ridge, Kentucky, featuring two main race distances: a 25K and a 50K. Scheduled for April 5-6, 2025, this event invites runners of all levels to experience the stunning natural beauty of the Red River Gorge area. Participants..

The Big Turtle 2.0 is an exciting trail running event taking place at Morehead State University, featuring three race distances: a challenging 50 Miler, a 50K for ultrarunners, and a 10 Miler for those new to trail running. Scheduled for April 26, 2025, the event boasts a new start and finish line l..

The Many Miles 4 Malakai 4x4x48 Challenge is a unique running event taking place in Lexington, KY, designed to raise awareness and funds for children affected by gun violence. Participants can join individually or as teams, running 4 miles every 4 hours for a total of 48 hours, culminating in 48 mil..

The Fit Farmer 12K Trail Run is an annual event taking place in Norton, VA, on the scenic Flag Rock Area Trails. This year marks the eighth edition of the race, which supports the Norton Friends and Farmers Market’s Senior Supplement Program, helping low-income seniors access fresh produce. Particip..

The Coalfields Backyard Ultra is a unique running event held in Williamson, West Virginia, recognized as a Bronze Ticket race towards the World Backyard Ultra Championship. Participants engage in a "Last Runner Standing" format, running a 4.1667-mile loop every hour. The event emphasizes endurance o..

Kiss the Goat is an exciting trail running event taking place in Hazard, Kentucky, featuring two main races: a 10K and a half marathon. The event is designed for experienced trail runners, with the 10K route featuring approximately 1,250 feet of elevation gain and the half marathon offering around 2..

The Flag Rock 5K Trail Run is a key event in the High Knob Outdoor Fest, taking place in the scenic Flag Rock Recreation Area in Norton, VA. Scheduled for August 14, 2025, this trail run showcases the area's beautiful natural landscapes and promotes outdoor activities. The festival, running from Aug..

The Cabernet Canter Cross Country 5K/10K is an exciting running event taking place at Talon Winery in Lexington, KY. Scheduled for August 29, 2025, this annual race features both 5K and 10K cross-country courses, allowing participants to enjoy a scenic run while celebrating the local wine culture. A..

The Mountain Fork Half Marathon is a scenic 13.6-mile race set to take place on September 21, 2025, starting and finishing at the High Knob Observation Tower in Wise County, Virginia. The course winds through the picturesque Mountain Fork watershed, primarily on Forest Service roads, with a total el..

The Raven 10K is an annual trail running event held at the Raven Run Nature Sanctuary in Lexington, Kentucky. Scheduled for September 28, 2025, this race features both an in-person 10K and a virtual option for participants who prefer to run on their own schedule. The in-person race has a registratio..

The Hellbender 10K is an exhilarating 6.2-mile race set to take place on October 4, 2025, in Norton, VA. This challenging event features a significant elevation gain of over 2,000 feet as participants ascend from downtown Norton to the summit of High Knob, the highest point in the Cumberland Mountai..

The Rugged Red Trail Half Marathon is an annual running event held in Slade, Kentucky, featuring a scenic 13.1-mile looping trail course in the picturesque Red River Gorge. Scheduled for October 4, 2025, this race not only celebrates the beauty of trail running but also supports local search and res..

The Shawnee Trail Runs is a challenging ultra marathon event held in West Portsmouth, Ohio, featuring three distances: a 54-mile ultra, a 50K, and a 13.1-mile half marathon. The courses traverse some of Ohio's most rugged terrain, including the Shawnee State Forest Backpack Trail, with significant e..