Trail Running calendar near Pine Ridge 2025-2026

The Flag Rock 5K Trail Run, held in Norton, Virginia, is part of the High Knob Outdoor Fest, a weeklong celebration of non-motorized outdoor activities in the High Knob Region. The race takes place on the scenic Flag Rock Area Trails within the Flag Rock Recreation Area, offering participants a chal..

The Cabernet Canter Cross Country 5K/10K is an annual running event held at Talon Winery in Lexington, Kentucky. Participants can choose between a 5K or 10K cross-country race through the scenic winery grounds. Each runner receives a race shirt and a Cabernet Canter wine glass, with a complimentary..

The Mountain Fork Half Marathon is a scenic 13.6-mile race held annually at the High Knob Observation Tower in Wise County, Virginia. Starting and finishing at an elevation of 4,200 feet atop the highest point in the Cumberland Mountains, the course loops through the Mountain Fork watershed primaril..

The Raven 10K is an annual trail running event held at Raven Run Nature Sanctuary near Lexington, Kentucky. The race covers a 10K (6.2 miles) course through a scenic 734-acre nature sanctuary featuring meadows, woodlands, streams, and historic sites. The event offers both an in-person race with a li..

The Hellbender 10K is a challenging mountain race held annually in Norton, Virginia. Covering 6.2 miles, the course features a significant elevation gain of over 2,000 feet, ascending from downtown Norton to the 4,200-foot summit of High Knob, the highest point in the Cumberland Mountain range. This..

The Rugged Red Trail Half Marathon is an annual trail running event held in Slade, Kentucky, at the scenic Red River Gorge. Celebrating its 10th anniversary in 2025, the race features a challenging 13.1-mile loop on private trails, offering runners a unique and rugged outdoor experience. Participant..

The Shawnee Trail Runs, held in West Portsmouth, Ohio, offer challenging trail races through rugged and remote wilderness in Shawnee State Forest. The event features three distances: a 54-mile ultra marathon with 11,000 feet of climbing, a 50K with 6,500 feet of elevation gain, and a 13.1-mile half..

The Black Gold 24hr and 12hr Endurance Challenge is a timed ultrarunning event held at Belfry High School in Belfry, Kentucky. Participants run or walk a flat, 1-mile loop course around the school track and parking lot, completing as many laps as possible within 12 or 24 hours. The course features s..

The All Things Race P4v13 is a running event held in Corbin, Kentucky, at 578 Singing Hills Road. Scheduled for December 6, 2025, it features a 5K road run/walk, a 10K trail race, and a Kids Fun Run. The race honors the legacy of Greg Deaton, a beloved pastor and camp director, and supports the Laur..

The Conquer the Wall Endurance Challenge in Williamson, West Virginia, is a unique ultra-running event held on a flat, paved 2.05-mile loop along the West Williamson flood wall and Southern WV Community and Technical College campus. Participants can choose between 35-hour and 47-hour endurance races..

The Warbird 100 is an ultramarathon event held in Hyden, Kentucky, featuring a challenging 100-mile race along with a 50k and a half marathon. The event offers a unique atmosphere where participants in the shorter distances can witness the final stages of the 100-mile runners, creating an inspiring..