Trail Running calendar near Cumberland 2025-2026

The Chessie Trail Marathon is a scenic running event taking place on October 25, 2025, along the award-winning Chessie Nature Trail in Virginia. Participants can choose from multiple race options, including a full marathon, half marathon, 10K, 5K, and a 26.2-mile relay. The trail offers a smooth, fl..

The Mountain Masochist Trail Run is a renowned trail running event held in Montebello, Virginia, featuring a challenging 50-mile course. Celebrated for over 40 years, the race showcases the stunning landscapes of the Blue Ridge Mountains, particularly during peak fall foliage. The course has been up..

The Lake Anna Turkey Trot Half is a scenic running event held at Lake Anna State Park, featuring a half marathon, 10k, and 5k courses. The half marathon consists of a mix of trail and paved road, with a completion time limit of 3:15. Participants can enjoy a virtual race option if they cannot attend..

The Freight Train Ultra Marathon is an exciting running event held at High Bridge Trail State Park, featuring three race distances: a Half Marathon, 50k, and 100k. The course starts and finishes at the Train Depot in downtown Farmville, with runners traversing scenic trails and multiple aid stations..

The Freight Train 100k/50k is an exciting running event taking place in Farmville, VA, featuring three race options: a 100k, 50k, and a half marathon. The course runs along a relatively flat rail trail, with a total elevation gain of less than 1500 feet for the 100k. Participants will experience sce..

The Pocahontas Half, along with a 10k and 5k, is a scenic running event held at Pocahontas State Park near Richmond. Participants can enjoy the beautiful wooded trails of the Bright Hope Trail area, which features a mix of dirt and pine needle paths. The event welcomes walkers and offers a virtual r..