Grayson Highlands

Iron Mountain Trail Run is a USATF-sanctioned trail race based in Damascus, Virginia. Runners choose from four distances—16, 30, 40, and 50 miles—covering open creeper-trail sections, forest roads, and rugged single-track along the Iron Mountain ridgeline in the Jefferson National Forest. The 50‑mil..

The Mount Jefferson Ascent is a challenging 5-mile trail run and hike located in West Jefferson, North Carolina, featuring approximately 1,600 feet of elevation gain and reaching heights over 4,600 feet. The course begins with a road climb, then follows a series of trails including Mountain Ridge, S..

The Damascus Festival of Miles is a timed loop race held in Damascus, Virginia. It offers 3-, 6-, and 12-hour options, with plans for a 24-hour challenge next year. Runners complete laps on a 1-mile loop through Damascus Town Park, featuring a mix of paved and trail sections. The event doubles as a..

The Virginia Trail Running Festival, held in Max Meadows, VA, is an adventurous trail running event featuring 100-mile, 100-mile relay, and 50-mile races. Scheduled for October 11-12, 2025, the festival offers challenging courses with moderate elevation gains—1,500 feet for the 100-mile and 750 feet..

Froggy's Freaky Friday is a unique 24-hour running event held in Galax, Virginia, on Halloween night. Participants run loops of a challenging 1-mile course featuring 500 feet of elevation gain, set in a spooky, haunted forest atmosphere. Runners can aim for medals by completing either 50 kilometers..

The Seven Trails Ultra Festival, held in Damascus, Virginia, is a unique endurance running event celebrating community and personal limits. Offering distances from 25K up to 100 miles, the race features a 30-hour time window with no cutoffs or DNFs, encouraging runners to define their own finish lin..