Trail Running Calendar Virginia 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 One Mile With a Smile 12 Hour Endurance Run takes place at Oak Grove Lake Park in Chesapeake, Virginia. Participants run multiple laps of a 1.5-mile loop over 12 hours, allowing runners to cover as much or as little distance as they choose. The course is flat, unpaved, and tree-lined, offering s..

The Terrible Twelve is a 12-hour endurance running event held at the Warhill Nature Trail in Williamsburg, Virginia. Participants run or walk as many 3.7-mile loops as possible from 7 PM to 7 AM on a crushed gravel trail featuring rolling hills. Unique to this race, each runner must volunteer for on..

The ToM Opening Night VA is a cross country running event held at Morven Park in Leesburg, Virginia. Scheduled for late August, it serves as a kickoff to the high school cross country season. The event features a spectator-friendly course and includes an open race for friends and family, allowing pa..

The Camp Bethel PEP! 5K Run is an annual trail running and walking event held at Camp Bethel, located at 328 Bethel Road, Fincastle, Virginia. The 9th edition is scheduled for August 30, 2025. The 5K course traverses diverse terrain including trails, fields, and forests across the camp's 470-acre pr..

The Iron Mountain Trail Run is a challenging trail race held in Damascus, Virginia, featuring four distance options: 16, 30, 40, and 50 miles. The course traverses the Iron Mountain ridgeline through Jefferson National Forest, following sections of the former Appalachian Trail with varied terrain fr..

The Orchard Dash 10k is a cross-country trail running event held at Albemarle CiderWorks in North Garden, Virginia. Featuring a challenging course with plenty of hills, the 10k consists of two laps of a looped trail, while a 5k option completes one lap. Participants enjoy a chip-timed race with wate..

The Odyssey Trail Running Rampage is a trail running event held at Douthat State Park in Millboro, Virginia. Scheduled for September 6, 2025, it features four race distances: 50K, Marathon (26.2 miles), Half Marathon (13.1 miles), and a Six-Miler (6 miles). The courses are looped, showcasing challen..

The Inferno 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features rugged forest terrain with technical sections including tree roots, rocks, and elevation changes, offering a demanding yet scenic experience. The 10k route is a loop run twice, w..

The Vineyard Vista 10k is a scenic running event held at Muse Vineyards in Woodstock, Virginia, along the North Fork of the Shenandoah River. The course features a mix of cross-country trails through vineyards, paved road sections, and trails around Seven Bends State Park. Runners can choose between..

The 12 Hour Adventure Trail Run, held at Prince William Forest Park near Triangle, VA, is an endurance trail running event featuring a 6.5-mile figure-eight loop course. The course, set on 100% trails including single track and fire roads, offers approximately 650 feet of elevation gain per loop wit..

The VHTRC Women's Half Marathon will take place in Fairfax Station on Saturday 13 September 2025. You can run between 7 and 13 miles.

The Valley View Hard Cider Challenge Half is a scenic and challenging running event held at Valley View Farm in Delaplane, Virginia. The race features a half marathon, 10k, and 5k distances, with courses combining cross country, trail, and hilly terrain. The half marathon is an out-and-back route co..

The Grindstone Running Festival by UTMB is a premier trail running event held in the scenic Shenandoah Valley, Virginia, featuring challenging courses through the George Washington and Jefferson National Forests. Set against stunning fall foliage and mountain views, the festival offers four race dis..

The Laurel Ridge Community College 5K is a multi-surface, cross-country run/walk event held on the Middletown campus of Laurel Ridge Community College. The race starts and finishes outside the Student Union Building on Garland Snapp Drive. The course includes running in front of the school, a shorte..

The Pawpaw 10 Miler and 5 Miler is an annual running event held at Powhatan State Park in Powhatan, Virginia. The race features a scenic 10-mile course along the James River, through open fields, shaded singletrack trails, and past historic cabin ruins, offering a mix of flat, fast riverfront terrai..

The Woodstock Warrior is a challenging trail running event held at Seven Bends State Park in Woodstock, Virginia. It features a roughly 10-mile loop course with mixed terrain including gravel roads, two-track dirt roads, and single-track trails, with about 1800 feet of elevation gain per loop. The r..

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 Yeti 100 Mile Endurance Run is a challenging ultramarathon held annually on the Virginia Creeper Trail, starting in Whitetop Station and finishing in Abingdon, Virginia. This USATF-certified 100-mile course offers a scenic rails-to-trails route through the Appalachian Mountains, known for its ac..

The Run the Vineyards - Wind Vineyards 5K is a scenic race held at Wind Vineyards in Tappahannock, Virginia, featuring a 5K course on well-maintained trails of hard-packed dirt and grass across a 200-acre property. The mostly flat course includes two short hills and is chip-timed with awards for top..