Trail Running Calendar Virginia 2026-2027

Four teams of eight runners will complete a 122.4 mile relay at Pocahontas State Park on April 24 and 25, 2026, with proceeds supporting Kids On The Move, a Sports Backers youth running program.

A **50K** trail race on April 25, 2026 near Bedford, Virginia, starting at Promise Land Youth Camp. The course mixes grassy roads and downhill single track with over 7,400 feet of total gain and aid at seven points.

Run a scenic loop course on the light gravel trails of Third Winchester Battlefield. Choose from 5k, 10k, or half marathon distances, with chip timing, medals, and shirts for all participants. Points count towards annual series, and walkers..

Explore a working rock quarry on foot at this unique 5K trail run in Ashburn, Virginia. All finishers get a medal, and proceeds support local watershed conservation. The event also features a family-friendly post-race party with games and a..

An annual 5K at Marymount University on April 25, 2026, run on the Bluemont and Custis Trails with a post-race gathering, a virtual option, chip timing, and guaranteed shirts for early registrants.

Run a scenic 5k around the Bluemont Station Brewery property in Virginia. The event welcomes both runners and walkers and offers in-person and virtual participation options.

A 5K trail run and walk on private property near Amissville, Virginia, benefiting the Chefs For Kids Foundation. The mostly dirt course has gentle hills; registration includes a race T-shirt, bib, and post-race refreshments.

Trail races at Grayson Highlands State Park on May 2 and 3, 2026 offering 50 mile, 50K, 25K and 8 mile courses through mountain terrain with significant elevation gain and views that include wild ponies.

Perfect Day 50K in Massanutten is a 50 kilometer event on May 2, 2026, at Massanutten Western Slope near Keezletown, Virginia. It offers individual entries and team options for two or three people with a listed price of $99 per person.

Trail runners take on the scenic and challenging courses of Fountainhead Regional Park. Distances include a half marathon and a 10K, featuring the Bull Run Occoquan Trail and notable hills. The event also hosts the Collegiate Running Associ..

Freight Train Ultra Marathon in Farmville, VA offers 100k, 50k and a half marathon on a relatively flat rail trail that crosses High Bridge twice. The event includes aid stations, drop bag support at Prospect and a 19 hour limit for the 100..

A multi distance trail event in Waterford VA on May 9, 2026 that runs through historic village streets, vineyards, trails and unpaved roads. Proceeds support the Waterford Foundation and 5K and 10K finishers receive a shirt and medal.

This 100-mile trail ultra traverses the rocky, rugged Massanutten Mountains in Virginia with over 18,000 feet of climb. Known for its well-stocked aid stations, the May event avoids the worst summer heat. Registration opens with no lottery..

Run for a cause on the scenic Virginia Capital Trail at the Motion for Justice 5K. This flat, paved course offers views of the James River and includes chip timing, a finisher medal, and a tech shirt. Awards recognize top overall and age gr..

On May 16, 2026 at Bells Mill Park in Chesapeake the Strider XC Classic features a 5K cross country race, a competitive 5K race walk, and a 1.5 mile kids race, with one aid station, shirts for the first 150 registrants, and medals for all f..

Run the new Trail Days Half Marathon on the scenic Virginia Creeper Trail during the Appalachian Trail Days Festival. Enjoy a professionally timed event with a shirt and finisher award, followed by a festive afternoon in Damascus Town Park.

Race through history on the trails of Manassas National Battlefield at dusk. The Night Raider offers 5k and 10k distances starting and finishing at the Winery at Bull Run. Runners receive a medal, tech shirt, and a post race glass of wine.

A 12 kilometer trail race on the Flag Rock Area Trails in Norton, Virginia. The ninth annual event is part of the High Knob Triple Crown and supports a senior farmers market supplement program.

Event Details The Memorial Day 10K Run & 2 Mile Walk takes place on Monday, May 25, 2026, in Lynchburg, Virginia. It is organized by the Community Access Network (CAN) and is the seventh race in the 2026 Lynchburg Road Runners Race Seri..

Trail races at Sherwood Archers in Carvins Cove on May 31, 2026, offering a 25k and a marathon plus virtual options. The marathon features about 3500 feet of climbing, eight aid stations, technical shirts, and finisher awards.