Trail Running Calendar Virginia 2026-2027

Woodstock Warrior is a looped trail event at Seven Bends State Park near Woodstock, VA, with a roughly 10 mile mixed terrain loop and race distances from 10 miles up to 100 miles. It is organized by G.O.A.T. Trail Running.

Trail runs of 10 and 5 miles at Powhatan State Park during the Pawpaw festival, featuring riverside singletrack, open-field views, a water station near mile 5, festival amenities, and park lodging options.

A campus 5K run/walk on September 19, 2026 in Middletown, VA, with online registration, set fees, age group awards, and proceeds supporting a scholarship and employee wellness initiatives.

Trail races on Cedar Mountain include canicross, a dog friendly 5k, a trail run without dogs, and a virtual option, with awards for top finishers and a traditional hunt breakfast.

A trail race at Brushy Hills near Lexington VA on September 19, 2026 offering 9 mile and 4 mile courses on single track. The event raises funds for Friends of Brushy Hills and local school track and cross country teams.

SPEAR 50K is a 50 kilometer trail race on September 19, 2026 at Sherando Park in Stephens City, Virginia. It is part of the Sherando Park Endurance Athletic Runners summer trail series and lists details and registration on RunSignUp and Fac..

A 13.6 mile loop race starting and finishing at High Knob Observation Tower in Wise County, held Sunday September 20, 2026. The course runs mainly on Forest Service roads and proceeds support trail development in the Flag Rock and High Knob..

A community 5K in Norton, Virginia on September 26, 2026, held on the Flag Rock Area Trails as part of the three day Woodbooger Festival. The festival highlights nature, local folklore, and family activities while proceeds support the festi..

Trail and bike events at Sherando Park on September 26, 2026 offering a 4 mile trail race, a one mile untimed fun run, and a 5.3 mile mountain bike time trial. Proceeds benefit the I'm Just Me Movement.

Run the Rock | Rockville is the fourth annual 5K at Luck Stone’s Rockville quarry near Richmond, featuring gravel terrain, quarry views, local food vendors, family activities, swag, and raffles supporting a charitable cause.

A four-mile cross-country style trail race around Beaver Lake at Pocahontas State Park on September 26, 2026, featuring fire roads, single-track with short technical sections, cupless hydration, and a $25 registration fee.

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.

AUSA Southern Virginia Chapter hosts a timed 3rd Annual 5K and 10K on the Virginia Capital Trail in Charles City, with race timing, a finisher medal, event SWAG, and proceeds supporting the Charles City High School JROTC Scholarship Fund.

A 110-mile trail ultramarathon in the Massanutten range with about 22,300 feet of elevation gain, a 48-hour limit, required second-half crew support, and multiple staffed and unattended aid stations.

A timed loop running festival in Damascus Town Park offering 3 hour, 6 hour and 12 hour races on a scenic one mile loop, with camping for registered runners, live music, food trucks, aid stations, and awards.

A 10K uphill race in Norton, Virginia on October 3, 2026 that climbs more than 2,000 feet to the 4,200 foot High Knob summit; the 13th edition lists an entry fee of USD 48.50 and registration closes October 1.

Trail canicross races at Caledon State Park offer two distances, allow leashed dogs, and provide a reusable speedCup; entry fees support Friends of Caledon State Park.

A canicross and trail event on October 3, 2026 in Gordonsville, VA offering competitive 10K and 5K races, a 1.25 mile sprint, a casual dog friendly 5K, and a virtual 5K, with technical trails, three water stations, and a Finisher's Festival..

Adventure Trail Run in Prince William Forest Park on October 3, 2026 offers a 30 km option plus a 12 hour timed event and a 2 person relay. The course is a 6.5 mile figure eight loop on trails with about 650 feet elevation gain per loop.

A trail 5K at Claude Moore Park in Sterling, VA on October 3, 2026, featuring forest and leaf-covered paths. The event is the fourth race in the Run Your PRCS Parks series and includes in-person and multiple virtual entry options.