Virginia
Virginia Trail Running Calendar 2026-2027
Explore the best trail runs in Virginia for 2026-2027! Our updated list features 164 exciting trail runs across the region. Find your next trail run in Virginia below and join the trail community at these great events!
September 2026
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 areas.
Scenic trail 5K and 10K around Burke Lake Park in Fairfax Station on September 20, 2026, with in-person and virtual entry options.
A 5K in Norton Virginia on September 26, 2026 along the Flag Rock trails as part of the three day Woodbooger Festival, with proceeds supporting the festival.
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 4 mile cross country trail race around Beaver Lake at Pocahontas State Park on Sept 26, 2026, held with Chesterfield Outdoor Fest; cupless with awards and on-site demos.
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.
October 2026
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 road race in Norton, VA that climbs from downtown to the 4,200 foot High Knob summit with more than a 2,000 foot elevation gain.
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.
Scenic 5K, 10K and half marathon courses through Burke Lake Park trails with in-person and virtual entry options; walkers are welcome.
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.
Trail event at Prince William Forest Park with a 6.5 mile figure eight loop, a 30 km option, two aid stations, and an awards ceremony with a post race meal.
A trail 5K at Claude Moore Park in Sterling VA on October 3, 2026, offering in-person and virtual entries with medal and shirt options.
An outdoor adventure race in Midlothian, VA on October 3, 2026 where participants use a map to find 5 to 7 hidden control points and collect tokens. First three finishers with all tokens are champions and a portion of proceeds supports Semper Fi & Am..
Join this annual community trail run through the wooded trail network of Potomac Shores. Residents and guests can choose between 5K and 10K courses for a free morning of outdoor activity in Dumfries.
Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.
Experience a unique trail run through 1600 acres of former prison grounds at Laurel Hill Park. Choose between 5.4 or 10 mile distances on scenic singletrack featuring historic guard towers and open meadows.