Trail Running calendar near Annandale 2026-2027

A self-timed 5 miles on a packed rail trail in Darlington, Maryland, held as part of the Harford County Running Club Dog Days of Summer Series. The course is stroller friendly with parking at Fisherman's Log and free registration.

Challenging 5 km and 10 km routes at Dirt Farm Brewing in Bluemont on August 29, 2026 with rugged terrain and virtual entry options.

Trail 5K and 10K at Mason District Park in Annandale with walkers welcome and both in-person and virtual registration options.

Family friendly mud run at Budds Creek Motocross Park on August 29, 2026 featuring a 5K course with obstacles, mud pits, slides and a festival style after party.

A 3.8 mile running event at Pen Mar Park that climbs about 1.8 miles to High Rock Overlook and returns to the park. Registered finishers receive an official High Rock Mountain t-shirt and there are early and race day fee options.

A 3 mile cross country race through Nottoway Park in Vienna, VA on 08/30/2026 with a kids dash and a club picnic that includes food and drinks. Registration is free for members and $10 for nonmembers.

A self-timed loop-trail event in Havre de Grace on 08/30/2026 with a listed distance of 3 miles. Runners have 90 minutes to complete as many loops as they like; parking is at Steppingstone Farm Museum.

Cross country at Morven Park with a high school invitational plus an open 5K, featuring food trucks, music and a spectator friendly course.

5 km and 10 km races at Fifty-Third Winery & Vineyard in Louisa VA on September 5, 2026 with virtual options; proceeds support Hooves & Paws Animal Rescue.

A 71 miles clockwise circuit of the orange-blazed Massanutten Trail with multiple aid stations, mandatory qualifications, and strict cutoffs on a rocky, high-ascent route.

A 10K road race and a 5K road/trail combo at the Shrine of St Anthony in Clarksville, MD on Sept. 5, 2026. Both USATF certified with chip timing, guaranteed shirts for early registrants, music and family activities.

Trail-based races at Mount Vernon District Park on September 6, 2026 offering 5 km and 10 km distances plus virtual participation options.

Races on September 6, 2026 at Carderock Recreation Area in Potomac, MD offering 5K, 10K and Half Marathon courses described as fast and flat with virtual options.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

Scenic trail 5K and 10K around Burke Lake in Fairfax Station on September 7, 2026, with virtual options and walkers welcome.

Scenic 5K and Half Marathon along the Chesapeake and Ohio Canal in Georgetown on September 12, 2026; virtual options and walkers accepted.

A chip timed trail race at South Branch Farms offering 5K and 10K routes on varied terrain with creek crossings, climbs, wildlife sightings, and a post race gathering. Proceeds support the Farm and Natural Lands Trust of York County.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

A second annual 5K at Cacapon State Park benefiting the Humane Society of Morgan County, offering in-person run and walk options plus a virtual entry. New course, awards ceremony, and a free post race pup swim in the lake.

A women only trail event at Fountainhead Regional Park offering a half marathon and a 10k plus on September 12, 2026. Registration runs June 8 to September 1 and two training runs are scheduled in August.