Trail Running calendar near Sterling 2026-2027

Experience an engaging 8 mile trail race through the winding singletrack of Fredericksburg. Navigate rolling hills and punchy climbs in this focused event supported by the local running community.

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 community trail festival at Furnace Run Park in Shippensburg on August 29, 2026, featuring a one loop 5 kilometer race and a 1 mile event with chip timing and varied trail surfaces. Proceeds benefit Friends of Shippensburg Community Parks..

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.

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.