Trail Running calendar near Annandale 2026-2027

A running event at Third Winchester Battlefield on August 8, 2026 offering 5K, 10K and a Half Marathon. Virtual entries are available and walkers are welcome.

A 6K cross country race beginning and ending at Death Ridge Brewery, using parts of the Verdun Adventure Bound course. The event features varied trails, ponds and bridged streams, race shirts for early registrants, and awards with proceeds..

Part of the Harford County Running Club Dog Days of Summer Series, Rigbie Farm 5k is a free, self timed grass and trail loop near Darlington, MD. Parking is at Rigbie Farm and non members may take part in three free runs.

A trail race in the Patapsco Pickall Area near Elkridge, MD offering 25K and 50K courses with single-track, river crossings and 2000+ ft of climbing, staffed aid stations, and a post-race food and beer spread.

A trail 5K in Gettysburg on August 15, 2026, with a race shirt option for early registrants and an event bottle opener medal. Brewfest options and tours of the Daniel Lady Farm House and Barn are available the same day.

In-person 5K and 10K races run along the Bull Run Occoquan Trail at Bull Run Marina in Clifton, VA on August 15, 2026; virtual entries are available with different medal and shirt options and fees vary by registration period.

A 7K trail race at The Woodstock Equestrian Center in Dickerson, Maryland, presented as part of MCRRC's low key series for members. Non member registration has a $20 fee and runs from February 10, 2026 to August 16, 2026.

A four mile out-and-back run on the NCR Trail from the Paper Mill parking lot in Cockeysville on August 19. The event is part of the Baltimore Road Runners Club Grand Prix Series and is scheduled as a weekday evening club run.

A memorial 5K trail run at Genesee Valley Outdoor Learning Center in Parkton, MD, with a 5K, 1-mile walk, kids dash, team entries, and an In Spirit donation option. Proceeds support a scholarship fund and a post-race festival offers food an..

In-person 5K and 10K races at Leopold’s Preserve in Broad Run on August 23, 2026, with virtual entry options and registration tiers. The event is part of the Sippin Series in conjunction with the Farm Brewery at Broad Run; walkers welcome.

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.

A trail event at Dirt Farm Brewing in Bluemont offering 5K and 10K courses over rugged, hilly terrain on August 29, 2026. Virtual entries are available with medal and shirt options.

A family friendly 5K mud run at Budds Creek Motocross Park on August 29, 2026, featuring obstacles, mud pits, slides, a Pre Party and an After Party with music and food. Standard and VIP registration options are available.

An out-and-back 3.8 mile run at Pen Mar Park with about 1.8 miles of ascent to High Rock Overlook. Held August 30, 2026, with registration deadlines and a higher fee on race day.

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.

A cross country meet at Morven Park in Leesburg VA on September 4 2026, pairing competitive middle and high school races with a festival like atmosphere featuring music and food and a refreshed course planned for 2026.

A community running event at Fifty-Third Winery & Vineyard in Louisa, VA on September 5, 2026, with 5 km and 10 km courses plus virtual options. Proceeds support Hooves & Paws Animal Rescue and its sanctuary work.

A clockwise 71-mile circuit of the orange-blazed Massanutten Trail around Fort Valley, VA, with 13,500 ft of elevation change, scheduled aid stations, strict qualifications and enforced cut-offs; GPX and aid charts are provided.