Trail Running calendar near Annandale 2026-2027

Experience the West Side Quarry trail race along the Rappahannock River in Fredericksburg. This 10k course features a steady climb and rolling hills with 426 feet of elevation gain for a dynamic running experience.

A timed six-hour endurance event at Quiet Waters Park in Annapolis with solo and three-person relay formats. The course is about 4.25 miles per loop, with aid stations on the route and awards by overall and age-group distance.

A vineyard run on July 25, 2026 at 868 Estate Vineyards in Purcellville, Virginia offering 5 km and 10 km courses plus virtual entry options with varying fee tiers and medal or shirt choices.

Trail running at Button Farm in Germantown, MD over twisty single track with stream crossings, log ramps, and farm fields. Options include a 5K and an about 10K course with aid stations, post race food, and optional medals.

Christmas in July 5k & Half in Georgetown, Washington DC on July 25, 2026 features races along the Chesapeake and Ohio Canal path with 5K, half marathon and virtual options; walkers are welcome.

Locust Shade 5k and 10k on July 25, 2026 uses shaded scenic trails at Locust Shade Park in Triangle VA. Walkers are welcome and virtual entries are available with medal and shirt options.

Run through the wooded singletrack trails and streams of Little Bennett Regional Park in Maryland. Enjoy a community atmosphere with professional timing, post race breakfast burritos, and distances for different experience levels.

Trail races of 5K and 3K at Codorus State Park Marina organized by Delone Catholic High School's cross country team; early registration includes a T-shirt and goodie bag and proceeds support several local funds.

An 8K cross-country race at Anne Arundel Community College on August 2, 2026, part of the Annapolis Striders Championship and Maryland/DC RRCA Grand Prix Series, with pre-registration fees and race day registration available.

A half marathon and a 50K on the Dahlgren Railroad Heritage Trail in King George, VA on August 8, 2026. Mostly flat rails to trails courses with time limits, finisher medals, apparel options and postrace food including free MooThru ice crea..

Races at Third Winchester Battlefield in Winchester VA on August 8, 2026 include 5K, 10K, a half marathon and virtual options with medal or shirt. Walkers are welcome and registration shows tiered pricing.

A wooded trail race at Gunpowder State Park on August 9 with mostly single track loops of about 4 miles. Participants can run one loop for 4 miles or two loops for 8 miles.

A trail race in Elkridge, MD on Aug 15, 2026 offering 25K and 50K options on rolling single track with river crossings. Aid stations provide water and real food and the finish area includes food, beer, and shelter.

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.

A trail race at Bull Run Marina on August 15, 2026 offering 5K and 10K distances plus several virtual entry options. The route follows the Bull Run Occoquan Trail and registration uses tiered fees that include mandatory charges.

A 7K trail race at the Woodstock Equestrian Center with a hilly course that circles fields and runs through wooded single track, presented as a 1969 throwback with 60s music and period attire encouraged.

GPS Too Hot to Trot is a four mile out and back race on the NCR Trail starting at the Paper Mill parking lot in Cockeysville, MD on August 19, presented as part of the Grand Prix Series.

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..

A community road event at Leopold's Preserve in Broad Run on August 23, 2026 offering 5 km and 10 km on-course races plus virtual options with medal and shirt choices. The race is part of the Sippin Series with Farm Brewery at Broad Run and..

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.