Trail Running calendar near Upper Marlboro 2026-2027

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

Run a memorable 14-mile point-to-point trail adventure from one Sheetz to another. This untimed event features themed aid stations with unique snacks, supports local charities, and provides useful swag like an insulated travel mug.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

Trail races of 5K and 10K take place at ThorpeWood private property in Thurmont, Maryland on April 4, 2026. Both are part of the FSRC Grand Prix, chip timed, with marked loops, on-site water and designated parking.

A turtle-themed 5K trail run at Hopkins Farm Brewery that supports local wildlife conservation. Participants receive a wooden medal and costume prizes are awarded. The event concludes with a festive after-party featuring live music.

Run a fast and flat course along the C&O Canal Towpath in Maryland's Carderock Recreation Area. Choose from a 5K, 10K, or Half Marathon distance, with walkers welcome. The event also offers a virtual participation option.

Run to Remember is a multi-distance trail event held in Sykesville's Piney Run Park. Runners traverse a scenic 5.25-mile loop past woods, meadows, and a lake. The event honors lost loved ones and supports cancer research.

Experience a cross-country style 5k at the scenic Hauser Hill Event Center. Registration includes a t-shirt, wine glass, unique finisher medal, and a wine pour. The course offers beautiful views but is not flat, and walkers, dogs, and virtu..

The Gunpowder Keg Ultra features 25K and 50K trail races on a scenic 15.5-mile loop in Gunpowder State Park. Runners can even change their target distance mid race. The affordable entry supports the park and club, with optional commemorativ..

Run through the scenic vineyards of Barrel Oak Winery on a challenging cross-country course with hills and gravel paths. Runners receive a finisher's medal, tech shirt, and a glass of wine, with proceeds supporting veterans. A virtual optio..

This trail run takes place on the scenic singletrack at Lake Fairfax Park in Reston, VA. Choose from a 5.1 or 10-mile course with rolling terrain and lake views. The event includes post-race food, a free kids race, and optional child care.

The Spring Hops 5K is a cross-country race winding through the vineyards and hop yards of Red Shedman Brewery. Every finisher earns a refreshing pour of a local beverage. This scenic event is scheduled for April 19, 2026, in Mount Airy, Mar..

Run 100 flat miles on the scenic C&O Canal. This April event starts and finishes at Camp Manidokan and is a Western States qualifier. Finishers get a belt buckle and enjoy a post-race meal.

Experience a unique trail race through an active rock quarry at the Luck Stone Leesburg Plant. This 5K event supports environmental preservation and features family activities and awards for all ages.

An annual 5K at Marymount University on April 25, 2026, run on the Bluemont and Custis Trails with a post-race gathering, a virtual option, chip timing, and guaranteed shirts for early registrants.

Run a scenic 5k around the Bluemont Station Brewery property in Virginia. The event welcomes both runners and walkers and offers in-person and virtual participation options.

A 5K trail run and walk on private property near Amissville, Virginia, benefiting the Chefs For Kids Foundation. The mostly dirt course has gentle hills; registration includes a race T-shirt, bib, and post-race refreshments.

A trail running event at Agricultural History Farm Park in Derwood, Maryland, featuring timed lap challenges where each lap must finish in under an hour and also offering a marathon and 25K.

Trail runners take on the scenic and challenging courses of Fountainhead Regional Park. Distances include a half marathon and a 10K, featuring the Bull Run Occoquan Trail and notable hills. The event also hosts the Collegiate Running Associ..

The Johnnycake Jolt Series is a four-week trail run event on Wednesday evenings in May. Runners can tackle a scenic 10 km course in the Pickall Area of Patapsco Valley State Park. It’s a grassroots series designed to bring the local running..