Trail Running calendar near Oakton 2026-2027

Experience the scenic grounds of Barrel Oak Winery in Delaplane, Virginia, through 3k and 6k race options. This inclusive event welcomes both walkers and leashed pets for a day of activity in a beautiful vineyard setting.

Experience a trail run through Lake Fairfax Park in Reston featuring scenic lake views and smooth singletrack paths. Choose between 5.3 and 10.3 mile distances on a course with frequent short hills and minimal pavement.

Experience a scenic 5K cross country race through the hop yards and vineyards of Red Shedman Brewery. Finishers enjoy a complimentary beverage at this unique farmhouse event in Mount Airy.

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 the scenic trails of Third Winchester Battlefield Park with 5k, 10k, and half marathon distances. This historic Virginia event welcomes both runners and walkers for a beautiful spring race.

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.

Experience the fourth annual trail run at Mount Aetna Adventist School in Hagerstown. Choose between a 3k or 5k course to support student projects and enjoy fitness within a community setting.

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.

Join the inaugural Run Rock Creek 5K/10K in Washington D.C. to experience a forest run through America’s premier urban national park while supporting vital trail restoration and conservation efforts.

Participate in a scenic trail run in Lorton to support Gunston Elementary School. This community event features 10K, 5K, and Fun Run distances with proceeds funding student enrichment and arts programs.

Trail half marathon and 10K at Fountainhead Regional Park near Washington D.C. Courses feature singletrack with rocks and roots, stream crossings, multiple aid stations, and notable climbs, with chip timing and postrace support.

Join the 10th annual cross country event at Spencerville Adventist Academy featuring a 5K, 1 Mile run, and Kids Fun Run. Enjoy a campus course with finisher medals, team options, and a costume contest for all participants.

A community 5K run/walk at My Lady’s Manor Steeplechase Course in Monkton, MD supporting The Harford Land Trust and The Manor Conservancy, with professional timing, awards by age group, and a post-race gathering with finger foods.

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..

Experience a premier obstacle course and mud run in Kennedyville, Maryland. Choose between the 5-7 mile Savage Race or the 3+ mile Blitz featuring over 25 unique obstacles and earn exclusive Syndicate medals.

A multi distance trail event in Waterford VA on May 9, 2026 that runs through historic village streets, vineyards, trails and unpaved roads. Proceeds support the Waterford Foundation and 5K and 10K finishers receive a shirt and medal.

Experience the beauty of the Gunpowder Watershed in Parkville Maryland with a choice of trail distances. Support local land conservation while enjoying single track trails and family friendly activities.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.