Trail Running calendar near Anne Arundel County 2026-2027

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..

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 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.

Run or walk a 5K trail race under the Flower Moon at Brandywine Creek State Park. This inaugural event supports local trail nonprofits and finishes with a moonrise celebration featuring s'mores and lawn games. Leashed dogs are welcome to jo..

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..

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.

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 USATF certified courses through Cape Henlopen State Park and historic Fort Miles. Choose between running, walking, or a heavy march to support veterans in this scenic Delaware event.

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.

Experience a trail run through the hills and woodlands of ChesLen Preserve with a 5K race or 2 mile fun run. Enjoy a post race celebration featuring live music, food trucks, and craft beer at the pavilion.

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.

Experience a fast and flat race along the historic Chesapeake and Ohio Canal Towpath in Potomac. With 5k, 10k, and half marathon distances available, walkers and runners of all kinds are welcome at Carderock Park.