Trail Running calendar near Owings Mills 2026-2027

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.

Experience a technical trail run through the scenic woods of Camp Hebron with 5K and 10K courses. Navigate hills and stream crossings to earn a finisher beanie and enjoy post race refreshments for a good cause.

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.

Traverse the hills and creeks of Kellys Run Nature Preserve in Holtwood Pennsylvania. This chip timed event offers 10K and 5K trail races plus a free 1.5 mile run for kids.

Join the Ed Poling Memorial HARC Hike for Hunger & Hope, now in its 14th year. Choose from scenic C&O Canal Towpath hikes in May or a challenging Appalachian Trail hike. This fundraising event supports local community programs.

Experience the scenic beauty of the Brandywine Valley through forests and farmland. Choose between 10k, 25k, and 50k distances in this part of the USATF Mid Atlantic Off Road Series.

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.

Race through history on the trails of Manassas National Battlefield at dusk. The Night Raider offers 5k and 10k distances starting and finishing at the Winery at Bull Run. Runners receive a medal, tech shirt, and a post race glass of wine.

Explore the trails of Pennsylvania at the Charlie Horse Half-Marathon and Dirty Pony 5K. This event, benefiting Special Olympics, offers a scenic half-marathon on the Horse-Shoe Trail and a fun 5K loop. Join the post-race party and celebrat..

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.

Join the 14th annual Hike for Hunger & Hope with two events. Choose a challenging 10 or 20-mile Appalachian Trail hike in May or a scenic 5K/10K on the C&O Canal. All hikes support local food programs and refugee services.

Experience a scenic loop course through Sky Meadows State Park featuring views of fields and streams. This event offers 5k and 10k distances for both runners and walkers in the heart of Delaplane.

This 45th annual memorial race honors coach Gary Brown with a fast, flat five-mile out-and-back on the shaded C&O Canal Towpath. Participants receive chip timing, a tech shirt, and awards. A student entry option is available for this Willia..

Awesum Possum Lake Trail Adventure at Opossum Lake Park offers a 6 mile obstacle course, a 4 mile run, and a 4 mile walk. The mixed-terrain course follows the Anglers Access Trail, uses chip timing, and benefits the Friends of Opossum Lake..

Experience a low key trail event at Colonel Denning State Park featuring significant elevation gain and scenic vistas. Choose between two distances that provide a relaxed atmosphere and a community focused post race celebration.

Experience exclusive access to private historic trails at Paradise Farm Camps. Choose between 5 mile, 5K, or 1.5 mile routes and enjoy a post race pizza party benefiting public trail programs.

Run through history on the secret training trails of the CIA's predecessor in Prince William Forest Park. This night event features a 50-mile, two-loop course with a 14.5-hour limit, or a single 25-mile option. Pacers are allowed for the se..