Trail Running calendar near Oakton 2026-2027

A demanding 100-mile trail ultra through the rocky Massanutten Mountains, featuring over 18,000 feet of climbing. Known for its friendly aid stations and well-marked course, it takes place in Virginia's Shenandoah Valley.

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.

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.

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.

Test your resilience in this 24 hour endurance challenge in Annapolis. Set your own mileage goals to honor military heroes while enjoying provided meals and a community trail running environment.

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 an evening run through the historic Manassas National Battlefield with the Night Raider 5k and 10k. Finish your race at The Winery at Bull Run and enjoy a post-race gathering at this scenic Virginia vineyard.

Run or walk a scenic off road 5K course along the Cacapon River and Lewis Farm. This benefit event supports local youth programs while celebrating the Wardensville Spring Fest with local food and creativity.

Test your endurance at Furbutt’s Backyard 24 Hour where runners complete a 4.167 mile loop ogni hour on a scenic trail course. Whether you aim for 24 hours or the nighttime 12 hour option, this event focuses on community and persistence.

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.

The Last One Standing Challenge tests endurance with a unique backyard format. Runners must complete a 4.167-mile or 1-mile loop every hour until only one remains. It's a qualifier for the Backyard Ultra world championship, with prize money..

Test your endurance at Operation CENTURION on the Rock Creek Trail near Washington D.C. Complete ten 10 mile loops for a total of 100 miles within a 32 hour time limit.

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.

Experience the FXBG Trail 5 Miler at Motts Run Reservoir in Fredericksburg. This five mile trail race features three distinct climbs and over 300 feet of elevation gain along a scenic and flowing course.

Tackle the historic Old Dominion 100, a classic ultramarathon loop through Virginia's Massanutten Mountains. The challenging course mixes roads and trails with 14,000 feet of climbing. Earn a silver buckle by finishing within 24 hours in th..

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..

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..

Combine a 5k run or walk with vineyard scenery at Corteau Vineyards. Registration includes a wine glass, medal, and a wine pour, with age group awards for top finishers. Leashed dogs are welcome on this cross-country style course.

Event Overview The Fauquier Education Farm 5K and Fun Run is a fundraising event for the Fauquier Education Farm, a 501(c)(3) organization. The organization's mission is to advance agriculture through education and best practice farming. It..

Celebrate Juneteenth with a scenic trail run through the hilly terrain of Schaeffer Farm in Germantown. Choose between 6k and 12k distances on a course that welcomes both runners and walkers.