Trail Running calendar near Ashburn 2026-2027

Run through the historic My Lady's Manor Steeplechase Course in Monkton. This 5K event supports land conservation and offers a scenic route through protected rolling Maryland farmland.

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..

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.

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.

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..

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 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..