Trail Running calendar near Annandale 2025-2026

The Ed Poling Memorial PA Challenge is a demanding hiking event that covers over 20 mountainous miles on the Appalachian Trail in Pennsylvania, starting at Caledonia State Park and concluding at Pen Mar Park. Participants receive comprehensive support, including lunch, snacks, drinks, and transporta..

The Massanutten Mountain Trails 100 Mile Run is a challenging ultra-marathon set in the scenic Massanutten Mountains of Virginia's Shenandoah Valley. This event features a rugged course with over 18,000 feet of elevation gain, making it a true test of endurance for participants. Scheduled for May 17..

The Fountainhead Half Marathon and 10K Trail Run, taking place in Fairfax Station, VA, features challenging and scenic courses through Fountainhead Regional Park. Participants can choose between a half marathon (approximately 13.5 miles) and a 10K (approximately 6.9 miles), both of which include sec..

The Happy Tail Wine Trail 5k is a fun and engaging running event held at 53rd Winery in Louisa, Virginia. Participants can choose from a 5k run, a 1-mile fun run for children ages 5-13, or a 1-mile Dog Jog, allowing them to bring their furry friends along. The event supports the Louisa Humane Societ..

The Capital Backyard Ultra is a unique endurance running event held in Lorton, Virginia, designed for a maximum of 60 participants. The race features a 4.167-mile loop that starts on the hour, with runners competing until only one remains. The event emphasizes camaraderie and support among experienc..

The Ed Poling Memorial Hike for Hunger & Hope is a non-competitive fundraising event suitable for all ages, featuring hikes of varying distances along the scenic C&O Canal towpath in Maryland. Participants can choose from a 4K, 10K, or half marathon hike, catering to both casual and serious hikers...

The Barrel Oak 6k is a challenging running event set in the scenic Barrel Oak Winery, featuring a cross-country route that includes gravel roads and hills. Participants can enjoy a fun atmosphere, with options for both runners and walkers, as well as leashed pets. The event supports the Semper Fi an..

The More Miles Last One Standing Challenge is an exciting endurance running event taking place in Knoxville, MD. This annual challenge features a unique "last one standing" format, where participants must complete a 4.167-mile course every hour on the hour for as long as they can. The event also inc..

The Dash Through the Dirt Half is a running event taking place at Carderock Recreation Area, featuring 5k, 10k, and half marathon distances. Participants can enjoy fast, flat courses along the C&O Canal path, ideal for achieving personal records. The event welcomes walkers and offers a virtual race..

The One Family Brewing 5k is a scenic running event taking place at One Family Brewing in Lovettsville, VA. Participants will complete three laps around the brewery's cross-country course, with a virtual race option available for those unable to attend in person. Runners will receive a finisher's me..

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held annually in Virginia, featuring a diverse course that includes various terrains such as pavement, gravel roads, single track trails, and more. Established in 1979, this event emphasizes tradition and community, being entirel..

The Crooked Run Valley 10k is a scenic running event taking place in Sky Meadows, Delaplane, VA. Scheduled for June 8, participants can also opt for a 5k distance. The race features a challenging trail with roots and rocks, and runners will receive a finisher's medal, a technical event shirt, and ch..

The OSS/CIA 50 Mile Night Run is a unique endurance event set in the historic Prince William Forest Park, which served as a training ground for the OSS, the precursor to the CIA. Participants will tackle a challenging 50-mile course that consists of a 25+ mile loop run twice, primarily on single-tra..

The Juneteenth Menare Foundation 12k and 6k event celebrates Juneteenth with a scenic and challenging trail run at Button Farm, featuring the Schaeffer Farm Trails. Participants can enjoy a vibrant atmosphere while earning points towards year-long running series. The event welcomes walkers and offer..

The Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is set to kick off the 14th annual Blue Crab Bolt Trail Running Series. Participants can choose between a 5K and a 10K course, both offering scenic views of lakes and streams along single-track trails. This event not only p..

The Catoctin 50k Trail Run, scheduled for June 21, 2025, in Frederick, MD, offers a challenging out-and-back course through the scenic Catoctin Mountain region. Participants can choose between a 50k and a 25k distance, both featuring rocky trails and demanding elevation changes. The event emphasizes..

The Cacapon 12 Hour Challenge is an endurance running event held in Berkeley Springs, WV, featuring a scenic and technical five-mile loop trail. Participants have 12 hours to complete as many loops as possible, with a total elevation change of approximately 750 feet per loop. The course is well-mark..

The Sweet Air Trail Race, organized by the Baltimore Road Runners Club, is a thrilling 7-mile race set in Gunpowder State Park. This event features a diverse course that includes rolling hills, fast sections, and water crossings, providing an exciting challenge for participants. The race will cross..

The Winery 10k is part of the 53rd Winery's annual running event, which also includes a 5k race. This event takes place at the scenic 53rd Winery in Louisa, Virginia, and features a cross-country course around the vineyards. Participants can enjoy a chip-timed race, receive a finisher's medal, a tec..

Leopold's Preserve 10k is a trail running event taking place at Leopold's Preserve in Haymarket, Virginia. Participants can enjoy a scenic course that features a mix of dirt paths and natural terrain. The event is part of a series where points are accumulated towards year-long competitions.Runners r..