Trail Running calendar near Upper Marlboro 2025-2026

The Endless Summer 6-Hour Run is an annual endurance event held in Annapolis, Maryland, organized by the Annapolis Striders. Participants run for six hours on a 2.5-mile loop course that offers scenic views of Chesapeake Bay and the Bay Bridge. The event supports the Semper Fi Fund, with a portion o..

The Murderkill Ultramarathon is an exciting running event held at Killen's Pond State Park in Felton, Delaware. Participants can choose from three race options: a 50-mile, a 50K, or a 12-hour challenge, all set on a scenic 3.1-mile dirt loop trail. The course features a mix of shaded paths and gentl..

The 868 Estate Vineyards 10k and 5k is a scenic cross-country race held at 868 Estate Vineyards. Participants can choose between a 5k or 10k course around the vineyard property, featuring hills and beautiful views. The event includes a finisher medal, technical event shirt, and a glass of wine.Point..

The Run the Vineyards Bohemia Manor Farm 8K is an exciting running event set in the picturesque Bohemia Manor Farm in Chesapeake City, MD. Participants can choose between a scenic 8K trail run and a 5K run, both featuring beautiful views of vineyards and the Bohemia River. The event includes chip-ti..

The Blue Crab Bolt Trail Run at Schaeffer Farms in Germantown, MD, is a trail running event featuring 5K and 10K++ distances (about 6.7 miles for the longer course). The race takes place on well-maintained, flowy, and fast trails that include twisty single-track sections, stream crossings, log ramps..

The Blue Crab Bolt Trail Run at Little Bennett is a scenic trail running event held in Little Bennett Regional Park, Clarksburg, Maryland, a 3,600-acre park featuring over 20 miles of trails, streams, and camping areas. The race offers two distances: a 5K+ (3.7 miles) course, which is beginner-frien..

The DHRT 50K is an exciting trail running event set in King George, Virginia, taking place on August 2, 2025. This challenging race traverses the scenic Dahlgren Railroad Heritage Trail, offering participants a flat and well-maintained course primarily shaded by trees. Runners will face the added ch..

The Dahlgren Heritage Rail Trail 50K is a scenic trail race held in King George, Virginia, on August 2, 2025. Participants will run on the flat, well-maintained Dahlgren Railroad Heritage Trail, which features mostly shaded, solid footing surfaces like dirt, grass, and crushed stone. The course is a..

The 3H Trail Half Marathon in King George, Virginia, is a scenic, flat, and fast out-and-back race held entirely on the Dahlgren Railroad Heritage Trail, a converted railroad bed featuring dirt, gravel, grass, and pine needle surfaces. The course offers nearly 100% shade from surrounding trees, prov..

The MD Heat Trail Race, held in Elkridge, Maryland at the Patapsco Pickall Area, offers challenging trail running options of 25K and 50K distances. The course features rolling single-track trails with over 2,000 feet of elevation gain, including technical rocky sections, two river crossings, and a s..

The Miner's Lady 8-Hour is an endurance running event held in Harpers Ferry, West Virginia, where the Blue Ridge Mountains meet the Shenandoah River. Participants run a challenging 10K loop featuring 850 feet of elevation gain, primarily on single-track trails that pass waterfalls and creek crossing..

The Inferno 10k is a challenging trail race held at Dirt Farm Brewing in Bluemont, VA. Participants navigate rugged forest trails with steep inclines, technical spots, and elevation changes, offering an exhilarating outdoor experience. The event also features a 5k race, with both distances starting..

Trails 4 Tails in Hanover, PA, is a trail running event held at scenic Codorus State Park, featuring a 5.72-mile loop course around Lake Marburg with single track trails and shoreline views. The event offers three race options: a 40-mile ultra consisting of seven loops with approximately 4,200 feet..

The VHTRC Women's Half Marathon will take place in Fairfax Station on Saturday 13 September 2025. You can run between 7 and 13 miles.

The 12 Hour - Adventure Trail Run is an endurance event held at Prince William Forest Park near Triangle, VA. Participants run on a 6.5-mile looped trail course featuring single track, fire roads, and varied terrain with hills, rocks, roots, and mud. The event challenges both novice and experienced..

The Valley View Hard Cider Challenge Half is a scenic and challenging race held at Valley View Farm in Delaplane, VA. Participants can choose from a half marathon, 10k, or 5k course, featuring cross-country, trail, and hill segments. The event offers a festive atmosphere with a finish line cider, fi..

The Pemberton 24 is a unique 24-hour running event held in Salisbury, Maryland, featuring a series of 5K trail runs in The Pemberton Park trail system. Starting Friday evening, a 5K race begins every hour on the hour for 24 hours, allowing participants to run as many 5Ks as they choose, either solo..

The Cancer Warriors 5k is an annual running event dedicated to raising funds and awareness for cancer research. Scheduled for September 20, 2025, this event has successfully raised over $38,000 to support those affected by cancer. Participants can register as runners or "ghost runners," allowing ind..

The Final Countdown Tribute is an exciting running event hosted by 2 Lowe Run Company at Amani Brewing in Martinsburg, WV. This unique race features a 1.33-mile loop course where participants must complete laps within a progressively decreasing time limit. Starting with a 20-minute lap, the time sho..

The Brandy Station Battlefield 10k and 5k is a scenic trail race held at the historic Brandy Station Battlefield in Virginia. Participants can choose between a cross-country 10k or a 5k gravel dirt road course, with some elevation gains. The event features chip-timed results, finisher medals, and te..