Trail Running calendar near Leonardtown 2026-2027

ROCK CREEK 100 is a 100 mile looped trail event near Washington D.C. held May 30–31, 2026, consisting of ten 10 mile loops with about 8,200 ft of climbing and a 36 hour cutoff.

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.

A community fundraising day at Burke Lake Park with a chip-timed 5k run and a noncompetitive 2k walk. The event supports programs for people with intellectual and developmental disabilities and includes awards, shirts, and post-event festiv..

A mostly trail, low frills half marathon at York River State Park on June 7 2026 with a new Hike a Half option, marked trails, aid stations, and a five hour time limit.

Trail Trotters 5k & Fun Run is a community trail event at Promise Landing Farm in Upper Marlboro on June 7, 2026. The event features a 5k and a fun run; adult registration includes a T shirt and concessions with live music.

A night trail event in Prince William Forest Park offering a 50+ mile race made of two laps of a 25+ mile loop, plus 25M and 10M options. Aid stations are placed on course and crews are restricted to the Telegraph Road Pavilion.

A chip timed 5k at Corteau Vineyards in Mechanicsville, Maryland on June 13, 2026, featuring vineyard scenery, a t-shirt, collapsible wine glass, finisher medal that doubles as a wine stopper, and an on-site wine pour.

A community 5K and 1 mile Fun Run in Warrenton, VA that raises funds for Fauquier Education Farm, a 501(c)(3) that advances agricultural education and donates its harvest to local food banks.

A backyard ultra at Loch Lothian where runners complete a 4.14 mile loop each hour until only one remains. The event supports the Semper Fi and America's Fund and awards a cash prize plus the Sword of Honor.

Trail races on June 19, 2026 in Germantown, MD offering 6K and 12K courses around Button Farm and the Schaeffer Farm Trails. Walkers and several virtual entry options are available.

PUSO 5k & 10k on June 20, 2026 follows the Chesapeake & Ohio Canal path in Georgetown, Washington, DC. Runners and walkers can choose either a 5 km or 10 km distance, with registration fees varying by period.

Kick off the Blue Crab Bolt series at Seneca Creek State Park with scenic 5K and 10K trail runs featuring lake views and singletrack paths. Enjoy professional race support, post-run breakfast burritos, and a festive atmosphere.

A mud-run fundraiser in King George, VA on June 27, 2026, featuring a 4-mile obstacle course and a 1-mile kids run, organized by the Dahlgren Lions Club with team awards by group size.

Night Owl 9k at Freedom Park in Williamsburg VA is a night trail race over single track, fire road and paved trails with rolling hills and technical sections. Post race activities include pizza, beer and wildlife education.

MCRRC Cross Country on the Farm Trail 5K is a trail race at Agricultural History Farm Park in Derwood MD. Non member registration is available for a $20 fee and the event is part of the club's low key race series.

A free 5K fun run on July 4, 2026 organized by Great Falls TrailBlazers. The loop course goes through the woods, meets at the Great Falls Library, is open to all ages and is pet friendly.

A themed Forrest Gump fun run at Lakeside Loop in New Town Village, Owings Mills, offering a full 4.4-mile loop or a 1-mile out-and-back option. The event is free and participants are encouraged to wear the red hat, yellow top and red short..

A trail race on July 11, 2026 in Derwood, MD offering 5 km and 10 km courses plus virtual options with medal and shirt choices; registration uses tiered pricing and donated medals are collected for Medals4Mettle.

A 5 km and 10 km race at Nottoway Park in Vienna, VA on July 11, 2026, described as a scenic route. The event also offers virtual entry options with choices for medals and shirts and uses tiered registration pricing.

Experience the West Side Quarry trail race along the Rappahannock River in Fredericksburg. This 10k course features a steady climb and rolling hills with 426 feet of elevation gain for a dynamic running experience.