Trail Running calendar near Sterling 2026-2027

A measured 100 mile loop in Fort Valley, Virginia, through the Massanutten Mountains and Shenandoah River Valley with 14 climbs and about 14,000 feet of elevation gain. There is a 24 hour cutoff for the silver buckle and 28 hours to finish.

A five-mile towpath race in Williamsport, MD, held as the 45th annual Gary Brown Memorial event. Entries include standard and student fees, a guaranteed T-shirt deadline, chip timing with instant results, podium awards, and designated parki..

Teams and community meet at Burke Lake Park on June 6 2026 for a chip timed 5k run and a noncompetitive 2k fun walk, with awards, post-race food, and music.

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 trail running festival at STCC Park on June 13, 2026, featuring a one-loop 1.6 mile course and multiple chip-timed events from a kids race to 5K, 10K, 1-hour and 2-hour formats. Hosted by Timber Hill Timing.

A self-timed 4 miles run in Bel Air as part of the Harford County Running Club Dog Days of Summer Series. The course mixes trail and road, is not stroller friendly, and parking is at Prospect Mill Park.

A Juneteenth trail event in Germantown on June 19, 2026 offering 6K and 12K distances plus virtual options, with a hilly course around Button Farm and the Schaeffer Farm Trails and welcome to walkers.

A rugged out-and-back trail race near Frederick, MD, offering a 50K and a 25K Half Cat on rocky, shaded singletrack with stream crossings, three aid stations, and mandatory on-course hydration.

A 5 km and 10 km event along the Chesapeake and Ohio Canal path in Georgetown, Washington, DC on June 20, 2026. Walkers are welcome and registration fees vary by date with separate pricing for each distance.

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 12 hour trail event on a scenic five mile single track loop in Berkeley Springs WV, featuring technical terrain with about 750 feet elevation per loop, on-course aid stations, a post race meal and handcrafted awards.

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.

Trail runs at Rocky Ridge County Park on June 27, 2026 offering 50K, 33.3K, 16.7K and 10K on rocky, rolling trails with repeated loops. Registration deadlines apply and proceeds support a local charity.

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-based running event at Needwood Lake Circle in Maryland on July 11, 2026 offering 5 km, 10 km and virtual entries with medal and shirt options.