Trail Running calendar near Leonardtown 2026-2027

A trail event at Cromwell Valley Park on May 9, 2026 featuring 25k, 12.5k and 5k courses. The event supports local conservation groups and includes family activities and an Explore Passport for young participants.

The Johnnycake Jolt Series will take place in Milford Mill on Wednesday 13 May 2026. You can run between 10 and 40 kilometers.

A spring road-and-trail event at Carderock Recreation Area with 5k, 10k and half-marathon out-and-back routes on the C&O Canal towpath, chip timing, finisher's coin, technical shirt, water stations, and a virtual option.

Run a scenic, flat 5k along the Virginia Capital Trail by the James River at Rocketts Landing in Richmond. Choose in person or virtual entry, enjoy chip timing, a tech race shirt and finisher medal, with live results posted after the race.

The Johnnycake Jolt Series will take place in Milford Mill on Wednesday 20 May 2026. You can run between 10 and 40 kilometers.

Race through history on the trails of Manassas National Battlefield at dusk. The Night Raider offers 5k and 10k distances starting and finishing at the Winery at Bull Run. Runners receive a medal, tech shirt, and a post race glass of wine.

The Johnnycake Jolt Series will take place in Milford Mill on Wednesday 27 May 2026. You can run between 10 and 40 kilometers.

A mostly trail half marathon at York River State Park with a new no frills Hike a Half format. The route mixes single track, fire road and a short paved section, includes aid stations and limited entries for a smaller field.

A night-focused trail event at Prince William Forest Park offering a 50 mile race plus 25 mile and 10 mile options. The 50 mile uses a 25+ mile loop run twice and features staffed aid stations and specific crew and pacer rules.

A chip-timed 5k at Corteau Vineyards on June 13, 2026, featuring a two-lap cross-country style course through the vineyards, age-group awards, race swag and a wine pour. Virtual participation and packet shipping are available.

Event Overview The Fauquier Education Farm 5K and Fun Run is a fundraising event for the Fauquier Education Farm, a 501(c)(3) organization. The organization's mission is to advance agriculture through education and best practice farming. It..

A trail race on June 19 at Button Farm in Germantown offering 6k and 12k distances around the Schaeffer Farm Trails. The event counts toward series scoring, includes chip timing, shirts and medals, and offers a virtual option.

The Puso 10K will take place in Washington on Saturday 20 June 2026. You can run between 5 and 10 kilometers.

Trail 5K and 10K at Seneca Creek State Park in Gaithersburg, MD featuring singletrack trails, lake views, aid stations, post race food, and a charity partner Interfaith Works.

Get muddy and fast at MCRRC XC on the Farm, a fun 5k cross country at Agricultural History Farm Park in Derwood on June 28, 2026. Open to all ages with affordable registration and a relaxed club atmosphere.

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

Endless Summer 6 hour Run is a timed six hour event at Greenbury Point Nature Center in Annapolis on July 18, 2026. It is listed on the Annapolis Striders race calendar.

Trail race at Button Farm Living History Center in Germantown on July 25, 2026, offering 5K and 10K courses on maintained single track with stream crossings and some rocky, rooty sections.

The Christmas in July Half will take place in Washington on Saturday 25 July 2026. You can run between 5 and 13 miles.

Trail races at Little Bennett Regional Park on August 1, 2026 offer 5K and 10K singletrack courses with hills, stream-side sections, aid stations and post race food.