Trail Running calendar near Baltimore 2026-2027

Test your endurance at Operation CENTURION on the Rock Creek Trail near Washington D.C. Complete ten 10 mile loops for a total of 100 miles within a 32 hour time limit.

Trail run and walk on May 30, 2026 at Gentle Giants Draft Horse Rescue in Mt. Airy, MD featuring 1 mile and 5K courses across forest trails and open pasture with draft horses on the farm.

A loop course at Sky Meadows State Park on May 31, 2026 offering 5K and 10K distances plus virtual options. The route passes fields, streams and sometimes cows, and walkers are welcome.

This 45th annual memorial race honors coach Gary Brown with a fast, flat five-mile out-and-back on the shaded C&O Canal Towpath. Participants receive chip timing, a tech shirt, and awards. A student entry option is available for this Willia..

Awesum Possum Lake Trail Adventure at Opossum Lake Park offers a 6 mile obstacle course, a 4 mile run, and a 4 mile walk. The mixed-terrain course follows the Anglers Access Trail, uses chip timing, and benefits the Friends of Opossum Lake..

Experience a timed ultra marathon on technical single track trails in the Blue Mountains. Run as many 3.5 mile loops as possible through the shaded landscapes of the Bashore Scout Reservation.

Experience a low key trail event at Colonel Denning State Park featuring significant elevation gain and scenic vistas. Choose between two distances that provide a relaxed atmosphere and a community focused post race celebration.

A community team race at Burke Lake Park on June 6, 2026 featuring a 5K race and a 2K walk and roll that raises funds for services and advocacy for people with intellectual and developmental disabilities.

Trail Trotters 5K & Fun Run at Promise Landing Farm in Upper Marlboro offers a farm-trail 5K and a fun run to support the farm's riders and programs. The event includes free parking, a shirt deadline of May 16, no pets, and refunds up to se..

An annual trail event on June 11, 2026 at Paradise Farm Camps in Downingtown featuring a five mile trail run, a 5K and a 1.5 mile family walk or run, with all proceeds supporting East Bradford Township public trails.

A night trail event in Prince William Forest Park offering 50 mile, 25 mile, and 10 mile races on a 25 plus mile loop with staffed aid stations at Telegraph Road Pavilion and Oak Ridge Camp Ground.

Combine a 5k run or walk with vineyard scenery at Corteau Vineyards. Registration includes a wine glass, medal, and a wine pour, with age group awards for top finishers. Leashed dogs are welcome on this cross-country style course.

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..

The Husky Run 5K is a 5K running race on June 14, 2026 at the Ma and Pa Trail Williams Street trailhead in Bel Air, Maryland. Registration runs from March 27 to June 10 with a $20 fee.

A Juneteenth trail event in Germantown on June 19, 2026 offering 6K and 12K courses around Button Farm and the Schaeffer Farm Trails, with virtual options and tiered registration fees.

A rocky out and back trail race near Frederick, MD offering 50K and 25K on shaded singletrack with stream crossings, three aid stations and mandatory on course hydration for a self reliant trail experience.

Experience a scenic run or walk along the Chesapeake and Ohio Canal path in the heart of Georgetown. Choose between a 5k or 10k course located right near the nations capital.

The 37th Smith's Challenge Trail Run is a 5 mile trail race at Lancaster County Central Park on June 21, 2026. The course covers trail, road, river bed and grass with a midpoint water stop and a supported water crossing; awards follow.

A trail running event at Seneca Creek State Park on June 27, 2026, offering measured 5K and 10K courses through singletrack with lake views, aid stations, post-race food, and age division awards.

Experience a mud run featuring obstacles and trails in King George Virginia. With four mile and one mile options plus team challenges this event supports local community eye and hearing care services.