Trail Running calendar near Baltimore 2026-2027

In-person 5K and half marathon on the Chesapeake & Ohio Canal in Georgetown on September 27, 2026, with virtual options and walkers welcome.

A 10 miles trail race in Holtwood, PA, over rocky, hilly trails with stream crossings and scenic overlooks. Chip timed, with aid stations, a strict 2.5 hour cutoff to mile 7, and one way bus transport to the campground start.

An annual community 5K run and walk at Agricultural History Farm Park in Derwood, Maryland on September 27, 2026, organized by MD District 15 Democratic Caucus. Offers adult and youth entries plus a free youth option with an accompanying ad..

A dog friendly fundraising event at Bellevue State Park on September 27, 2026 featuring a scenic 5K and a one mile Mutt Mile, with race timing, awards for dogs and people, vendors, a costume contest, and merchandise.

A community event at Cornwall Elementary with a 5K and a 1 mile fun run on the Lebanon County Rail Trail. The non-timed event includes a free family festival after the runs with food and an outdoor movie, with proceeds to the school PTO.

Trail canicross races at Caledon State Park offer two distances, allow leashed dogs, and provide a reusable speedCup; entry fees support Friends of Caledon State Park.

A parkside series of races at Burke Lake Park on October 3, 2026 offering 5K, 10K, half marathon and virtual options, with walkers welcome.

A community charity race in Gaithersburg on October 3, 2026, featuring cross-country 10K and 5K, a paved 1-mile accessible fun run, and a kids Trike-A-Thon. Proceeds support Comfort Cases and Covenant Life School and include a post-race bac..

Trail event at Prince William Forest Park with a 6.5 mile figure eight loop, a 30 km option, two aid stations, and an awards ceremony with a post race meal.

A trail 5K at Claude Moore Park in Sterling, VA on October 3, 2026, with in-person and virtual entry options and published registration fees.

A community trail festival in Shippensburg offering a half marathon, 5k, hike, 25 mile bike ride and a free 1 mile fun run for kids, with proceeds supporting the Cumberland Valley Rails to Trails Council.

Join this annual community trail run through the wooded trail network of Potomac Shores. Residents and guests can choose between 5K and 10K courses for a free morning of outdoor activity in Dumfries.

A fourth-annual trail event at Glenroy Preserve with looped 5 mile, 25K, and 50K courses featuring mixed technical terrain, multiple creek crossings, four aid stations, and post-race food and beer for 21 plus.

Experience a unique trail run through 1600 acres of former prison grounds at Laurel Hill Park. Choose between 5.4 or 10 mile distances on scenic singletrack featuring historic guard towers and open meadows.

In-person 5K and 10K races on the trails of Pohick Bay Regional Park in Lorton VA plus virtual options with medals and shirts; walkers are welcome.

District 19 in Anacostia on October 4, 2026 is a run crew led, unsanctioned road and trail event offering 5K, 19K and 19 Mile options with course markers, corral seeding, and a shirt, snack, and medal for finishers.

Experience a unique trail event at Milkhouse Brewery in Mount Airy featuring a 5 mile race and timed ultra challenges. Complete as many loops as possible over four or eight hours on this scenic farm course.

A community trail event on October 11, 2026 at Bretton Woods Recreation Center in Darnestown, MD offering a 5K trail run and a 1 mile walk. The event raises funds and awareness for addiction prevention, education, and support.

Trail races at Lums Pond State Park in Bear DE offering 24 km, 12 km, and 12 hour solo and relay formats with age graded results and on course aid.

Participate in a 10 km run through the scenic Black Hill Regional Park in Boyds. This low key event offers a straightforward racing experience for both club members and the general public in a natural park setting.