Trail Running calendar near Wheaton-Glenmont 2026-2027

Experience a supported long distance run on the hardpacked dirt and gravel of the Torrey C. Brown Trail. This twenty mile event serves as an ideal training opportunity for those preparing for a fall marathon.

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..

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.

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 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..

An endurance event in Prince William Forest Park on October 3, 2026, featuring a 6.5 mile figure eight loop with a 30 km option, a 12 hour format, and a two person relay. The course is fully on trail with two aid stations and limited to 100..

A trail 5K at Claude Moore Park in Sterling, VA on October 3, 2026, featuring forest and leaf-covered paths. The event is the fourth race in the Run Your PRCS Parks series and includes in-person and multiple virtual entry options.

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.

Trail races at Glenroy Preserve on October 4, 2026 offering 5 mile, 25K, and 50K loops with mixed and technical terrain, multiple creek crossings, four aid stations, chip timing, and post-race refreshments.

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.

Run or walk the trails at Pohick Bay Regional Park on October 4, 2026, with in-person 5K and 10K options plus several virtual entry choices and tiered registration fees.

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.

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.

Harvest Hills on October 17, 2026 features 5K, 10K and a half marathon at Laurel Hill Park in Lorton, VA. Walkers are welcome and virtual entry options are offered with medal and shirt choices.

The Annual Boulder Dash at Pinesburg Quarry in Williamsport, MD on October 17, 2026 offers three distances : 5 miles, 5K and 1 mile, and the quarry will be closed during the event for safety.

Timed trail running at Shenandoah River State Park on a 3.48 mile loop with 670 ft of gain. Four time-based options from 3 to 24 hours, supported aid station, event hoodie, and awards including a special 100 mile recognition.

A scenic, flat 5K and 10K at Bluemont Park in Arlington on October 17, 2026. Walkers and strollers are welcome and virtual race options are available with and without medals and shirts.

Experience the scenic singletrack trails of Lake Fairfax Park with 5 mile and 10 mile race options. Enjoy a community atmosphere with post race breakfast and a dedicated program for children.