Trail Running calendar near Oakton 2026-2027

Trail event at Pine Grove Furnace State Park near Gardners PA offering 50K, 20 Miler, and Half Marathon courses. Trails combine single track, ridgelines, and technical forest sections with multiple aid stations and crew access on longer dis..

An in-person event on September 26, 2026 in Brunswick, MD featuring a trail-based 5K and timed 3-hour and 6-hour challenges on a 5 mile loop. Proceeds support Brunswick High School Track and Field equipment.

Trails 4 Miles at Sherando Park on September 26, 2026 features a mixed-surface four-mile trail race, an untimed one-mile out-and-back on a paved path, and a new 5.3 mile mountain bike time trial, with proceeds to the I’m Just Me Movement.

Cancer Warrior 5K on September 26, 2026 is a community running event supporting cancer research. The day includes an after party at Independent Brewing, raffle items from local sponsors, and a ghost runner option for remote participants.

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.

A 110-mile trail ultramarathon in the Massanutten range with about 22,300 feet of elevation gain, a 48-hour limit, required second-half crew support, and multiple staffed and unattended aid stations.

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.

Experience a technical trail race with your dog at a scenic equine rehabilitation facility in Virginia. Enjoy distances from 1.25 miles to 10K followed by a finishers festival with food trucks and a biergarten.

A 12 hour trail event in Prince William Forest Park on a 6.5 mile figure eight loop, featuring varied single track and fire road, two aid stations, and a limited field.

A trail 5K at Claude Moore Park on October 3, 2026, featuring forest and leaf-covered trails, part of the Run Your PRCS Parks timed series, with in-person and multiple virtual entry options.

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.

A trail-based event at Pohick Bay Regional Park on October 4, 2026, offering in-person 5K and 10K races plus virtual options with different medal and shirt choices.

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.

A technical trail 10K at Black Hill Regional Park with rocky and rooty terrain. The race is part of a low key series, free for club members and available to non members for a fee with on site bib and chip pickup.

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 event on a 3.48-mile loop in Shenandoah River State Park with 3-, 6-, 12-, and 24-hour options, on-course aid, awards, and required lighting for night segments.

A scenic, flat 5K and 10K at Bluemont Park in Arlington on October 17, 2026, with in-person and virtual entry options. Walkers and strollers welcome and tiered registration pricing applies.

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.