Trail Running calendar near Little Orleans 2026-2027

Experience the RAF Trail Race Series at Coopers Rock State Park with distances from 5K to 50K. Support a meaningful cause while enjoying looping trail courses and a vibrant community atmosphere in West Virginia.

A multi-event trail day at Duman Lake County Park on October 3, 2026 featuring a marathon, 15 mile race, several 5k options including an AWD division, a novelty 0.0k, and a casual 26.2 mile group bike ride.

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.

Experience the beauty of Western Maryland at Rocky Gap State Park with 25K and 50K trail races. Run solo or join a relay team to navigate three distinct loops featuring scenic lake views and ridge traverses.

A trail-based community event on October 11, 2026 at Bretton Woods Recreation Center featuring a 5K run and 1 mile walk to support the Michael Long Memorial Fund and addiction prevention and recovery services.

Running event at Pinesburg Quarry in Williamsport, MD on October 17, 2026 offering a one mile fun run, a 5K, and a 5 mile race. The course runs in and around the quarry which will be closed for the event.

A trail run at Lake Fairfax Park in Reston, VA offering **5.1 mile** and **10 mile** singletrack courses with lake views, short technical sections, on-site bathrooms, a kids program, race swag, and optional finish medals.

Trail races at Conway Robinson State Forest Park in Gainesville, VA on October 25, 2026 offering 5 km and 10 km courses plus virtual options with medal and shirt choices.

Experience a scenic 5K cross country run through the historic Rocklands Farm Winery followed by an after party with live music and wine.

Experience a unique Halloween nighttime run on the Ghosttown Trail. This 5-mile event features a spooky atmosphere with decorations, a closed course, and requires participants to bring their own light. Costumes are encouraged for this annua..

Fire on the Mountain in Little Orleans, Maryland, on November 1, 2026, offers a 50K and a 25K on forest trails and service roads in Green Ridge State Forest. Both courses include multiple aid stations and official cutoff times.

Trail races at Button Farm in Germantown, MD on November 7, 2026 feature twisty singletrack and open farm fields, with distances of 13.5, 6.7 and 3.2 miles. The event includes aid stations, portajons, finisher medals and post-race food.

Experience a 50 mile trail race through the scenic Seneca Greenway and Muddy Branch trails in Maryland. This event features forested single track terrain and small stream crossings for dedicated distance runners.

An 8K cross country run at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The mixed terrain course loops through grapevines and hop yards and finishers receive a complimentary tasting.

Trail races at Hemlock Overlook in Clifton, VA offer two loop options, 5.2 miles or 9.5 miles. The course follows hiking trails, dirt roads and fields along Bull Run and includes designated spectator areas and park facilities.

A pre-Thanksgiving event at Barrel Oak Winery and Brewery offering in-person 3K and 6K races plus several virtual options; walkers and leashed pets are welcome and registration fees vary by entry type.

A 48 hour endurance event in Sideling Hill Tunnel where runners complete repeated 1.3 mile out and back laps totaling just under 160 miles. The format uses a toll ticket system and the field is limited to 96 entrants.

A trail race at Riverbend Regional Park on November 22, 2026 offering 5 mile and 10 mile routes on riverside singletrack with aid stations, post-race food, parking, and a kids program.

A pre-Thanksgiving Turkey Trot at The Winery at Bull Run on November 25, 2026 featuring 5 km and 10 km courses through Manassas National Battlefield trails. Virtual entry options are available with different medal and shirt choices.

A roughly 10 mile trail and canal run near Great Falls on November 26, 2026. Entry opens November 12 and is limited to 29 runners, and participants are responsible for their own medical care.