Trail Running calendar near Williamsport 2026-2027

Join a community 5K run and walk through the scenic trails of Agricultural History Farm Park. Enjoy a morning of music and fitness with events for all ages and awards for top finishers.

A 110 mile trail ultramarathon in the Massanutten range with 22,300 feet of elevation gain, a 48 hour limit, required second half crew support, and limited course markings and medical services.

Experience Pennsylvania's 2020 Trail of the Year at the Chernisky Ghost Town Trail a thon. Choose from marathon, 15 miler, and 5k runs or a 26.2 mile casual bike ride through scenic Cambria County.

Trail runs at Laurel Hill in Lorton, VA on October 4, 2026, with singletrack through forest and meadows. Choose 5.4 miles or 10 miles; event features aid stations, post-race food, a kids program, and optional medals.

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.

Boulder Dash at Pinesburg Quarry takes place October 17, 2026 in Williamsport, MD and includes a 5 Mile race, a 5K, and a 1 Mile fun run. Registration opens May 1, 2026 and the quarry will not be operational during 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.

A scenic, well-marked trail event in Patapsco Valley State Park offering in-person and virtual 50k and 25k options, Brooks shirts, five aid stations, and distinct finishers awards for each distance.

Runnable, rolling trail loops in Prince William Forest Park offer **50 km** (two 16-mile loops) and **25 km** (one 16-mile loop) options on shaded trails with creek crossings. Entry is limited to 110 runners and there is no formal entry fee..

Experience a seasonal trail run or walk through the scenic Conway Robinson State Forest in Gainesville with 5k and 10k distance options for all participants.

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

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.

Run through the vineyards at Barrel Oak Winery on this pre Thanksgiving cross country course. The event features a 3k and 6k race, with participants receiving a finisher's medal, tech shirt, and a post race drink. The race supports Warriors..

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.