Trail Running calendar near Annapolis 2026-2027

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

A 24-hour event in Salisbury where individuals and four-person teams run hourly 5K loops on Pemberton Park trails. Points-based scoring, an aid station at start/finish, and awards for top individuals and teams.

Trail event at Codorus State Park with a 40 mile ultra, 40 mile team relay and a 25K loop format. The course mixes pavement, fields, singletrack and lakeshore sections and features stocked aid stations and on site camping.

Event Information The River's Edge Endurance Challenge takes place in Brunswick, Maryland. The event is the 8th annual edition and offers three different race distances. Distances 5K (3.1 miles) 3 Hour Endurance Race 6 Hour Endurance Chall..

Experience the oldest trail race in the county with 10 miles of rocky terrain, steep hills, and river views. This historic event offers a technical point to point course through the scenic landscapes of Eastern Pennsylvania.

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.

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.

Experience a dog friendly trail race through the varied terrain of Caledon State Park. Run a 10K or 1 mile course with your leashed companion to support local natural resources and educational programming.

Experience a technical trail race through the historic Glenroy Preserve. Choose between five mile, 25K, and 50K loops featuring creek crossings, rolling hills, and post race celebrations.

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.

A trail event at Bretton Woods Recreation Center on October 11, 2026 featuring a 5K run and 1 mile walk to raise funds for addiction prevention, education and support; registration opens March 24, fee $30.

Trail race at Lums Pond State Park offering 12 hour solo and relay formats plus 24 km and 12 km lake laps. Mostly single track course with aid stations, chip timing, age graded results, and event swag.

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.

Experience a scenic trail run through the Assawoman Wildlife Refuge at the 23rd annual Mariners Bethel event featuring various distances and a post race bluegrass celebration.

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.

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.