Trail Running calendar near Sterling 2026-2027

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.

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..

The Tuckahoe 25k in Queen Anne, MD on November 21, 2026 is a 25 kilometer trail race featuring mostly single track, runnable hills, and some muddy sections. Three stocked aid stations support runners and awards go to the top three men and w..

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 5K and 10K held at Carderock Park along the Chesapeake and Ohio Canal Towpath on November 22, 2026, with a flat, fast trail, walkers welcome, and virtual entry options that include medals and shirts.

Run a scenic Turkey Trot through the historic trails of Manassas National Battlefield. Choose between a 5k or 10k trail course and finish with a glass of wine from the Winery at Bull Run. Your participation supports the preservation of the..

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.

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.

Lake Anna Turkey Trot at Lake Anna State Park on November 27, 2026 offers 5k, 10k and half marathon courses. The 5k is a trail run while the 10k and half are half trail and half paved; walkers are welcome.