Trail Running calendar near Germantown 2026-2027

Run through the forest trails of Conway Robinson State Forest for the Halloween Horror 10k. This chip-timed trail race offers series points and supports a local soup kitchen. Walkers are welcome, and a virtual option is available.

A scenic 5K through vineyard and farm terrain at Rocklands Farm Winery in Poolesville on October 25, 2026, followed by wine tastings, live music, and food vendors. The chip timed course uses dirt, gravel, and grass trails.

A trail ultra in Green Ridge State Forest on November 1, 2026, offering about 32.8 miles and 16.3 miles options on red and green trails with multiple aid stations, a midpoint oasis, and fall training runs.

Trail races at Button Farm in Germantown combine singletrack and open farm field running across 5K, 10K and half marathon distances, offered both in person and virtually. The event includes aid stations, finishers medals, awards and a chari..

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.

Rosaryville Veteran’s Day on November 14, 2026 holds two races at Rosaryville State Park in Upper Marlboro, Maryland, with a 50K and a 20K. Event details and registration are listed via UltraSignup.

Trail races at Hemlock Overlook in Clifton, VA offer 5.2 and 9.5 mile options on hiking trails, dirt roads and fields along Bull Run, with rocky, root-strewn sections and designated spectator areas.

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 8th annual Tuckahoe 25k is a trail race in Queen Anne, Maryland covering approximately 25k (15.5 miles) on mostly single track and horse trails. Three aid stations support runners and awards go to the top three men and top three women.

A trail running event at Riverbend Park in Great Falls, VA offering 5 miles (one lap) and 10 miles (two laps) on riverside singletrack with modest hills and stated elevation gains. A morning kids program and a youth race run alongside the e..

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..

A community cross country event in Catonsville on Thanksgiving offering a chip timed 1 Mile Family Fun Run and a 5K. All proceeds support the CHS Cross Country program and awards include cash and age group prizes.

Devil Dog Ultras in Prince William Forest Park offers 100 mile, 100K and 50K loop races on primarily single track with staffed aid stations, set time limits, limited entry, and a multi year loyalty challenge.

Trail races at Fountainhead Regional Park on December 6, 2026, with 4.8 mile and 10.5 mile options along trails and dirt roads; aid stations, post-race food, optional medals, and a kids program are available.