Trail Running calendar near Upper Marlboro 2026-2027

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.

An annual 5k at Killens Pond State Park on November 28, 2026 featuring a timed 5k run/walk and a competitive walking-only category, chip timing, age-group and overall awards, participant shirts, and a post-race refreshment offering.

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.

A winter trail event at Fair Hill offering 25K and 50K (two-loop) courses, stocked aid stations, and a heated activity hall at Edward L. Walls Activity Hall, with a maximum field of 600 runners.