Trail Running Calendar Maryland 2026-2027

Experience scenic, historic trails of Patapsco Valley State Park with the 50K and 25K on Oct 24, 2026, offering in person and virtual options. Finishers earn special swag including a hand thrown mug for 50K completers.

Fire on the Mountain is a scenic trail race in Green Ridge State Forest near Little Orleans, Maryland, on November 1, 2026. Choose a bold 50K or rugged 25K on technical trails and forest roads with aid stations and finisher perks.

Run Schaeffer Farms singletrack in Germantown on Saturday, November 7, 2026 with half marathon, 10K and 5K options. In person and virtual entries welcome; proceeds support Interfaith Works for a fun, challenging trail day.

Annapolis Striders unites runners in Annapolis, MD with road and trail races from 1 mile to ultramarathon and training programs for beginners to marathoners. Enjoy community races and a lively event calendar year round.

Run a rugged 25k through scenic single track and horse trails in Queen Anne, Maryland on November 21, 2026. Expect runnable hills, muddy rooty sections, three stocked aid stations, and a lively race vibe with swag and awards.

Run Thanksgiving at the 22nd Catonsville High School Turkey Trot featuring a chip timed 5K and 1 Mile Family Fun Run on a cross country course. Proceeds support CHS cross country and there are prizes; strollers and pets not allowed.