Trail Running calendar near Annapolis 2026-2027

A last person standing endurance race in York, PA where runners repeat hourly loops until one remains. Entries include a designated parking and crew area, an event shirt, and a certified distance card.

A trail running event at the Agricultural History Farm Park in Derwood, Maryland, featuring lap based 3, 6, and 10 hour Challenges and a conventionally timed marathon and 25K. Volunteers receive the same finishers' swag.

Trail Demon 5k & 10k in Bluemont VA features scenic, hilly trail courses with technical terrain around the property; runners can enter in-person 5 km or 10 km races or choose virtual options with medal or shirt.

Flat marathon and half marathon along the C&O Canal Towpath at Fletcher's Cove in Washington, DC. The mostly crushed gravel out and back course offers shaded river views, aid stations, and monetary prizes for top finishers.

A multi-distance event in Lewes, Delaware with 5K, 10K and half marathon options plus race walk and heavy march categories. The weekend includes an educational exhibit, vendors and live music while supporting wounded warriors and homeless v..

ChesLen Chase on 05/08/2027 in Coatesville PA features a 5K trail run and a 2-mile fun run-walk, youth categories, member discounts, and a post-race party with music, craft beer, food truck fare, and awards.

A morning **5K** held as part of the Fair Hill Scottish Games on May 15, 2027, in Elkton, MD, with on-field entries accepted, an entry fee that includes admission, and cash prizes plus trophies for top finishers.

Tough Mudder Philly on May 22, 2027 offers 5K and 15K obstacle runs plus an Infinity multi‑lap option and spectator access. The Plantation Field course features rolling hills, riverbed crossings, thick mud and a rural setting about an hour..

A 24 hour Backyard-format ultrarun near Lorton, Virginia using hourly 4.167 mile loops with a 100 mile limit. One central aid station beneath a horse pavilion supplies water, Gatorade and snacks while crews are allowed only at that station.