Trail Running calendar near Salisbury 2025-2026

The Endless Summer 6-Hour Run, held annually at Greenbury Point Nature Center in Annapolis, MD, is a timed endurance event featuring solo and relay (3-person teams) categories. Participants run a 2.5-mile loop course that includes a scenic stretch onto Possum Point, offering views of the Chesapeake..

The Murderkill Ultramarathon, held at Killens Pond State Park in Felton, Delaware, offers 50-mile, 50K, and 12-hour race options on a mostly dirt 3.1-mile loop trail. The course is relatively gentle with about 80 feet of elevation gain per loop, featuring shaded paths, some roots, rocks, and a footb..

The Pemberton 24 is a unique 24-hour endurance running event held at Pemberton Park in Salisbury, Maryland. Participants, either solo or in four-person teams, run multiple 5K races, with a new 5K starting every hour on the hour over a full day. The scenic trail course features an aid station stocked..

The Rosaryville Veterans Day Trail Race, hosted by Annapolis Striders, is an annual trail running event held at Rosaryville State Park in Upper Marlboro, Maryland. The 16th edition in 2025 features two distances: a 50K ultra and a 20K race. Both courses loop around a 9.5-mile single-track perimeter..

The Tuckahoe 25K is an annual trail running event held in Queen Anne, Maryland, featuring a 25-kilometer (15.5 miles) course primarily on single-track and horse trails. The terrain includes runnable hills, some rooty and muddy sections, but is not overly technical, making it suitable for both newcom..

The 27th Milford Cross Country Booster Reindeer Stampede 5k is a festive running event held at Killens Pond State Park in Felton, Delaware. This 5k run/walk features chip timing with MYLAPS BibTag and offers competitive walking and running categories. Participants receive long sleeve tee shirts and..

The Algonquin 50K is a challenging ultramarathon held in Pocomoke River State Park, Maryland, on the Delmarva Peninsula. The mostly flat, fast course covers about 31 miles on 95% trail, including single-track and horse paths, with sandy sections and possible standing water adding difficulty. The rac..

The Race4Warriors Half Marathon is part of a multi-distance event held in Lewes, Delaware, featuring 5K, 10K, and Half Marathon challenges. The race supports Wounded Warriors and Homeless Veterans and aims to unite military and civilian communities. The USATF-certified course starts and finishes at..