Trail Running calendar near Parsonsburg 2026-2027

This inaugural 5k trail race winds through the forested paths of the Wicomico Demonstration Forest in Maryland. Proceeds support therapeutic horseback riding services for the special needs community, with gift card prizes for top finishers.

Trail races near Leonardtown, MD on an ~10.5 mile loop around a 250 acre lake, offered as 17K, 34K, or 50K with two aid stations and a 100 runner limit.

A 10 mile trail race in Pocomoke State Forest on March 15, 2026. The event is cupless with one aid station, limited parking, and packet pickup available the day before.

Trail races at Rosaryville State Park in Upper Marlboro MD on March 28, 2026 include half marathon, 10K and 5K plus virtual options. Courses run through hardwood forests, fields and equestrian trails with multiple aid stations.

On March 29, 2026 in Severna Park, MD runners can choose a Marathon or Half Marathon mostly on the asphalt B&A Trail. USATF certified courses, staffed aid stations, finish medals, and participant quarter zips are provided.

USATF-certified 5K, 10K and half marathon events in Lewes, Delaware with Run, race-walk, or Heavy March (15 lb pack) options, a historical exhibit, and a post-race vendor and music area supporting Wounded Warriors and homeless veterans.

Combine a 5k run or walk with vineyard scenery at Corteau Vineyards. Registration includes a wine glass, medal, and a wine pour, with age group awards for top finishers. Leashed dogs are welcome on this cross-country style course.

Join the 24th Dewey Beach Patrol 5K on June 14, 2026 for a scenic run along the bay that supports the Dewey Beach Patrol. Chip timing, age group awards, and a festive post race party with food and beer make it a must for local runners.

Endless Summer 6 hour Run is a timed six hour event at Greenbury Point Nature Center in Annapolis on July 18, 2026. It is listed on the Annapolis Striders race calendar.

A 24-hour event at Pemberton Park where a new 5K starts every hour. Solo and four-person team divisions race for points rather than chip times, with placing points, night bonuses, and awards for top finishers.

Event Overview The Mariners Bethel Trail Run is a multi-activity event at Camp Barnes in Frankford, Delaware. The main events are a 6.2 Mile Trail Run and a 3.1 Mile Trail Run. There are also three walking options of 1, 2, or 3 miles, and a..

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.

The Talaria Trail Run is a fall event at Trap Pond State Park in Delaware. It features a 4.5-mile race on the scenic Bob Trail and a 2-mile walk. Participation supports Legacy Academy.

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.

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.