Trail Running calendar near Lewes 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 Run the Vineyards Bohemia Manor Farm 5K & 8K is a scenic running event held at Bohemia Manor Farm Winery in Chesapeake City, Maryland. Participants can choose between a 5K run that winds through vineyards, along the Bohemia River, and wooded trails, or a more technical 8K trail run featuring sim..

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 Run the Vineyards - White Horse 10K/5K is an annual running event held at White Horse Winery in Hammonton, New Jersey. Featuring flat and scenic courses through vineyards and country roads, the event offers 10K and 5K races along with a 1-mile walk. Participants enjoy chip timing with instant re..

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..

Ultra Trail DE is a trail running event held in Wilmington, Delaware, on private scenic trails at 2900 Montchanin Road. The race features a challenging 6-hour format on a roughly 5-mile loop with about 700 feet of elevation gain per lap. The course offers a mix of creek crossings, singletrack, rolli..

The Bear Trail Half Marathon & 10K is a trail running event held at Lums Pond State Park in Bear, Delaware. The race features two distances: a half marathon (13.1 miles) and a 10K (6.55 miles), both utilizing portions of the Little Jersey and Swamp Forest trails. The course offers a mix of single tr..

BadgerPalooza is an ultramarathon event held at Autumn Lake Winery in Williamstown, New Jersey. The main feature is a 24-hour race consisting of 24 consecutive 5K runs, starting at the top of each hour, totaling 74.4 miles. Participants can also choose 12-hour or 6-hour races, with individual or rel..

The Delaware Trail Fest, held at Lums Pond State Park in Bear, Delaware, is a trail running event celebrating the area's scenic outdoor trails. It offers multiple race options including 12 KM and 24 KM trail runs, as well as a 12-hour Lone Wolf solo challenge and a 12-hour 4-person relay. The course..

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 South Vineland Thanksgiving Run is a cross country style race held annually at Anthony Campanella Park in Vineland, New Jersey. This approximately 3-mile event follows the well-known cross country course used by Vineland High School and the Vineland Grand Prix summer series. Open to runners and..

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 Frosty Looper 8-Hour is an ultrarunning event held at Cooper River Park in Pennsauken, NJ. Participants run as many laps as possible on a fast, flat 3.75-mile paved loop around the river, featuring scenic views of the Philadelphia skyline and water. The course includes mostly flat terrain with s..

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 Matzah Miles 5k Trail Run and 1 Mile Family Walk is a festive event celebrating Passover, set to take place in Medford, NJ. Participants can choose between a competitive 5K trail run, a leisurely 1-mile family walk, or a fun 50-yard Kids Dash. The event features a pre-race warm-up, games for chi..

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..