Trail Running calendar near Lewes 2025-2026

The Run the Vineyards - William Heritage Labor Day 5K is held at William Heritage Winery in Mullica Hill, NJ. This event features a scenic 5K trail run primarily on manicured vineyard trails with rolling hills, welcoming all ages and walkers. Additional options include a 1 Mile Kids Race for ages 14..

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

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

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

Ultra Trail DE is a challenging 6-hour trail running event held at 2900 Montchanin Road in Wilmington, Delaware. The race features a roughly 5-mile loop with about 700 feet of elevation gain per lap, set on private scenic trails that include creek crossings, singletrack paths, rolling hills, and uni..

Cedar Run's Trails, Tails & Ales is an annual 5K charity trail run held at Woodford Cedar Run Wildlife Refuge in Medford, New Jersey. The event features a scenic, exclusive trail course starting and ending at the Nature Center Pavilion. Participants receive a limited edition event t-shirt, light bit..

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) consisting of two loops, and a 10K (6.55 miles) with one loop. The course utilizes sections of the Little Jersey and Swamp Forest..

The Badgerpalooza will take place in Williamstown from Friday 17 October 2025 to Saturday 18 October 2025. You can run between 6 and 24 kilometers.

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 Mariners Bethel 6.2m Trail Run will take place in Frankford on Sunday 19 October 2025. You can run between 3 and 6 miles.

The Hot Mess Trail Races will take place in Pittsgrove on Saturday 25 October 2025. You can run between 13 and 6 kilometers.

The Talaria Trail Run will take place in Laurel on Saturday 15 November 2025. You can run 4 miles.

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 will take place in Vineland on Thursday 27 November 2025. You can run 3 miles.

The Milford Cross Country Booster Reindeer Stampede 5k will take place in Felton on Saturday 29 November 2025. You can run 5 kilometers.

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

The Angela Ivory Memorial Runs is an annual trail running event held at Killens Pond State Park in Felton, Delaware. It features challenging distances including a 50K, 100-mile, and 24-hour race. The course consists of a roughly 3.1-mile mostly dirt loop within the park, with gentle terrain, minimal..

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

The HAT Run 50K is a trail running event held in Havre de Grace, Maryland. The course primarily consists of single-track trails, open fields, dirt roads, and some paved sections, featuring nearly 4,400 feet of elevation gain. Runners start with a 3-mile loop followed by two 14-mile loops. A notable..

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..