Trail Running Calendar Delaware 2025-2026

Ramsey's Farm Pumpkin Run/Walk is a community running event in Wilmington, Delaware, held at Ramsey's Farm (440 Ramsey Road). The event features a 5K run/walk on off-road trails with uneven terrain and a free Kids Race for children 10 and under. It fosters a pumpkin-farm atmosphere with family-frien..

Ultra Trail DE is a 6-hour trail running event held on private Longwood Gardens property at 2900 Montchanin Road in Wilmington, Delaware. Runners tackle roughly a 5-mile marked loop with about 700 feet of elevation gain per lap, featuring creek crossings, twisty singletrack, grass and gravel, and oc..

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 5th Annual Darby Dash 5K Run/Walk, hosted by Seashore Striders, takes place at Cape Henlopen State Park’s Main Beach Parking Lot in Lewes, Delaware. The event offers a flat 3.1-mile course described as flat and fast: starting on the north side of the bathhouse parking lot, the route follows the..

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 22nd Annual Mariners Bethel 6.2m & 3.1m Trail Run takes place at Camp Barnes in Frankford, Delaware. The flat, fast course begins and ends at Camp Barnes, winding through cross-country roads and trails in the Assawoman Wildlife Refuge. In addition to the 6.2-mile and 3.1-mile trail runs, there a..

Run Of The Mill 5/10-miler walk/run trail runraiser takes place at Brandywine Creek State Park in Wilmington, Delaware (Hawk Watch Parking Lot, 41 Adams Dam Road, 19807). Participants choose a 5-mile or 10-mile marked course through Delaware’s rugged cross-country terrain, described as Delaware’s to..

Talaria Trail Run is a fall trail event held at Trap Pond State Park in Laurel, Delaware. It features a 4.5-mile Race and a 2-mile Walk. The course follows the Bob Trail—a 4.5-mile loop around the 90-acre Trap Pond—winding through hardwood forests, crossing a dam at Raccoon Pond, and spanning boardw..

Now in its 27th year, the Milford Cross Country Booster Reindeer Stampede 5k takes place at Killens Pond State Park in Felton, Delaware. The event offers a 5k run/walk and a competitive walking option, benefiting Milford High School Cross Country. The course, mapped in advance, emphasizes a family-f..

Angela Ivory Memorial Trail Runs is an annual ultramarathon event held at Killens Pond State Park in Felton, Delaware. The race offers three distance options: a 50-kilometer, a 100-mile, and a 24-hour run, inviting endurance athletes to tackle different formats. The next edition is scheduled for Jan..

Race4Warriors Half Marathon, held in Lewes, Delaware, begins and ends at American Legion Post 17. The event offers three Half Marathon challenges: Run, Race Walk, and Heavy March (a trail option with a 15 lb pack). The USATF-certified course winds through Cape Henlopen State Park and Fort Miles alon..