Trail Running Calendar Delaware 2025-2026

We have found 4 Trailruns in Delaware. Check below where and when you can find the races.

Join the inaugural Wild & Rooted 5K at Mt. Cuba Center for a scenic trail through meadows, forests and rolling hills. Stay after for live music, guided nature tours, hay wagon rides and drinks amid restored native landscapes.

Join the festive 27th Milford Reindeer Stampede at Killens Pond State Park on November 29, 2025 for a chip timed 5K run or competitive walkers only 5K. Enjoy a long sleeve tee and a cozy post race party with treats and photos.

January 2026

Angela Ivory Memorial Trail Races at Killens Pond State Park on Jan 24 and 25 offer ultra distances including 50k, 100 mile and 24 hour events. The 50k is full with no wait list; enter another distance and drop in on race day if spots open.

May 2026

Join Race4Warriors in Lewes on May 9, 2026 for 5K, 10K or half marathon courses through Cape Henlopen, Fort Miles and Rehoboth Beach. Support Wounded Warriors and homeless vets while enjoying exhibits, live music and finisher medals.