Trail Running calendar near Pocomoke City 2025-2026

Join the 27th Milford Reindeer Stampede 5K at Killens Pond State Park for a festive timed 5K run or a competitive walking only 5K. Enjoy long sleeve tees, post race treats and a scenic road and trail course in late November.

Enjoy The Chills in the Mill at Harwoods Mill Park in Yorktown with a scenic half marathon or upbeat 5K over mixed trail roads and single track. Small fields, on site awards and aid stations make this a welcoming winter race.

Take on rugged trails at Killens Pond State Park in Felton Delaware during the Angela Ivory Memorial Trail Runs on January 24 and 25 2026. Distances include a 50k, 100 Miler and 24 Hour event; 50k is currently full.

The Algonquin 50K is a community driven nonprofit trail race at Pocomoke River State Park starting and finishing at Milburn Landing. Expect mostly flat sandy trails, well stocked aid stations, and a friendly low key ultrarunning atmosphere.

Run scenic single track around Saint Marys Lake near Leonardtown with 17K, 34K, and 50K options on a roughly 10.5 mile loop featuring rolling climbs, aid stations, timing, and finish line pancakes. Limited to 100 runners for a friendly trai..

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.