Prince Frederick
Trail Running Calendar near Prince Frederick 2026-2027
Explore the top trail runs near Prince Frederick for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail races in Rosaryville State Park on November 14, 2026 offering 50K and 20K on mostly single track with aid stations, drop bags, and time limits.
February 2027
Trail running at Saint Marys Lake in Leonardtown, MD offering 17K, 34K and 50K on a roughly 10.5-mile loop with two aid stations and a 100-runner field.
April 2027
Runs through 50 acres of vineyards at Ingleside Vineyards with 5K and 8K chip timed courses, plus post race wine and live music.
A chip timed 5K run/walk at Corteau Vineyards on a two lap grass course through the vines, with race swag, a wine pour and proceeds supporting ZERO Prostate Cancer.
May 2027
A chip timed 5K at Running Hare Vineyards on May 15, 2027 with finisher wine and a stemless glass, race shirts, medals, live music and age group awards.
August 2027
Family-friendly mud run with obstacles, mud pits, a pre-party and post-race party at Budds Creek Motocross Park in Mechanicsville on August 28, 2027.