Trail Running Calendar Maryland 2025-2026

We have found 26 Trailruns in Maryland. Check below where and when you can find the races.

The Genesee Valley Ultra will take place in Parkton from Saturday 28 March 2026 to Sunday 29 March 2026. You can run between 6 and 24 kilometers.

April 2026

The Breeze Thru The Trees 5k is a cross-country running event held at Ruppert Nurseries, a 500-acre tree farm located in Gaithersburg, Maryland, within Montgomery County’s Agricultural Reserve. The event features a 5K run and a 1-mile fun run, offering participants a scenic course winding through a..

Run to Remember in Sykesville, MD, is a memorial running event held at Piney Run Park, featuring distances of 50K, 25K, 5.25 miles, and an 8-hour challenge. The course is a scenic 5.25-mile loop through woods and meadows, with about half the route offering lake views. Runners complete multiple loops..

The C&O Canal 100 is a 100-mile ultramarathon held in Knoxville, Maryland, along the scenic C&O Canal towpath near the Potomac River and Appalachian Mountains. The course features one approximately 40-mile loop followed by two 30-mile loops, starting and finishing at Camp Manidokan. Runners enjoy a..

May 2026

The Farm Park Challenge is a unique trail running event hosted by My Muddy Shoes at the Agricultural History Farm Park in Montgomery County, Maryland. Participants can choose from three timed challenges—3-hour, 6-hour, or 10-hour—where runners must complete one lap of the course each hour, resting o..

The More Miles Last One Standing Challenge is an endurance running event held in Knoxville, Maryland, featuring a unique "last one standing" format. Participants run a 4.167-mile loop, known as "the yard," every hour on the hour, continuing as long as they can complete the distance within the hour...