Trail Running calendar near Leonardtown 2024-2025

We have found 45 Trailruns within 80 miles of Leonardtown. See below where and when you can find the races.

The MD Heat Trail Race, held at the Patapsco Pickall Area in Elkridge, MD, offers both 25K and 50K trail running options. This event features a challenging course with rolling single track, technical sections, and two river crossings, providing a unique experience for runners. Participants can enjoy..

The Terrible Twelve is a unique 12-hour running event held at Warhill Nature Trail in Williamsburg, VA. Participants can walk or run on a 3.7-mile loop, aiming to complete as many laps as possible within the time limit. This self-supported race encourages camaraderie, as runners must volunteer for a..

September 2025

The Brandy Station Battlefield 10k is a scenic running event scheduled for September 27, 2025, at the historic Brandy Station Battlefield. Participants can enjoy a combination of cross-country and gravel dirt road courses, featuring slight elevation gains. Runners will receive a finisher's medal, a ..

October 2025

The Halloween Horror 10k is a thrilling running event taking place at Conway Robinson State Forest Park. Participants can enjoy a scenic trail route that features technical terrain and minor hills. The event includes both a 10k and a 5k option, with points contributing to various series standings.Ru..

November 2025

The MCRRC Stone Mill 50 Mile Run is a challenging ultramarathon event taking place in Montgomery Village, Maryland. Scheduled for November 8, 2025, this race attracts runners of various skill levels who are eager to test their endurance on a scenic course. Participants can expect well-organized logi..