Trail Running calendar near Leonardtown 2025-2026

We have found 48 Trailruns within 80 miles of Leonardtown. See below where and when you can find the races.

Run the Dash Through the Dirt May 16, 2026 at Carderock on the scenic C&O Canal towpath in Potomac MD. Choose 5k, 10k or half marathon on light gravel with chip timing, tech shirt and finisher coin. Proceeds benefit EOD Warrior Foundation.

Run the Motion for Justice 5k in Rocketts Landing along the scenic Virginia Capital Trail with James River views. Enjoy a finisher medal and technical shirt or go virtual if you cannot attend in person.

June 2026

Join the Taskinas Creek Hike a Half on June 7, 2026 at York River State Park for an inclusive, no frills trail half that prioritizes fun over speed. Limited to 250 runners, scenic single track and a tough final two miles make for a memorabl..

Run under the stars in Prince William Forest Park at the OSS/CIA 50 Mile Night Run, honoring the park's OSS legacy. Choose 50 mile or 25 mile on a scenic single track loop with aid stations and true night race atmosphere.

July 2026

Hit the scenic B&A Trail in Severna Park for a marathon or half marathon on March 29, 2026. Enjoy wooded waterfront trails and a lively finish at Severna Park High School hosted by the Annapolis Striders.

August 2026

Take on the rugged MD Heat Trail Race in Elkridge with 25K and 50K options across rolling single track, technical rocky sections, river crossings and more than 2000 ft of vertical gain. Unwind at the post race party with craft beer, real fo..

October 2026

Explore scenic new hiking trails at Pocahontas State Park with options of a half marathon or 10k, both starting and finishing on the park's grass field. Pro chip timing and live results add a competitive edge to this fall trail run.

Halloween Horror 5k & 10k returns to Conway Robinson State Forest Park in Gainesville, VA, offering a forest trail race with a Halloween theme. The event features 5k and 10k distances, with the 10k being two laps of the 5k course. The loop..