Trail Running calendar near Little Orleans 2026-2027

An annual trail running event in Mount Airy, Maryland on October 11, 2026, offering a 5 mile trail run plus 4 hour and 8 hour timed challenges. Net proceeds support the Frederick Steeplechasers Memorial Scholarship Fund.

Rocky Gap 25K and 50K trail events and relay options take place at Rocky Gap State Park on October 11, 2026. Courses use three distinct loops with singletrack sections, lakeside views, staffed aid at base camp, and on course water stations.

Trail races at Lake Fairfax Park in Reston on October 18, 2026 offering 5.1 mile and 10 mile singletrack courses with rocky and rooty sections, short climbs, parking at Pavilion G, and a supervised kids program.

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..

Celebrate Halloween with the Quarry Shack 5 Miler in Vintondale, a scenic 5 mile run or walk along the Ghosttown Trail. Enjoy a friendly out and back course with chip timing and post-race awards.

A trail ultramarathon in Green Ridge State Forest near Little Orleans, Maryland, offering 50K and 25K on red and green trails. Out and back course with aid stations, finisher premiums, and scheduled training runs.

Trail races at Button Farm in Germantown, MD on November 7, 2026, offering half marathon, 10K and 5K distances plus virtual options; courses mix twisty singletrack and open farm fields and include aid stations, medal and post-race food.

An 8K cross country run at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The mixed terrain course loops through grapevines and hop yards and finishers receive a complimentary tasting.

Trail runs at Hemlock Overlook in Clifton, Virginia on November 15, 2026 offering 5.2 mile and 9.5 mile options over hiking trails, dirt roads and fields, with aid stations, medical support and a separate kids program.

A trail race at Riverbend Park on November 22, 2026, offering 5- and 10-mile options along riverside singletrack with short hills; registration includes aid stations, post-race food and a race shirt, and a charity option supports Homestretc..

Run the scenic Turkey Trot at The Winery at Bull Run on Manassas National Battlefield with 5k and 10k options, in person or virtual. Enjoy a post race glass of wine, a finisher medal and tech shirt while supporting the Manassas Battlefield..