Trail Running calendar near Lovettsville 2026-2027

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..

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.

Annapolis Striders unites runners in Annapolis, MD with road and trail races from 1 mile to ultramarathon and training programs for beginners to marathoners. Enjoy community races and a lively event calendar year round.

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..

Run Thanksgiving at the 22nd Catonsville High School Turkey Trot featuring a chip timed 5K and 1 Mile Family Fun Run on a cross country course. Proceeds support CHS cross country and there are prizes; strollers and pets not allowed.

Trail races at Fountainhead Regional Park on December 6, 2026 offer a 4.8 mile single loop and a 10.5 mile course that adds an out-and-back on the Bull Run Occoquan Trail, organized by EX2 Adventures with a charity partner.