Trail Running calendar near Dickerson 2026-2027

Trail ultraruns in Patapsco Valley State Park offering 50k and 25k options plus virtual entries, with five aid stations, event shirt and finishers awards; race headquarters at CCBC Catonsville.

Experience a seasonal trail run or walk through the scenic Conway Robinson State Forest in Gainesville with 5k and 10k distance options for all participants.

Experience a scenic 5K cross country run through the historic Rocklands Farm Winery followed by an after party with live music and wine.

A trail race in Green Ridge State Forest near Little Orleans MD on November 1, 2026, offering 50K and 25K out-and-back courses with multiple aid stations, set cutoff times, and scheduled training runs in September.

Trail races at Button Farm in Germantown, MD on November 7, 2026 feature twisty singletrack and open farm fields, with distances of 13.5, 6.7 and 3.2 miles. The event includes aid stations, portajons, finisher medals and post-race food.

Experience a 50 mile trail race through the scenic Seneca Greenway and Muddy Branch trails in Maryland. This event features forested single track terrain and small stream crossings for dedicated distance runners.

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.

Experience a scenic trail race through the forests and fields of Hemlock Overlook Regional Park. Choose between 5 or 10 mile distances on a spectator friendly course featuring stream crossings and riverside trails.

Run through the vineyards at Barrel Oak Winery on this pre Thanksgiving cross country course. The event features a 3k and 6k race, with participants receiving a finisher's medal, tech shirt, and a post race drink. The race supports Warriors..

Test your physical and mental discipline in a 48 hour endurance challenge held inside an abandoned turnpike tunnel. Complete 160 miles of paved out and backs in total darkness with restricted access to outside support.

A trail race at Riverbend Regional Park on November 22, 2026 offering 5 mile and 10 mile routes on riverside singletrack with aid stations, post-race food, parking, and a kids program.

Run a scenic Turkey Trot through the historic trails of Manassas National Battlefield. Choose between a 5k or 10k trail course and finish with a glass of wine from the Winery at Bull Run. Your participation supports the preservation of the..

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.

Trail loop ultras at Prince William Forest Park offering 50K, 100K and 100 mile options on well marked single-track with multiple aid stations, time limits, and field size capped at 300 runners.

Trail runs at Fountainhead Regional Park on hiking trails and old dirt roads with 4.8- and 10.5-mile options, aid stations, post-race food, and a kids race and program for ages 2-11.

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.

Experience a 50 km trail run through the rolling fields and woods of Maryland featuring 5,800 feet of elevation gain. Enjoy well stocked aid stations and a heated indoor post race celebration with handmade finisher awards.