Trail Running calendar near Highfield-Cascade 2026-2027

Fire on the Mountain is a scenic trail race in Green Ridge State Forest near Little Orleans, Maryland, on November 1, 2026. Choose a bold 50K or rugged 25K on technical trails and forest roads with aid stations and finisher perks.

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.

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.

Enjoy a crisp fall trail run at Hemlock Overlook, winding through forests, fields, stream crossings, and scenic Bull Run views. Choose a 5 or 10 mile course with plenty of spots for friends and family to cheer.

A trail running event at Riverbend Park in Great Falls, VA offering 5 miles (one lap) and 10 miles (two laps) on riverside singletrack with modest hills and stated elevation gains. A morning kids program and a youth race run alongside the e..

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.

Run scenic trails along the Occoquan Reservoir at Fountainhead Regional Park for the Fall Backyard Burn Trail Run. Choose a spirited 5 Mile or a challenging 10 Mile course with rolling climbs and great views.