Trail Running calendar near Catonsville 2026-2027

Experience a unique trail event at Milkhouse Brewery in Mount Airy featuring a 5 mile race and timed ultra challenges. Complete as many loops as possible over four or eight hours on this scenic farm course.

A community trail event on October 11, 2026 at Bretton Woods Recreation Center in Darnestown, MD offering a 5K trail run and a 1 mile walk. The event raises funds and awareness for addiction prevention, education, and support.

Trail races at Lums Pond State Park with timed 12 hour solo and relay formats plus 24 km and 12 km lake laps; chip timing, age graded results, aid stations, and finisher sweatshirt and hats.

A technical trail 10K at Black Hill Regional Park with rocky and rooty terrain. The race is part of a low key series, free for club members and available to non members for a fee with on site bib and chip pickup.

The Annual Boulder Dash at Pinesburg Quarry in Williamsport, MD on October 17, 2026 offers three distances : 5 miles, 5K and 1 mile, and the quarry will be closed during the event for safety.

A scenic, flat 5K and 10K at Bluemont Park in Arlington on October 17, 2026, with in-person and virtual entry options. Walkers and strollers welcome and tiered registration pricing applies.

Experience the scenic singletrack trails of Lake Fairfax Park with 5 mile and 10 mile race options. Enjoy a community atmosphere with post race breakfast and a dedicated program for children.

GPS Big Gunpowder Trail is a 5.25 mile trail race at Gunpowder State Park in Kingsville on October 18, 2026. The course includes a steep start, downhill and single track sections, and entry is donation based with race day registration avail..

A trail event at Patapsco Valley State Park with in person and virtual 50k and 25k options, event swag, aid stations, and a finishers mug or medal.

A marked trail competition in Prince William Forest Park offering a 25 km one loop and a 50 km two loop option with on course aid stations. Entry opens September 15, 2026 and the field is limited to 110 runners.

Trail races at Conway Robinson State Forest on October 25, 2026, offering 5K, 10K and several virtual options with medal and shirt choices; walkers are welcome.

Scenic 5K through vineyard and farm at Rocklands Farm Winery with chip timing, age group awards, and a post-race wine tasting with live music. Walkers and children are welcome and a one hour course time limit applies.

Experience a mix of twisty singletrack and open farm field running in Germantown. This late autumn trail event offers three distances and a festive post race atmosphere at the historic Button Farm.

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.

Run Through the Grapevine is an 8K cross country race at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The course runs through vineyard rows and adjacent hop yards, and all finishers receive one free winery tasting.

Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.

Trail races of 50K and 20K at Rosaryville State Park near Upper Marlboro, MD. Courses run on a 9.5 mile perimeter trail through woods and meadows with aid stations, drop bags, and a strict no-headphones policy.

Trail races at Hemlock Overlook in Clifton, VA offer two loop options, 5.2 miles or 9.5 miles. The course follows hiking trails, dirt roads and fields along Bull Run and includes designated spectator areas and park facilities.

A pre-Thanksgiving 3K and 6K at Barrel Oak Winery and Brewery in Delaplane, VA on November 15, 2026. In-person runs and virtual entry options are available; walkers and leashed pets are allowed.

A 5K cross country at Herring Run Park on November 15, 2026, featuring mixed surfaces and an XC style start. Entry is free and donations support a college scholarship or Friends of Herring Run Parks.