Trail Running calendar near Severna Park 2026-2027

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.

A six hour trail endurance challenge in Coatesville where participants run a 5K every hour for up to six rounds. Finishers earn patches or a medal and results feed a national leaderboard with championship prizes.

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.

A fall trail event at Trap Pond State Park featuring a 4.5 mile loop on the Bob Trail and a 2 mile walk. Participant fees support Legacy Academy.

Trail races of 50K and 20K at Rosaryville State Park in Upper Marlboro MD on November 14, 2026 feature a 9.5 mile perimeter single track, two aid stations, a nearby bag drop area, and awards for top finishers including military categories.

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 running event at Barrel Oak Winery and Brewery in Delaplane, VA on November 15, 2026, offering 3K and 6K courses plus virtual entry options; walkers and leashed pets are welcome.

BRRC GPS Cross Country 5K at Herring Run Park on November 15, 2026 features a cross country style start, mixed surfaces and two river crossings. Entry is free and donations are accepted.

A 25k trail race in Queen Anne, Maryland on November 21, 2026, featuring mostly single-track and horse trails, three stocked aid stations, awards for top finishers, and a no rain date policy unless support services cannot operate.

A cross-country 5K and one mile fun run at Ida Lee Park in Leesburg on November 21, 2026, featuring a long sleeve shirt for pre-registered 5K runners and a finisher medal for one mile participants. Donations for Loudoun Hunger Relief are re..

Experience riverside singletrack at Riverbend Park with 5 and 10 mile trail races. This event offers scenic Potomac River views, a dedicated kids program, and professional race support in a beautiful natural setting.

A 5K and 10K held on the flat Chesapeake and Ohio Canal Towpath at Carderock Park in Potomac, MD the weekend before Thanksgiving; virtual entries are available with options for medals and shirts.

A pre Thanksgiving Turkey Trot at The Winery at Bull Run in Centreville, VA, with scenic 5 km and 10 km courses through the Manassas National Battlefield. In-person races and virtual entries with medal and shirt options are available.

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.

A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.

A late November 2026 community 5k at Killens Pond State Park offering a 5k run walk and a competitive walking 5k with chip timing, age group awards, long sleeve shirts, and a post race refreshment selection.

Looped trail ultras in Prince William Forest Park offering 50K, 100K and 100 mile options on well-marked single-track with staffed aid stations and set time limits; entry is limited and the 100 mile requires a recent 50 mile finish.

Experience the beauty of Fountainhead Regional Park on a course featuring hiking trails and dirt roads. With two distance options and a dedicated program for kids, this event offers a complete day of trail running near the Occoquan Reservoi..