Trail Running calendar near Baltimore 2025-2026

We have found 71 Trailruns within 80 miles of Baltimore. See below where and when you can find the races.

Run to Remember at Piney Run Park features scenic 5.25 mile loops through woods, meadows and lakeside views, with distances from a 5 Miler to a 50K. Take on the 8 Hour Challenge, earn finisher swag, and support youth programs and cancer res..

Barrel Oak 3k & 6k is a cross-country running event at Barrel Oak Winery in Delaplane, Virginia. The course winds through vineyard grounds with gravel sections and rolling hills, and the 6k is two laps of the 3k route. Walkers and leashed p..

Run 100 miles along the scenic C&O Canal towpath near Knoxville Maryland on April 25 2026, a WSER 2026 qualifier. Smooth, low elevation loops along the Potomac with volunteer staffed aid stations.

Event information The event is a 5k held on April 26, 2026 at Bluemont Station Brewery & Winery in Bluemont, VA (18301 Whitehall Estate Ln). Points from the race count toward the Year-Long 5k & Back of the Pack Series and the Sippin..

May 2026

Farm Park Challenge is a trail running event at Agricultural History Farm Park in Montgomery County, Maryland, presented by My Muddy Shoes. The race offers multi-hour lap formats: 3-Hour, 6-Hour, and 10-Hour challenges, totaling 3, 6, or 10..

Take on the More Miles Last One Standing Challenge on May 30 in Knoxville MD, a backyard ultra where runners cover a 4.167 mile loop each hour until one remains. Prize money, a 1 mile race, and a Backyard Ultra qualifier add the drama.

June 2026

Run under the stars in Prince William Forest Park on a rugged 25 mile loop once for 25 miles or twice for the 50 mile night challenge. Singletrack trails, stocked aid stations, and limited crew and pacer support.

August 2026

Event overview The 3H Trail Half Marathon + DHRT 50K is scheduled for Saturday, August 8, 2026, in King George, VA (4224 University Drive, 22485). The event features two races: 3H Trail Half Marathon Dahlgren Heritage Rail Trail 50K Regis..

Event overview The MD Heat Trail Race is a trail running event at the Patapsco Pickall Area in Elkridge, MD. The event offers the following distances: 50K 25K On-site parking is adjacent to the pavilions and start/finish area at Shelter #..

The Inferno 5k & 10k, held at Dirt Farm Brewing in Bluemont, Virginia, offers a rugged forest-trail challenge for runners of all paces. The course is a loop behind the brewery, with the 5k completing one loop and the 10k two, featuring stee..

October 2026

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..