Trail Running calendar near Naval Academy 2025-2026

We have found 81 Trailruns within 80 miles of Naval Academy. See below where and when you can find the races.

No Man's 50K is a women-only trail running endurance event held in Triangle, Virginia, featuring 25K and 50K distances. The course consists of two loops of approximately 15 miles each, designed as a great first-time ultramarathon route. Runners experience a mix of terrain with about 70% single track..

The Dark Side 8 Hour Ultra is an eight-hour trail race at Little Bennett Park in Montgomery County, Maryland, near Clarksburg. The course is a 5.5-mile loop run mostly on single-track trails, starting at the Little Bennett Campground Pavilion. Runners may complete as many laps as they wish within th..

Blazing Saddles is a trail running event hosted by the York Road Runners Club at Codorus State Park in Hanover, Pennsylvania. Scheduled for March 14, 2026, it offers two race distances: a 25K and an 8 Miler. Both courses run along the scenic Ranger Trail, featuring a mix of horse trails, single-trac..

HAT Run 50k takes place in Havre de Grace, Maryland, offering a challenging 50-kilometer trail race. The course blends mostly single-track trail with open fields, dirt roads, and a stretch of paved road, featuring nearly 4,400 feet of total climbing. Runners start with a 3-mile loop, then complete t..

Capital Backyard Ultra is a Last Runner Standing race held at Meadowood Special Recreation Management Area, 10702 Harley Rd., Lorton, Virginia, near Washington, DC. The course is a 4.167-mile loop that runners complete in succession, with the field reduced until only one remains, who must finish one..

The Genesee Valley Ultra is an endurance running event held at the Genesee Valley Outdoor Learning Center in Parkton, Maryland. It features a 2.5-mile trail loop through farm roads, grass fields, and some double track on private property. Participants can choose from 6, 12, or 24-hour race durations..

April 2026

The Sheetz-to-Sheetz Trail Run is a 14-mile untimed point-to-point trail run held in King George, Virginia. Starting at a Sheetz convenience store near King George Middle School, the course follows rural roads briefly before transitioning to the flat, well-marked Dahlgren Railroad Heritage Trail, a..

The Bull Run Run 50 is a trail race of 50 miles scheduled for April 4, 2026, in Clifton, Virginia. The event is organized by volunteers from the Virginia Happy Trails Running Club and was established in 1993. The listed entry fee is $125 and a 13 hour time limit applies. Registration is planned to..

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walkers are welcome, and a virtual race option is available for r..

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding workout. Runners can choose between the 5k or 10k distances..

The Breeze Thru The Trees 5k is a cross-country running event held at Ruppert Nurseries, a 500-acre tree farm located in Gaithersburg, Maryland, within Montgomery County’s Agricultural Reserve. The event features a 5K run and a 1-mile fun run, offering participants a scenic course winding through a..

Run to Remember in Sykesville, Maryland takes place at Piney Run Park (30 Martz Rd, Sykesville, MD 21784). The event offers multiple distances: 50K (6 loops of 5.25 miles), 25K (3 loops), an 8 Hour Challenge, and a 5.25-mile race. The course runs through woods and meadows with lake views along about..

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 pets are welcome.Runners receive a glass of wine, a finisher’..

The C&O Canal 100 is a 100-mile ultramarathon held in Knoxville, Maryland, along the scenic C&O Canal towpath near the Potomac River and Appalachian Mountains. The course features one approximately 40-mile loop followed by two 30-mile loops, starting and finishing at Camp Manidokan. Runners enjoy a..

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 laps, each start at the top of the hour and must be complet..

Race4Warriors Half Marathon, held in Lewes, Delaware, begins and ends at American Legion Post 17. The event offers three Half Marathon challenges: Run, Race Walk, and Heavy March (a trail option with a 15 lb pack). The USATF-certified course winds through Cape Henlopen State Park and Fort Miles alon..

The More Miles Last One Standing Challenge is an endurance running event held in Knoxville, Maryland, featuring a unique "last one standing" format. Participants run a 4.167-mile loop, known as "the yard," every hour on the hour, continuing as long as they can complete the distance within the hour...

June 2026

The OSS/CIA 50 Mile Night Run is a challenging ultramarathon held in Prince William Forest Park, Virginia, a historic site once used to train World War II OSS spies. The race features a 25+ mile loop primarily on single-track trails, fire roads, and several bridge and road crossings, which runners c..

August 2026

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 Registration opens October 1, 2025. The half marathon fee is listed at $65 and..

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 steep climbs, exhilarating descents, and technical sections over..