Trail Running calendar near Leonardtown 2026-2027

A 31.7 mile New Year event in Prince William Forest Park run as three loops on groomed trails and some gravel roads. Unmanned aid at the start and finish is supplied by participants and entry is limited to 120.

Snowy Owl 10 Mile is a winter trail race at York River State Park on Jan 3, 2027, featuring technical single track, fire roads, and about 600 feet of elevation gain. The course includes three aid stations and a finisher medal.

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.

A half marathon and a 5K at Harwoods Mill Park in Yorktown on January 17, 2026, with shuttle parking from McReynolds Athletic Complex. Limited fields, four aid stations, on-site packet pick-up and specific trail conditions.

A 5K and a half marathon along the C&O Canal in Georgetown on January 17, 2027, with virtual options and points toward year-long series.

A January running event in Bethesda with 5K, 10K and half marathon courses at Carderock Recreation Area, plus virtual options and series points.

A scenic Potomac River road race in Potomac, MD offering 5K, 10K, half marathon and virtual options with walkers and strollers welcome.

A trail 5K on February 20, 2027 at the Wicomico Ranger Station in Parsonsburg, MD that raises funds for 4STEPS therapeutic riding programs, with age/gender prizes in Amazon gift cards and a $32 registration fee.

The RRCA Club Challenge will take place in Columbia on Sunday 28 February 2027. You can run 10 miles.

Riverside 8k and 16k in Potomac on February 28, 2027, with courses along the Potomac River and the C&O Canal path running north; nearby waterfalls and virtual participation options are available, and walkers are welcome.

An annual eight hour timed trail event on a 5.5 mile loop at Little Bennett Park in Clarksburg, MD with mostly single-track trails.

St. Patrick's Half and Marathon in Georgetown, Washington DC features races along the Chesapeake and Ohio Canal, a Boston qualifying full marathon, and virtual participation options.

A Last Runner Standing backyard ultra in Lorton, VA on March 20, 2027, using a 4.167 mile (6.7056 km) hourly loop with a limited 65-runner field, chef-supported aid, and entry by Ultrasignup waitlist.

A 14 mile untimed point to point trail run along the Dahlgren Railroad Heritage Trail that starts at one Sheetz and finishes at another. The event features unusual aid station snacks and practical finisher swag.

A 50 mile trail race near Clifton, Virginia on April 4, 2027, run over forested, rolling terrain in spring. Entry opens October 1, 2026; the race has a 13-hour limit and a $125 entry fee.

Run to Remember in Sykesville uses a 5.25 mile loop at Piney Run Park for 50K, 25K, a 5 miler and an 8 hour challenge. Fees include park entrance, a custom ice bandana and a commemorative mug.

A trail running event at the Agricultural History Farm Park in Derwood, Maryland, featuring lap based 3, 6, and 10 hour Challenges and a conventionally timed marathon and 25K. Volunteers receive the same finishers' swag.

Flat marathon and half marathon along the C&O Canal Towpath at Fletcher's Cove in Washington, DC. The mostly crushed gravel out and back course offers shaded river views, aid stations, and monetary prizes for top finishers.

A trail run of about 10k that features roots, gravel, rough terrain and low hanging branches. Water stops are self serve and participants must bring their own hydration; wave starts are used to manage trail volume.

A 24 hour Backyard ultra on Mason Neck with a 4.167 mile loop, 100 mile limit, single aid station, and a field capped at 100 runners.