Trail Running calendar near Leonardtown 2026-2027

We have found 90 Trailruns within 80 miles of Leonardtown. See below where and when you can find the races.

A trail ultramarathon in Prince William Forest Park near Triangle VA offering 50K, 100K and 100 mile loop courses. Well marked single track with staffed aid stations, limited entry and specific qualifying and time limit rules for each dista..

Trail runs at Fountainhead Regional Park on hiking trails and old dirt roads with 4.8- and 10.5-mile options, aid stations, post-race food, and a kids race and program for ages 2-11.

A VHTRC holiday time 50k out and back on the Bull Run-Occoquan Trail from Hemlock Overlook to Fountainhead, with four aid stations and a GPX file for navigation. Entry includes lodge access, stocked aid stations, and a catered after party f..

Multiple race options are offered at Pocahontas State Park near Richmond on December 12, 2026, with courses through the wooded Bright Hope Trail area. Walkers are welcome and virtual entries are available with medal and shirt choices.

A trail event at Burke Lake Park on December 24, 2026 offering 5 km and 10 km distances plus virtual participation. Walkers are welcome and registration includes tiered pricing and merchandise options.

January 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.

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.

February 2027

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.

April 2027

A 14 mile untimed point to point trail run in King George, Virginia, routed mostly along the Dahlgren Railroad Heritage Trail through farmland and forest. The event is cupless, supports Sheetz For the Kidz, and features themed aid stations..

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.