Trail Running calendar near Leesburg 2026-2027

Experience the West Side Quarry trail race along the Rappahannock River in Fredericksburg. This 10k course features a steady climb and rolling hills with 426 feet of elevation gain for a dynamic running experience.

A six-hour endurance run and three-person relay at Quiet Waters Park in Annapolis on July 19, 2026. The course is a roughly 4.25 mile shaded loop with aid stations, age-group and overall awards, and participant premiums.

A 5K and 10K run around the grounds of 868 Estate Vineyards in Purcellville, Virginia on July 25, 2026. Virtual entries and tiered registration options are offered, including choices for medals and shirts.

Trail running at Button Farm in Germantown, MD over twisty single track with stream crossings, log ramps, and farm fields. Options include a 5K and an about 10K course with aid stations, post race food, and optional medals.

A 5K and half marathon run along the Chesapeake & Ohio Canal path in Georgetown Washington DC on July 25, 2026. Walkers are welcome and virtual entries are available with medal and shirt options.

A July trail event at Locust Shade Park in Triangle, VA offering 5K and 10K distances plus multiple virtual options. The courses run on shaded, scenic trails and walkers are welcome.

A community 5K trail run at Rock Creek Picnic Shelter A in Rockville, part of the PAMOJA Weekend celebrating unity, culture, and wellness. The event is hand timed and includes a participant T-shirt and finisher medal.

Run through the wooded singletrack trails and streams of Little Bennett Regional Park in Maryland. Enjoy a community atmosphere with professional timing, post race breakfast burritos, and distances for different experience levels.

Trail 5K, 10K and a half-mile kids run at Miller Plant Farm in York, PA, on mixed farm and wooded surfaces; overall and age-group prizes, produce samplers for 5K/10K entrants, and 100% of proceeds benefit the WellSpan York Cancer Patient He..

Trail races of 5K and 3K at Codorus State Park Marina organized by Delone Catholic High School's cross country team; early registration includes a T-shirt and goodie bag and proceeds support several local funds.

An 8K cross-country race at Anne Arundel Community College on August 2, 2026, part of the Annapolis Striders Championship and Maryland/DC RRCA Grand Prix Series, with pre-registration fees and race day registration available.

A relaxed practice run on August 2, 2026 at Fountainhead Regional Park with route options from 6 to 13+ miles. Entry is open but limited to 60 and requires sign up; light refreshments are provided.

A half marathon and a 50K on the Dahlgren Railroad Heritage Trail in King George, VA on August 8, 2026. Mostly flat rails to trails courses with time limits, finisher medals, apparel options and postrace food including free MooThru ice crea..

A scenic Winchester VA event on August 8 2026 offering 5K, 10K, a half marathon and virtual entry options with medals and shirts available.

A 6K cross country race beginning and ending at Death Ridge Brewery, using parts of the Verdun Adventure Bound course. The event features varied trails, ponds and bridged streams, race shirts for early registrants, and awards with proceeds..

The Bunker Hill Trail Races will take place in Parkton on Sunday 9 August 2026. You can run between 4 and 8 miles.

Trail event in Elkridge, MD with 25K and 50K options on rolling single track featuring technical sections, river crossings, multiple aid stations with real food, and a post-race pavilion gathering.

A trail 5K in Gettysburg on August 15, 2026, with a race shirt option for early registrants and an event bottle opener medal. Brewfest options and tours of the Daniel Lady Farm House and Barn are available the same day.

In-person 5K and 10K races run along the Bull Run Occoquan Trail at Bull Run Marina in Clifton, VA on August 15, 2026; virtual entries are available with different medal and shirt options and fees vary by registration period.

A relaxed practice run at Fountainhead Regional Park offering multiple distances up to 13.1 miles on August 2 and August 15, 2026. Entry is open but limited to 60 participants and runners are responsible for their own medical needs.