Trail Running calendar near Leesburg 2026-2027

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.

The Spring Hops will take place in Mount Airy on Sunday 18 April 2027. You can run 5 kilometers.

A 100 mile ultramarathon on the C&O Canal towpath in Knoxville, MD with start and finish at Camp Manidokan. The course is one 40 mile loop plus two 30 mile loops, with multiple aid stations and extensive riverside scenery.

A last person standing endurance race in York, PA where runners repeat hourly loops until one remains. Entries include a designated parking and crew area, an event shirt, and a certified distance card.

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.

Trail Demon 5k & 10k in Bluemont VA features scenic, hilly trail courses with technical terrain around the property; runners can enter in-person 5 km or 10 km races or choose virtual options with medal or shirt.

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.

The SCA 5K is a cross country 5 kilometer race on natural terrain held within Shalom Dutchfest. It offers multiple age divisions with medals, ribbons, and cash prizes, and early registrants receive a complimentary t shirt.

Shenandoah Sky in Bentonville, Virginia on May 15, 2027 offers a Mountain 25K with 1700+ feet of climbing, an 8 Mile trail race, and an untimed 8 Mile hike through river, valley, and forest single track.

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.