Trail Running calendar near Bentonville 2026-2027

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.

A timed mountain trek at Wisp Resort offering 7, 14, 21, and 28 mile loop options with a 10 hour limit; well marked trails, optional weighted vests for bonus swag, and finishers receive a shirt, patch, and medal.

A single-day endurance walk at Massanutten offering 7, 14, 21, and 28 mile options, optional ruck weights, and a choice of western slope or advanced ridgeline terrain.

A cross country 5K at Red Shedman Farm Brewery on the Linganore Winecellars grounds, with a technical quarter zip and one pour for finishers and on-site picnic and tasting options.

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 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.

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.

The Massanutten Mountain Trails 100 Mile Run will take place in Fort Valley on Saturday 15 May 2027. You can run 100 miles.

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.

Backyard-style ultra in Knoxville MD with repeating 4.167 mile laps every hour until one remains, plus a concurrent 1 mile Mortals edition.