Trail Running calendar near Williamsburg 2026-2027

A 24-hour loop endurance race in Williamsburg, VA on a USATF certified 2.215 mile crushed-gravel loop, with multiple distance awards, team tracking, and proceeds benefiting The Arc in Williamsburg.

A trail half marathon at First Landing State Park with sandy sections, roots, bridges, and about 300 feet of elevation gain; includes event shirt, finisher beanie, donuts, and age-group awards.

A scenic 5K in Rocketts Landing, Virginia, along the Virginia Capital Trail with views of the James River. The event includes in-person and virtual entry options with medal and shirt choices.

Virginia Beast 2026 is a multi-day rucking event in Virginia Beach on 6 to 8 November 2026. Events vary in distance and competitors must be prepared to carry 40 lb, 50 lb, or 80 lb rucks.

Experience the only race held on the scenic Noland Trail in Newport News. Runners can tackle the 50 km distance solo or as a relay team while enjoying a post race festival with live music and tastings.

Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.

A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award suppo..

A multi-format running and rucking event at Windsor Castle Park in Smithfield VA with a marked 5 km loop, a 10K option, timed 8 and 4 hour formats, lap counting, rucking divisions, and finisher medals.

A 24 hour ultrarun on the Roanoke Canal Trail using an out and back *10k* loop with start and finish at Weldon Mills Distillery on the Roanoke River. Held December 5 to 6, 2026; registration opens August 1, fee $120.

Multiple USATF certified races take place on the Dismal Swamp course in Chesapeake, VA, including 50K, marathon, half marathon and a 50K relay. Aid stations are provided and finishers receive apparel and medals.

Trail races at Pocahontas State Park include 5K, 10K and a half marathon on the wooded Bright Hope Trail, with virtual options available; walkers are welcome.

A 50K two-loop trail race at First Landing State Park in Virginia Beach with two full aid stations and an eight hour time limit. Registrants get a Brooks shirt, finishers a medal, and there is a post-race gathering at Smartmouth Brewery.

The Snowy Owl 10 Mile will take place in Williamsburg on Sunday 3 January 2027. You can run 10 miles.

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 200 mile out and back run from Sandbridge Beach to Cape Hatteras Lighthouse on February 28, 2027 in Virginia Beach, raising funds for Awareness N Action and Mission22 with 30 in person spots available.

A multi-distance ultra on the Outer Banks held March 20 to 21, 2027 that runs point to point along paved coastal roads from Corolla or Nags Head to Hatteras. Options include 100 mile, 100K, relay, chariot, pacer and virtual events.

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 weekend trail relay at Pocahontas State Park featuring lake side single-track loops, camping in Ragnar Village, and team options from 3 to 8 runners. The course totals 120 miles with about 15 miles per runner and varied park amenities.

A 24-hour solo and team event on a flat 3.75 mile dirt loop in Hampton, VA, with milestone plaques, technical shirts, and awards; registration opens in January and entries are limited to 200, supporting the American Cancer Society.