Trail Running calendar near Williamsburg 2026-2027

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.

A Halloween themed 4 mile trail run and hike at York River State Park on a new course that includes dirt trails, rolling hills, single track and riverside views. The format is non competitive with finisher medals and post race refreshments.

An eight hour looped trail event at Powhatan State Park featuring a 2.7 mile loop and about 60 feet of elevation change per lap. Options include individual, relay, hiker, and a Parent Loop for family laps.

Greensprings 24 is a 24 hour loop endurance race in Williamsburg, VA on October 24, 2026. The USATF certified course, multiple distance awards, team tracking, and proceeds benefiting The Arc make it a timed endurance event.

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.

Virginia Beast 2026 is a multi day ruck and endurance event in Virginia Beach based out of LFT Gym on 6 to 8 November 2026. Multiple distances are offered and competitors must carry ruck loads of 40, 50, and 80 pounds.

A 50K race on the Noland Trail at Mariners' Museum Park in Newport News on November 7, 2026, offered as a solo 50K or as relay teams of two to six, with festival access included.

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..

An 8 hour endurance event and companion races at Windsor Castle Park in Smithfield VA on a marked 5 km loop. Laps are chip timed, a fully stocked aid station is provided, and rucking options and finisher medals are available.

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.

Experience a two loop trail ultramarathon through the scenic First Landing State Park in Virginia Beach. Enjoy a supported 50 km course followed by a post race celebration with pizza and refreshments.

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 more than 200 mile out and back from Sandbridge Beach to Cape Hatteras lighthouse across the Outer Banks, held to raise funds for veteran suicide charities. The event limits in person entries and provides minimal on course support.

A point to point ultra on the Outer Banks offering 100 mile, 100 kilometer, relay and virtual options. Runners face fully paved coastal roads, variable weather, strong winds and a pirate themed race culture.

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..

The Ragnar Trail Richmond will take place in Chesterfield County from Friday 23 April 2027 to Saturday 24 April 2027. You can run 120 miles.

A 24 hour running event in Hampton, VA, held on a flat 3.75 mile dirt loop. Teams and individuals compete with milestone plaques, technical shirts, on-site refreshments, and a long history of fundraising for the American Cancer Society.