Trail Running calendar near Virginia Beach 2026-2027

We have found 21 Trailruns within 80 miles of Virginia Beach. See below where and when you can find the races.

The oldest charity race on the Outer Banks, held through Nags Head Woods Ecological Preserve in Kill Devil Hills, North Carolina. The 2026 edition marks the 40th anniversary and includes a 5K, a fun run and a one mile walk.

Cross country at Bells Mill Park with a 5 km race, a 1.5 mile kids course, and a competitive 5 km walk. Early registrants get guaranteed T-shirts and all finishers receive medals; awards across multiple age groups.

June 2026

A mostly trail, low frills half marathon at York River State Park on June 7 2026 with a new Hike a Half option, marked trails, aid stations, and a five hour time limit.

Experience summer trail running on the dirt paths of Sandy Bottom Nature Park. This three race series offers increasing distances from 5k to 5 miles to support local scholarship funds.

Night Owl 9k at Freedom Park in Williamsburg VA is a night trail race over single track, fire road and paved trails with rolling hills and technical sections. Post race activities include pizza, beer and wildlife education.

July 2026

A two mile run across the sand dunes of Jockey's Ridge State Park in Nags Head on July 3, 2026. The timed event supports Friends of Jockey's Ridge, awards age group winners and offers a finisher medal plus post race food and beer for partic..

Trail-based multi-hour event at Windsor Castle Park in Smithfield, VA with 10 hour, 5 hour, 2 hour and one-lap 5k options on a 3.1 mile loop that gains about 150 ft per circuit.

A women only 5K obstacle mud run with 18+ obstacles at Historic Greenbrier Farms in Chesapeake, VA on July 19, 2026. Open to participants aged 7 and up, the event welcomes running, jogging or walking and emphasizes teamwork and fun.

August 2026

A 12 hour endurance run at Oak Grove Lake Park in Chesapeake, VA on a 1.5 mile loop with lake views and forested sections. The unpaved, tree-lined course has one aid station and is limited to 60 runners.

October 2026

Test your endurance at Jockey High Ridge State Park by completing a 5k loop every hour for five hours. Run the full 25k solo or pair up with a teammate to tackle this unique coastal loop challenge.

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.

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.

November 2026

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.

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.

December 2026

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.

January 2027

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.

February 2027

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.

March 2027

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.

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