Trail Running calendar near Virginia Beach 2025-2026

We have found 13 Trailruns within 80 miles of Virginia Beach. See below where and when you can find the races.

The Taskinas Creek Half Marathon is a mostly trail-based race held at York River State Park in Williamsburg, Virginia. Limited to 150 runners, this low-key event features a challenging course with over half single-track mountain bike trails, dirt fire roads, and about one mile of pavement. The race..

The Night Owl 9K is a challenging trail race held at Freedom Park in Williamsburg, Virginia. The 9-kilometer course features a mix of single track, fire road, and paved trails with rolling hills and technical sections including roots and twists, ideal for runners familiar with mountain bike-style tr..

August 2025

The Terrible Twelve is a 12-hour self-supported trail running event held at the Warhill Nature Trail in Williamsburg, Virginia. Participants run or walk as many 3.7-mile loops as possible on a crushed gravel course featuring rolling hills and scenic views, though personal lighting is required for ni..

The One Mile With a Smile 12 Hour Endurance Run takes place at Oak Grove Lake Park in Chesapeake, Virginia. Participants run multiple laps of a 1.5-mile loop over 12 hours, allowing runners to cover as much or as little distance as they choose. The course is flat, unpaved, and tree-lined, offering s..

October 2025

The inaugural Another Round 25K takes place on October 18, 2025, at Jockey's Ridge State Park in Nags Head, North Carolina. This unique endurance event challenges participants to complete five 5K loops, one every hour, totaling 25 kilometers. Runners can compete individually or in teams of two, alte..

The Greensprings 24 is a 24-hour endurance race held in Williamsburg, VA, benefiting The Arc of Greater Williamsburg, a nonprofit supporting adults with developmental disabilities. The race features a USATF-certified 2.215-mile loop course on mainly flat, scenic, crushed gravel trails with minimal e..

Haunts & Hallows is a half marathon trail race held in Virginia Beach, VA, at First Landing State Park. The course features gently rolling trails with about 300 feet of elevation gain, including roots, bridges, and sandy sections, offering scenic and varied terrain. The event fosters a supportive co..

November 2025

The Noland Trail 50K & Relay is a unique running event held in Newport News, Virginia, within The Mariners’ Museum Park. Participants can choose to run the solo 50K or join a relay team of 2 to 6 members, collectively completing six laps on the scenic Noland Trail, with short course sections before..

December 2025

The Mel Williams Memorial Seashore 50K, presented by Brooks, is a trail running event taking place at First Landing State Park in Virginia Beach. This challenging race features a two-loop course, with participants passing through two fully stocked aid stations multiple times. Runners will receive a..

January 2026

The Snowy Owl 10 Mile is a trail running event held at York River State Park in Williamsburg, VA. The course features a mix of terrain including five miles of technical single track, dirt fire roads, a short paved downhill finish, rocky sections, twisting trails, and a scenic boardwalk. With about 6..

February 2026

The Swammie Shuffle 200 is an ultramarathon held in Virginia Beach, VA, covering over 200 miles. Runners start at Sandbridge Beach and head south through the Outer Banks of North Carolina to the Cape Hatteras Lighthouse, the turnaround point, before returning to the start. The course features scenic..

March 2026

Blackbeard's Revenge 100 is a challenging ultra-distance running event held on the Outer Banks of North Carolina. This point-to-point race covers 100 miles of fully paved roads, stretching from Corolla to Hatteras, offering runners stunning coastal views along the way. The event also features a 100K..

April 2026

The Virginia Run for Cancer is a 24-hour solo and team ultramarathon held in Hampton, Virginia, featuring a USATF-certified 3.75-mile all-dirt nature park trail. The event welcomes runners and walkers of all abilities, offering a flat course ideal for endurance running. Participants can compete indi..