Trail Running calendar near Hampton 2025-2026

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..

The Terrible Twelve is a 12-hour endurance running event held at the Warhill Nature Trail in Williamsburg, Virginia. Participants run or walk as many 3.7-mile loops as possible from 7 PM to 7 AM on a crushed gravel trail featuring rolling hills. Unique to this race, each runner must volunteer for on..

The Run the Vineyards - Wind Vineyards 5K is a scenic race held at Wind Vineyards in Tappahannock, Virginia, featuring a 5K course on well-maintained trails of hard-packed dirt and grass across a 200-acre property. The mostly flat course includes two short hills and is chip-timed with awards for top..

The Pocahontas Trail Festival is a trail running event held at Pocahontas State Park in Chesterfield, Virginia. It features a Half Marathon and a 10k race, both starting and finishing on a large grass field near the park's boat launch. The course was redesigned to emphasize trail running, incorporat..

The Smithfield Hog Jog will take place in Smithfield on Saturday 25 October 2025. You can run between 5 and 5 kilometers.

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

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..

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..

The Pocahontas Half is a scenic running event held at Pocahontas State Park near Richmond, Virginia. It features a half marathon, 10k, and 5k race, all taking place on the forested Bright Hope Trail, which offers a soft dirt and pine needle surface with some minor hills. The half marathon course is..

The Mel Williams Memorial Seashore 50K, presented by Brooks, is a challenging trail ultramarathon held at First Landing State Park in Virginia Beach, VA. The race features a two-loop course starting and finishing at the park's boat ramp, covering 50 kilometers (31 miles) through scenic trails. Runne..

The Snowy Owl 10 Mile is a challenging trail race held at York River State Park in Williamsburg, Virginia. The course features a mix of terrain including five miles of technical single track, dirt fire road trails, about three-quarters of a mile on paved road, rocky sections, twisting trails, and a..

Chills In The Mill: Harwoods Half Marathon & 5K is a winter running event held at Harwoods Mill Park in Yorktown, Virginia. The event features a half marathon and a 5K race, with a combined limit of 350 participants. The course includes a mix of wide trail roads and single-trail bicycle paths, marke..

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, then return to the start. The course features scenic beach stretches, sidewalks..

Blackbeard’s Revenge 100 is an ultra-distance running event held on North Carolina’s Outer Banks, spanning from Corolla to Hatteras. The race offers three options: a 100-mile solo ultra, a 100K, and a 100-mile relay, all on a fully paved course with stunning coastal views. Known for its challenging..

The Women's Trail Festival, held in Williamsburg, VA at Freedom Park, is a two-day event featuring both competitive and noncompetitive trail running and hiking options. Participants can choose between a challenging 10-mile loop course with 700 feet of elevation gain, including single track mountain..

The Long Creek 60K is an ultramarathon held in Virginia Beach, VA, featuring two race distances: 60K and 30K. The course traverses all nine scenic trails of First Landing State Park, including maritime forests, cypress swamps, salt marshes, and stretches along Broad Bay’s beach, offering stunning wa..

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..