Yorktown
Trail Running Calendar near Yorktown 2026-2027
Explore the top trail runs near Yorktown for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
First annual 4 miles trail run and hike at York River State Park on October 10, 2026. Dirt trails include single track and gravel, the format is non competitive, all finishers receive medals and leashed dogs are allowed.
Community race day in Smithfield with a professionally timed 5K on Windsor Castle Park trails, a Piglet Kids Run, and a Virtual 5K with medal and T-shirt.
A scenic cross-country 5K and kids run at Hampton Roads Vineyard & Winery on October 17, 2026, supporting Surry County public school athletics.
A 24 hour loop endurance race in Williamsburg VA on a certified 2.215 mile crushed gravel loop, with multiple distance awards, team scoring, and proceeds benefiting The Arc.
A family friendly school fundraiser in Irvington offering a grassy 5K on the Lancaster High cross country course and a 1 mile fun run.
November 2026
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.
Enjoy a 5 km trail loop at Windsor Castle Park with 8 hour, 4 hour, and 10 km options, including dedicated rucking categories and a fully stocked aid station.
January 2027
A 10 mile trail race at York River State Park near Williamsburg VA on Jan 3, 2027 featuring technical single track, about 600 ft elevation gain and three aid stations.
Looped 5 km course at Sandy Bottom Nature Park in Hampton VA with 8 hour, 4 hour and 5 km options, on course aid, and on site facilities.
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.
April 2027
Participate as an individual or part of a team in this 24 hour endurance event on a flat nature trail in Hampton to support the American Cancer Society.
June 2027
A manually timed 10-hour loop race at Windsor Castle Park featuring a 5 km trail loop, shorter time events, rucking options, and stocked aid stations.