Trail Running calendar near Chesapeake 2026-2027

A two-loop 50K trail run at First Landing State Park with two full aid stations and an eight hour cutoff. Registrants receive a Brooks shirt and finishers a medal, and a post race gathering at Smartmouth Brewery includes pizza and two beer..

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 fundraising 200-mile out-and-back ultramarathon from Sandbridge Beach down the Outer Banks to Cape Hatteras and back, with beach sections, three lighthouses, remote stretches, and all proceeds benefiting veteran-focused charities.

A multi-distance ultra on the Outer Banks held March 20 to 21, 2027 that runs point to point along paved coastal roads from Corolla or Nags Head to Hatteras. Options include 100 mile, 100K, relay, chariot, pacer and virtual events.

A 24 hour solo and team run in Hampton, VA on a flat 3.75 mile dirt loop. Awards, distance plaques, and participant shirts are provided, and proceeds support the American Cancer Society.