Trail Running calendar near Chesterfield County 2026-2027

We have found 50 Trailruns within 80 miles of Chesterfield County. See below where and when you can find the races.

Event Format Andy's Backyard Ultra is a "last person standing" ultramarathon. Runners must complete a lap of 4.17 miles every hour to remain in the race. The event continues until only one runner remains; that runner must then com..

Greensprings 24 is a 24 hour loop endurance race in Williamsburg, Virginia on October 24, 2026 that supports The Arc in Williamsburg. Runners complete certified 2.215 mile loops on a flat crushed gravel trail with awards for multiple distan..

November 2026

Trek across the rugged Blue Ridge slopes of Virginia with four distance options ranging from 7 to 28 miles. This timed mountain event features scenic single track trails and a post trek celebration at the base camp.

A 50K trail race at The Mariners' Museum Park in Newport News offering a solo 50K and relay teams of two to six, run as six laps on the Noland Trail with access to the Mariners' Museum Fall Festival.

Take on a trail run through Walnut Creek Park with both 5k and 10k options. Your participation supports Rikki's Refuge, and you'll earn points in the organizer's annual race series. Runners receive a tech shirt, finisher's medal, and chip t..

Experience a timed trail challenge at Windsor Castle Park with 8 hour and 4 hour options or a scenic 10K. Run or ruck a 5 km loop through beautiful nature and enjoy a fully stocked ultra style aid station.

January 2027

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.

February 2027

Holiday Lake offers 10K, 25K, and 50K distances on a scenic loop around the lake in Appomattox, Virginia. The 50K is known as a classic first ultra and kicks off the Lynchburg Ultra Series. Weather can range from pleasant sun to snowy winte..