Trail Running calendar near Williamsburg 2026-2027

We have found 23 Trailruns within 80 miles of Williamsburg. See below where and when you can find the races.

Run the length of North Carolina's Outer Banks from Corolla to Hatteras. Choose the 100-mile, 100K, or team relay on a paved coastal road. The finish line party is at The Wreck Tiki Bar.

A 5K trail event at Chanco on the James in Surry County offering run, walk, and hike options along woods and the James River; online registration closes March 19 and race day registration is available.

Event Details The Women's Trail Festival is a two-day event at Freedom Park in Williamsburg, VA, scheduled for a Saturday and Sunday in late March. The event features trail running and hiking options over two distances. Distances and Format..

April 2026

Run a memorable 14-mile point-to-point trail adventure from one Sheetz to another. This untimed event features themed aid stations with unique snacks, supports local charities, and provides useful swag like an insulated travel mug.

A 5K run and walk at Appomattox River Regional Park in N. Prince George on April 11, 2026. All participants receive a medal and awards will recognize top overall and age group finishers; early registrants receive T shirts while sizes last.

The Long Creek 60K/30K offers a scenic tour of First Landing State Park's nine diverse trails, from forests to shoreline. This cupless event provides three stocked aid stations and a 10-hour time limit. All finishers receive a custom award.

Four teams of eight runners will complete a 122.4 mile relay at Pocahontas State Park on April 24 and 25, 2026, with proceeds supporting Kids On The Move, a Sports Backers youth running program.

May 2026

Event Overview The Trail Running Events at Dominion Energy Riverrock is a series of trail races taking place over three days in May. All events start and finish at the Belle Isle Parking Lot in Richmond, Virginia. The Races Three separate t..

Run for a cause on the scenic Virginia Capital Trail at the Motion for Justice 5K. This flat, paved course offers views of the James River and includes chip timing, a finisher medal, and a tech shirt. Awards recognize top overall and age gr..

Experience cross country racing at Bells Mill Park with 5K and 1.5 mile events featuring grass and marshy terrain. Enjoy a post race afterparty with catered lunch boxes and finisher medals for all participants.

June 2026

Event Format The Taskinas Creek Half Marathon for 2026 is described as a "no frills" or "Hike-a-Half" event. The organizer's stated goal is to be inclusive rather than competitive, with the aim of keeping entry fees low...

The Night Owl 9K will take place in Williamsburg on Saturday 27 June 2026. You can run 9 kilometers.

July 2026

Test your endurance at Windsor Castle Park with timed races ranging from two to ten hours on a scenic trail loop. This manually timed event features a support station and options for both runners and ruckers.

September 2026

Run through a scenic 1000 acre farm bordering the Rappahannock River followed by live music and craft beer at Creekside Farm Brewery. Enjoy chip timed 5K or 8K trail courses with custom swag and local food trucks.

Run or hike the scenic trails of Powhatan State Park along the James River. This event celebrates the native pawpaw fruit with a festival featuring live music. It's a benefit for the Friends of Powhatan State Park.

October 2026

Run with your dog at the Howlin' Coyote Canicross Trail Race in King George, Virginia. Choose between a 10K or a 1 mile event on varied terrain. Your entry supports the Friends of Caledon State Park.

Pocahontas Trail Festival at Pocahontas State Park on October 4, 2026 offers a Half Marathon and a 10k on redesigned trail loops with chipped timing. Water stations are near miles 3, 6 and 9 and awards are given by age group.

Experience the rolling trails and coastal scenery of First Landing State Park. This event features a natural course with sandy sections and provides finishers with coffee and donuts at the finish line.

November 2026

A 50K race and team relay on the Noland Trail at The Mariners' Museum Park in Newport News on November 7, 2026. The course is six laps and relay teams of two to six share the distance; participants also gain access to the fall festival.

A low-key trail event at Windsor Castle Park with 8-hour, 4-hour, and 10K options. Run or walk a marked 5-km loop with a stocked aid station, or try the rucking division. All finishers get a homemade medal, with awards for top performers.