Trail Running calendar near Williamsburg 2026-2027

We have found 35 Trailruns within 80 miles of Williamsburg. See below where and when you can find the races.

A coastal trail ultrarun in First Landing State Park, Virginia Beach, with a 60k (two loops) and 30k (one loop) across nine named trails, varied coastal habitats, a ten hour cutoff and three staffed aid stations with a provided collapsible..

Overnight team relay at Pocahontas State Park on April 24-25, 2026, with looped single-track trails, lake and riverside views, and camping in Ragnar Village. Teams of 3–8 cover a total of 120 miles, about 15 miles per runner.

A 24 hour run and walk at Sandy Bottom Nature Park in Hampton VA on April 25 to April 26, 2026. Open to individuals and teams of two to twelve with registration opening January 1 and a field limit of 225.

May 2026

Experience a unique run through the Metro Richmond Zoo with a choice of a 5k trail, a kids 1 mile run, or a 42 obstacle ninja challenge. All participants receive zoo admission for a day of wildlife conservation and adventure.

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.

A roughly 10k trail run featuring roots, gravel, and low hanging branches, with self serve cup less water stops and wave starts to manage trail volume. The route begins on the south side of the river and finishes in the Dominion Energy Flat..

A trail half marathon along the James River in Richmond, covering about 13.1 miles on urban singletrack and wooded trails. The event uses wave starts, is chip timed, and awards prizes to the top three overall finishers.

June 2026

A mostly trail, low frills half marathon at York River State Park on June 7 2026 with a new Hike a Half option, marked trails, aid stations, and a five hour time limit.

A Backyard Ultra in Midlothian on June 13 and 14, 2026, with repeating 4.167 mile loops every hour. Proceeds support the Semper Fi Fund; the last runner standing wins cash and the Sword of Honor.

Experience summer trail running on the dirt paths of Sandy Bottom Nature Park. This three race series offers increasing distances from 5k to 5 miles to support local scholarship funds.

Experience a mud run featuring obstacles and trails in King George Virginia. With four mile and one mile options plus team challenges this event supports local community eye and hearing care services.

Night Owl 9k at Freedom Park in Williamsburg VA is a night trail race over single track, fire road and paved trails with rolling hills and technical sections. Post race activities include pizza, beer and wildlife education.

July 2026

A 10 hour loop event at Windsor Castle Park in Smithfield VA on a 3.1 mile trail with about 150 ft gain per loop. Event options include 10 hour, 5 hour, 2 hour and a one lap 5k and rucking is allowed.

Muddy Princess Virginia Beach is a women only 5k obstacle mud run at Historic Greenbrier Farms. Join a community focused on empowerment and fun while supporting the fight against breast cancer.

Experience a fun mud run at Virginia Motorsports Park featuring a dozen obstacles and waist deep mud pits. This untimed event focuses on enjoyment over competition and welcomes participants of all backgrounds to join the post race party.

August 2026

Experience a scenic out and back race on the mostly flat Dahlgren Railroad Heritage Trail. Choose between a half marathon or 50K distance and enjoy a well supported course featuring finishers medals and cash prizes.

A 12 hour endurance run at Oak Grove Lake Park made up of repeated 1.5 mile unpaved loops. The tree lined, flat course includes lake and forest scenery and is limited to 60 runners with no waitlist.

Experience a mud filled adventure at Budds Creek Motocross Park featuring obstacles and foam pits. Enjoy a community focused event with finisher medals and a post race festival for participants and spectators alike.

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