Trail Running calendar near Williamsburg 2026-2027

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..

Experience a unique 14 mile point to point trail run through the forests of Virginia. Enjoy a flat course featuring themed aid stations serving pie and s'mores while supporting local children's charities.

This backyard ultra adds a brutal twist: runners must complete a 4.167-mile loop every hour while carrying an extra pound each lap. The race goes on until only one person remains. It's a test of endurance where the load increases but the ti..

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.

Test your endurance at Mount Trashmore with this unique weight based loop event. Complete 4.8 mile circuits where the weight increases with every loop until only one remains.

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.

Experience an overnight trail relay at Pocahontas State Park featuring smooth single track and lakeside views. Form a team to run through starlit woods and enjoy a weekend of camping and community activities.

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.

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...

A backyard ultra at Loch Lothian where runners complete a 4.167 mile loop each hour until one remains. Held June 13–14, 2026 in Midlothian, VA, with proceeds benefiting the Semper Fi Fund.

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.

Experience the Night Owl 9K at Freedom Park featuring technical single track trails and rolling hills. Enjoy a post race party with pizza and live owls while supporting local wildlife rehabilitation.

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.

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 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.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.