Trail Running calendar near Hampton 2026-2027

A three-race summer trail series at Sandy Bottom Nature Park organized by the Peninsula Track Club, featuring 5K, 4-mile, and 5-mile events plus a full-series entry and awards across age groups and walker categories.

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.

A 10 hour trail event at Windsor Castle Park in Smithfield, VA on a 3.1 mile loop with about 150 ft gain per lap. Shorter 5 hour, 2 hour and one lap 5k options are offered along with rucking divisions and an aid station.

Muddy Princess Virginia Beach is a 5K obstacle mud run at Historic Greenbrier Farms on July 19, 2026. The event offers Standard, VIP and volunteer options, finishers medals and digital photos, and supports the National Breast Cancer Foundat..

Family friendly 5K mud run at Virginia Motorsports Park in Richmond with obstacles, waist deep mud pits, a pre party and an after party with music and food. Standard and VIP registration options are available.

A 12 hour endurance run at Oak Grove Lake Park in Chesapeake VA with repeated laps of a 1.5 mile tree lined unpaved loop and lake views. The field is limited to 60 runners and one aid station is available.

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.

A Halloween themed 4 mile trail run and hike at York River State Park on October 10, 2026. The new trail features single track, river views and rolling hills, with finisher medals for all and a two hour time limit.

Hog Jog in Smithfield on October 10, 2026 features an in-person 5K through Windsor Castle Park, a Piglet Kids Run, and a Virtual 5K with medals and T shirt included.

A 24 hour loop endurance race in Williamsburg, VA on October 24, 2026, run on a USATF certified 2.215 mile crushed gravel course. Individual and team mileage are tracked, awards are given for multiple distances, and proceeds support The Arc..

A trail half marathon at First Landing State Park with sandy sections, roots, bridges, and about 300 feet of elevation gain; includes event shirt, finisher beanie, donuts, and age-group awards.

A 5K at Rocketts Landing on October 31, 2026, with a course along the Virginia Capital Trail and views of the James River; virtual options are available with different kit choices.

Virginia Beast 2026 is a multi-day rucking event in Virginia Beach on 6 to 8 November 2026. Events vary in distance and competitors must be prepared to carry 40 lb, 50 lb, or 80 lb rucks.

A 50K race on the Noland Trail at Mariners' Museum Park in Newport News on November 7, 2026, offered as a solo 50K or as relay teams of two to six, with festival access included.

A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award suppo..

A set of timed trail events at Windsor Castle Park in Smithfield VA offering 8 hour and 4 hour formats, a 10K, and ruck categories. Laps are counted, aid station is stocked with hot items, and all finishers receive a homemade medal.

Multiple USATF certified races take place on the Dismal Swamp course in Chesapeake, VA, including 50K, marathon, half marathon and a 50K relay. Aid stations are provided and finishers receive apparel and medals.

Races at Pocahontas State Park on December 12, 2026, offering in-person 5k, 10k and a half marathon through the wooded Bright Hope Trail. Walkers are welcome and virtual entry options are available.

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.