Trail Running calendar near Yorktown 2026-2027

A 12 hour endurance run on a tree lined, unpaved 1.5 mile loop at Oak Grove Lake Park in Chesapeake VA, limited to 60 runners with one aid station.

Community 5K fundraiser at Woodside High School in Newport News Park on a 5000 meter mixed surface course with chip encoded bibs.

Run the Rock | Rockville is the fourth annual 5K at Luck Stone’s Rockville quarry near Richmond, featuring gravel terrain, quarry views, local food vendors, family activities, swag, and raffles supporting a charitable cause.

A 4 mile cross country trail race around Beaver Lake at Pocahontas State Park on Sept 26, 2026, held with Chesterfield Outdoor Fest; cupless with awards and on-site demos.

AUSA Southern Virginia Chapter hosts a timed 3rd Annual 5K and 10K on the Virginia Capital Trail in Charles City, with race timing, a finisher medal, event SWAG, and proceeds supporting the Charles City High School JROTC Scholarship Fund.

An outdoor adventure race in Midlothian, VA on October 3, 2026 where participants use a map to find 5 to 7 hidden control points and collect tokens. First three finishers with all tokens are champions and a portion of proceeds supports Semp..

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.

First annual 4 miles trail run and hike at York River State Park on October 10, 2026. Dirt trails include single track and gravel, the format is non competitive, all finishers receive medals and leashed dogs are allowed.

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.

Run Wild Races stages biannual runs and an obstacle course at the Metro Richmond Zoo, with net proceeds benefiting Pygmy Sloth conservation. Participants get free zoo admission and spectators a 10% discount.

A 24-hour loop endurance race in Williamsburg VA on a USATF certified 2.215 mile crushed gravel course with multiple distance awards and on-site amenities.

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.

Halloween-themed 5k and 10k at Indian Fields Tavern/5 Fields Brewing Co. with costume judging, official timing, finisher medal and a finish-line beer.

Scenic 5K along the Virginia Capital Trail in Rocketts Landing VA on October 31 2026 with in-person and virtual participation options.

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.

Experience the only race held on the scenic Noland Trail in Newport News. Runners can tackle the 50 km distance solo or as a relay team while enjoying a post race festival with live music and tastings.

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..

Multi-format running and rucking event at Windsor Castle Park in Smithfield VA featuring a marked 5 km loop, timed 8 and 4 hour options and a 10K.

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.

Trail event on December 12, 2026 at Pocahontas State Park offering 5K, 10K, half marathon and virtual entries on the Bright Hope Trail.