Trail Running calendar near Chesterfield 2026-2027

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.

An eight-hour loop event at Powhatan State Park on an approximately 2.7-mile field-and-forest loop, with a Parent Loop for families, one aid station at the trailhead, and options for solo or four-person relay entries.

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.

Andy's Backyard Ultra is a last person standing ultra at Teventrails in Earlysville, VA where runners complete a 4.17 mile loop each hour. The final finisher is the runner who completes one more lap than all other entrants.

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 scenic 5K along the Virginia Capital Trail in Rocketts Landing, Richmond, on October 31, 2026. The event offers an in person 5K plus virtual entry options with medal and shirt choices.

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 fall trail event at Walnut Creek Park near Charlottesville offering 5K and 10K distances plus virtual participation options with various finish items and tiered registration fees.

Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.

A memorial race at Panorama Farms in Earlysville, Virginia featuring a 2 mile grassy trail and a free 800 m children's run. Proceeds support an annual scholarship for an Albemarle High School athlete.

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 post-Thanksgiving running event at Lake Anna State Park offering 5 km, 10 km, and a half marathon with trail and paved sections. In-person and virtual participation options are available, and walkers are welcome.

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.

A December trail event on the High Bridge Trail offering 100k, 50k and a half marathon with aid stations, drop-bag service, pacer rules, event apparel and holiday-themed awards and traditions.

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 of 5K, 10K and half marathon take place on December 12, 2026 at Pocahontas State Park in Chesterfield, VA. Courses run through the wooded Bright Hope Trail area and walkers are welcome.

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.

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.