Trail Running calendar near Yorktown 2026-2027

A 100K trail event in Pocomoke, MD combining two consecutive 50K runs with combined times deciding overall winners. The first 50K is held at an undisclosed location revealed shortly before the run.

The Algonquin 50K is a community run trail ultramarathon at Pocomoke River State Park covering roughly 50 kilometers on mostly flat single track and horse paths. Aid stations appear every 5 to 6 miles and an 8 hour cutoff is enforced.

An out-and-back ultramarathon of more than 200 miles from Sandbridge Beach through the Outer Banks to Cape Hatteras Lighthouse. The event raises funds for veteran suicide prevention with all proceeds split between Awareness N Action and Mis..

Trail races near Leonardtown, MD on an ~10.5 mile loop around a 250 acre lake, offered as 17K, 34K, or 50K with two aid stations and a 100 runner limit.

A 10 mile trail race in Pocomoke State Forest on March 15, 2026. The event is cupless with one aid station, limited parking, and packet pickup available the day before.

A point to point ultra on the Outer Banks from Corolla to Hatteras with 100% paved coastal roads. Events include 100 mile, 100K, relay, virtual options and pacer roles, finishing at The Wreck Tiki Bar.

A 5K trail event at Chanco on the James in Surry County offering run, walk, and hike options along woods and the James River; online registration closes March 19 and race day registration is available.

A two-day women's trail festival in Williamsburg, VA with a competitive ten mile trail run plus an 8k and noncompetitive hikes, talks, and exercise classes. Proceeds support local charities and all finishers receive a medal and a T shirt.

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.

Trail ultramarathon through nine trails in First Landing State Park, featuring marsh, forest, bay shoreline and a beach segment. Both 60K and 30K are cupless and include three aid stations and a 200 ml collapsible cup at pickup.

Four teams of eight runners will complete a 122.4 mile relay at Pocahontas State Park on April 24 and 25, 2026, with proceeds supporting Kids On The Move, a Sports Backers youth running program.

Run a scenic, flat 5k along the Virginia Capital Trail by the James River at Rocketts Landing in Richmond. Choose in person or virtual entry, enjoy chip timing, a tech race shirt and finisher medal, with live results posted after the race.

On May 16, 2026 at Bells Mill Park in Chesapeake the Strider XC Classic features a 5K cross country race, a competitive 5K race walk, and a 1.5 mile kids race, with one aid station, shirts for the first 150 registrants, and medals for all f..

A mostly trail half marathon at York River State Park with a new no frills Hike a Half format. The route mixes single track, fire road and a short paved section, includes aid stations and limited entries for a smaller field.

Run loops around scenic Windsor Castle Park in Smithfield, VA with timed options from a one lap 5k up to 10 hours. Rucking is welcome for the longer events and a stocked aid station plus homemade finisher items make this a low key, supporti..

Pocahontas Trail Festival at Pocahontas State Park on October 4, 2026 offers a Half Marathon and a 10k on redesigned trail loops with chipped timing. Water stations are near miles 3, 6 and 9 and awards are given by age group.

A 50K race and team relay on the Noland Trail at The Mariners' Museum Park in Newport News on November 7, 2026. The course is six laps and relay teams of two to six share the distance; participants also gain access to the fall festival.

Get Outside 8 Hour at Windsor Castle Park offers solo and team options on a scenic 5K loop with timed formats from 8 hours to 5K. Ruck entries carry 10 pound packs, the course is chip timed, and all finishers get a homemade medal.

Run a scenic 50K two loop course at First Landing State Park in Virginia Beach on December 13, 2026, with aid stations and a lively finish. Finishers get a Brooks shirt and medal and can celebrate at a brewery party.