Trail Running calendar near Virginia Beach 2026-2027

Kick off the New Year with a no frills 5K or 8K along the Capital Trail in Williamsburg. Low cost entry supports CRR scholarship funds and the friendly post race vibe includes coffee and doughnuts.

Run the Snowy Owl 10 mile trail at York River State Park on Jan 4, 2026 to support AWARE, with live owls and scenic technical single track and fast fire roads. All finishers receive a ceramic medal and race winter hat.

Take on the Sandy Bottom 8 hour Training Run at Sandy Bottom Nature Park, with timed or untimed options on a fast, flat 5 km loop through scenic trails. Bring your own hydration and enjoy homemade medals, swag, and a welcoming park vibe.

Run scenic trails at Harwoods Mill Park in Yorktown, VA on January 17, 2026 with a Half Marathon or 5K option. Limited fields, aid stations, and post race shirts make this a chilly January favorite for trail lovers.

The Kitty Hawk Trail 5K will take place in Kitty Hawk on Monday 16 February 2026. You can run 5 kilometers.

Take on the Swammie Shuffle 200, a more than 200 mile self supported coastal ultra starting at Sandbridge with 5.5 days to finish, passing lighthouses and Corolla wild horses. Limited spots and proceeds benefit veterans.

Run coast to coast along North Carolina's Outer Banks from Corolla to Hatteras, enjoying fully paved roads and sweeping coastal views. Choose 100 mile, 100K, or a 100 mile relay and celebrate at The Wreck Tiki Bar finish.

Join the Women's Trail Festival, a two day trail weekend at Freedom Park in Williamsburg with 10 mile and 8k options plus social hours and educational talks. All finishers earn a medal, proceeds benefit local charities and the event is Trai..

Run the scenic Long Creek 60K or 30K at First Landing State Park in Virginia Beach through maritime forest, cypress swamp and beach shoreline. The 30K is one loop, the 60K two loops, with aid stations and a reusable SpeedCup.

Enjoy a no frills, community focused trail half marathon through scenic York River State Park near Williamsburg. Limited to 250 runners, this rolling single track course serves up rugged terrain and a tough final two miles plus a PR coaster..

Pick your challenge on a scenic 3.1 mile loop at Windsor Castle Park with timed 10 hour, 5 hour and 2 hour options plus a one lap 5k and rucking available. Enjoy a low key vibe, a well stocked aid station and a homemade finisher medal.

Run five hourly 5K loops for a cumulative 25K at Jockey's Ridge State Park, including a dune crossing and team relay options. Chip timing, finisher medal and a festival vibe with food, music and beach access make this a fun fall challenge.

The Mel Williams Memorial Seashore 50K will take place in Virginia Beach on Sunday 13 December 2026. You can run 50 kilometers.