Trail Running calendar near Williamsburg 2025-2026

Run the scenic Noland Trail at Mariners' Museum Park in a six lap 50K or join a team of 2 to 6 in the relay. Celebrate afterward at a festival with live music, craft beer and cider tastings and a custom finisher medal.

Run through history in the Breakthrough Trail 5K at Pamplin Historical Park in Petersburg on November 1, 2025. This scenic run/walk threads historic battlefield trails over gravel and dirt, promising a memorable and rewarding finish at the..

Celebrate the 30th Chesterfield Alumni Run on Thanksgiving at Pocahontas State Park with a free community XC 5k and kids fun run with gingerbread cookies. Stay for giveaways and optional donations to support local track and cross country.

Run the After Ate 8K and 2 Mile in Williamsburg on Nov 29, featuring chip timed races, competitive walk and ruck options, and a custom long sleeve shirt. Finishers get pizza, a local beer and a chance to support a community food drive.

Challenge yourself at The Hunt Classic Backyard Ultra at First Landing State Park in Virginia Beach, running repeated four mile loops until you choose to stop. Free entry and fierce camaraderie make it a true endurance test.

The Run for Valor 10K is a trail running event held at Valor Ranch in King George, Virginia. The race features a 10K run, a 10K weighted ruck, a 5K run, and a 1-mile fun run/walk suitable for all ages and paces. The course traverses farm tr..

Join the Tidewater Strider Dismal Swamp in Chesapeake VA on Dec 7, 2025 for 50K, marathon, half marathon, relays and a walkers option on scenic out and back looped trails. Aid stations, finisher apparel and post race pizza and beer await.

Run the Pocahontas 5k, 10k or half marathon on Dec 13 along the scenic Bright Hope Trail in Pocahontas State Park. Walkers and virtual runners welcome with chip timing. Finishers get a coin and shirt and proceeds benefit Operation Turbo.

Run the Mel Williams Memorial Seashore 50K at First Landing State Park in Virginia Beach, a scenic two loop trail with aid stations and a welcoming vibe. Registrants get a Brooks shirt, finishers a medal, and a post race brewery celebration..

Run the Snowy Owl 10 Mile at York River State Park near Williamsburg VA on January 4. This scenic trail race supports AWARE and features owls onsite, a finisher ceramic medal, and a cozy race hat for registrants.

Run laps on a certified 3.75 mile loop through scenic Sandy Bottom Nature Park in Hampton, Virginia. Pick 8 hour or 4 hour timed options in a cupless format and earn a homemade medal for a friendly, rugged training day.

Enjoy The Chills in the Mill at Harwoods Mill Park in Yorktown with a scenic half marathon or upbeat 5K over mixed trail roads and single track. Small fields, on site awards and aid stations make this a welcoming winter race.

Take on the Dahlgren Trail Half Marathon on January 31, 2026 in King George VA, a flat and scenic out and back along the Dahlgren Railroad Heritage Trail ideal for a fast, enjoyable run. All finishers earn a custom medal and well spaced aid..

Take on the Swammie Shuffle 200, a 200 mile ultramarathon along the Atlantic coast from Sandbridge to Cape Hatteras with lighthouses and wild Corolla horses. Proceeds support Awareness N Action and Mission22 to fight veteran suicide.

Explore a scenic loop around Saint Marys Lake and Salem Forest with 17K, 34K and 50K options on mostly single track trails and about 500 ft of climb per lap. Limited to 100 runners, with pancakes served at the finish.

Blackbeard's Revenge 100 is a point to point ultramarathon along North Carolina’s Outer Banks from Corolla to Hatteras, finishing at The Wreck Tiki Bar. Choose 100 mile, 100K, or relay entries and enjoy sweeping paved coastal views on March..

Run, learn and connect at the Women's Trail Festival in Williamsburg on March 28 and 29. Choose 10 mile or 8k routes, enjoy a shirt, lunch and finisher medal, and support local charities.

The Sheetz-To-Sheetz Trail Run will take place in King George on Saturday 4 April 2026. You can run 14 miles.

Run scenic trails at First Landing State Park in Virginia Beach with 30K and 60K options. Take in maritime forest, bay shoreline and beach views and earn a custom finisher award within the 10 hour time limit.

Join Virginia Run for Cancer in Hampton VA, a 24 hour solo and team event on a flat 3.75 mile dirt trail where runners and walkers of all abilities are welcome. Chase team and solo awards while supporting the American Cancer Society.