Trail Running calendar near Williamsburg 2025-2026

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 challenge with on course aid and a Brooks shirt for registrants. Celebrate with a medal and a post race party at Smartmouth Br..

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.

Tackle a scenic 10 mile trail run at York River State Park featuring technical single track, fire roads and a downhill finish. Proceeds benefit AWARE and you can meet owls onsite while enjoying coffee and snacks after the run.

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.

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.

Take on a fast, flat half marathon along the Dahlgren Railroad Heritage Trail in King George, Virginia on January 31, 2026. All finishers earn a custom medal and the race supports Friends of the Dahlgren Railroad Heritage Trail.

Take on the Swammie Shuffle 200, a 200+ mile self supported out and back along beaches and the Outer Banks, with 5.5 days to finish. Run to support veteran suicide prevention, benefiting Awareness N Action and Mission22.

Run scenic single track around Saint Marys Lake and Salem Forest with 17K, 34K, and 50K options on a 10.5 mile loop. Limited to 100 runners, the friendly trail race finishes with warm food and pancakes.

Experience the Outer Banks in Blackbeard’s Revenge 100 Ultra & Relay, a point to point coastal run from Corolla to Hatteras. Choose 100 mile, 100K, or a 100 mile relay and tackle scenic shorelines and variable OBX weather.

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 an untimed 14 mile point to point along the scenic Dahlgren Railroad Heritage Trail in King George VA with shuttles. Enjoy playful aid stations with pie s'mores and doughnuts, support local charities and grab fun swag at the finish.

Choose a 60K (two loops) or 30K at First Landing State Park in Virginia Beach and run scenic trails, marsh and shore. Aid stations support you and finishers receive a custom award.

Run the Motion for Justice 5k in Rocketts Landing along the scenic Virginia Capital Trail with James River views. Enjoy a finisher medal and technical shirt or go virtual if you cannot attend in person.

Run or hike the Taskinas Creek Half at York River State Park on June 7, 2026. This no frills trail event features rolling, rugged terrain and is limited to 250 entrants, with finisher medals and a special PR award for faster finishers.

Windsor Castle Park hosts a low key, manually timed event on a shaded 3.1 mile loop in Smithfield, VA with 10 hour, 5 hour, 2 hour and 5k options. Stocked aid station, rucking option and handmade finisher items make for a friendly, challeng..

Run to the Taproom at Creekside Farm Brewery in King George offers 5K and 8K trail runs through a scenic farm along the Rappahannock River. Finish with live music, food trucks and a complimentary beer for participants 21 and over.

The Howlin' Coyote Canicross Trail Race will take place in King George on Saturday 3 October 2026. You can run 10 kilometers.

Take on scenic new trails at Pocahontas State Park with a chip timed half marathon or 10K. Expect runnable singletrack, on course water stations, live results and race day age group awards in a festive park setting.