Trail Running calendar near Jackson 2025-2026

Explore boardwalks, Spanish moss and river beach views at the Goose Creek Trail Run & Hike in Washington NC. Choose from 10K, half marathon or 50K courses and enjoy sustainable wood medals, finish line food and pro photos.

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.

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.

Tackle the Snowy Owl 10 mile trail at York River State Park for a mix of technical single track, fire roads and a scenic boardwalk finish. Expect rocky twists, 600 feet of climbing and a pottery medal plus a winter hat for registered runner..

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.

Tackle the Queen Anne's Revenge Ultra at River Park North with 50k or 20k options on a scenic 6.2 mile loop, solo or as a relay team. All proceeds benefit Heart for ENC and the event offers timed results and a welcoming community vibe.

Join the Panther Prowl 5K and 1 Mile Fun Run at Northside High School for a family friendly trail run on a mostly flat, well marked course with a few gentle hills. All proceeds support Northside High track and cross country programs.

Run a scenic 3.42 mile loop at Twin Lakes State Park with options from 10 miles to 48 hour solos and relays. Primitive camping, a staffed aid station, and awards like a 100 mile belt buckle create a festive endurance weekend.

Join the Women's Trail Festival at Freedom Park in Williamsburg, VA on March 28 to 29, 2026 for 10 mile and 8k trail options, competitive or noncompetitive, plus talks, classes, lunch and community fun. Proceeds support local charities.

Hit the trails for the Family First 5k and Family Fun Walk in Greenville, NC on April 18, 2026. Enjoy a timed 5k with medals and prizes, snag a t shirt and swag for early registrants, and support Carolina Pregnancy Center.

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.

Join the Taskinas Creek Hike a Half on June 7, 2026 at York River State Park for an inclusive, no frills trail half that prioritizes fun over speed. Limited to 250 runners, scenic single track and a tough final two miles make for a memorabl..

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..

Explore scenic new hiking trails at Pocahontas State Park with options of a half marathon or 10k, both starting and finishing on the park's grass field. Pro chip timing and live results add a competitive edge to this fall trail run.