Trail Running calendar near Chesterfield 2025-2026

Run Fest at Panorama Farms is an inaugural spring trail festival on private farm trails near Charlottesville with a 4 mile, a family 1 mile and a 4 person relay. Enjoy an after party with local beer, food and music while supporting the UVA..

Freight Train Ultra Marathon returns to High Bridge Trail State Park in May with half, 50k and 100k options starting at Camp Paradise. Expect scenic trail and town views, solid aid support, finisher ornaments and awards for top finishers.

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.

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.

Night Train is a summer trail event at scenic High Bridge Trail State Park, with distances from 5K to 50K and a memorable finish crossing the bridge. Chip timed races, family entries and gluten free aid options make it a great day for all.

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.

The The Orchard Dash 10k will take place in North Garden on Sunday 30 August 2026. You can run between 5 and 10 kilometers.

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.

Join the Howlin' Coyote Canicross Trail Race in King George VA for a scenic, dog friendly trail run that benefits Friends of Caledon State Park. Enjoy varied terrain, reusable speedCups and the chance to race with your leashed pup.

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.