Trails Near Williamsburg, VA | Trailmonger

About trails near Williamsburg, Virginia

55 named trails lie within about 25 miles of Williamsburg, covering 85.8 miles in total. 49 of them are tagged for hiking and 22 for mountain biking.

The closest is Carters Grove Country Road, about 0.9 miles away. 55 of them lie within 10 miles of town. The longest nearby is John Blair Trail, at 8.7 miles. These trails fall in James City County and York County.

What the trails near Williamsburg are like

By length, 29 are under a mile, 22 run 1 to 5 miles, and 4 are 5 miles or longer. 5 are loops, ending where they start; the longest is Redoubt Run, at 6.6 miles.

Of the 30 with a difficulty rating, 11 easy and 19 moderate. Of the 55 with measured elevation, John Blair Trail climbs the most, about 984 ft.

All 55 trails, nearest first

Carters Grove Country RoadHikeJames City County5.1 mi Rook Pawn PathHikeJames City County0.2 mi Waller Mill Bike PathHikeMTBYork County2.0 mi Lookout Tower TrailHikeYork County2.1 mi Bayberry Trail - Short LoopHikeYork County0.9 mi Bayberry Trail - Long LoopHikeYork County0.6 mi Redoubt RunHikeMTBYork County6.6 mi Shelter TrailHikeYork County0.7 mi Youth Mountain Bike TrailMTBYork County1.3 mi Loop 2HikeYork County0.2 mi Warhill Park LoopHikeMTBJames City County3.6 mi Loop 1HikeYork County0.1 mi Loop 3HikeYork County0.1 mi Access RouteHikeJames City County1.4 mi Loop 4HikeYork County0.2 mi Loop 5HikeYork County0.6 mi Loop 9HikeYork County0.3 mi Loop 6HikeYork County0.1 mi Loop 8HikeYork County0.5 mi Powhatan Creek TrailJames City County2.1 mi Loop 7HikeYork County0.4 mi Greensprings Intreprative TraillHikeJames City County1.5 mi AHikeMTBJames City County2.3 mi Bunny TrailHikeMTBJames City County0.3 mi Bunny Trail AlternateHikeJames City County0.2 mi Loop CHikeMTBJames City County4.4 mi Loop BHikeMTBJames City County1.3 mi Multiuse TrailHikeMTBJames City County1.0 mi Loop AHikeMTBJames City County1.6 mi Freedom Park TrailJames City County1.2 mi Loop DHikeMTBJames City County4.0 mi Loop EHikeMTBJames City County3.4 mi Dogwood TrailHikeJames City County0.7 mi Whitetail TrailHikeJames City County0.7 mi Marl RavineMTBJames City County5.8 mi Meh Te Kos Bridle TrailHikeJames City County2.1 mi Riverview TrailHikeJames City County1.0 mi Powhatan Forks TrailHikeJames City County0.7 mi John Blair TrailHikeMTBJames City County8.7 mi Backbone TrailHikeMTBJames City County1.9 mi Black BearHikeMTBJames City County0.3 mi Majestic Oak TrailHikeJames City County0.7 mi Bobcat RunHikeMTBJames City County2.8 mi Laurel Glen Outer LimitsMTBJames City County0.6 mi Pamunkey TrailHikeJames City County0.8 mi Laurel Glen Inner SolaceHikeMTBJames City County0.4 mi Powhatan Forks Trail - North ForkHikeJames City County0.6 mi Laurel Glen Quick EscapeHikeMTBJames City County0.2 mi Laurel Glen Chesapeake ChallengeMTBJames City County0.3 mi Meh To Kos Challenge TrailHikeJames City County1.5 mi Mattaponi TrailHikeJames City County0.5 mi New Trail (in progress)HikeMTBJames City County2.3 mi Woodstock Path TrailHikeJames City County0.4 mi Beaver TrailHikeJames City County0.4 mi Taskinas Creek TrailHikeJames City County1.6 mi

Browse by county

James City County

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.