Great Rides - Williamsburg, VA

Wondering where to ride? We got you. Check out our curated collection of local road, family, and mountain bike routes. Here, you’ll find the best places to bike in Williamsburg, VA along with great cycling routes in James City County, and York County. Browse these options for guidance on where to ride in Williamsburg, GPS files, and metrics on your ride, like distance and elevation.

Here are a few of our favorite Williamsburg, VA rides.

Bobcat Run

Distance: 2 mi
9801 York River Park Rd, Williamsburg, VA 23188

Freedom Park Loop C

Distance: 4 mi
5537 Centerville Rd, Williamsburg, VA 23188

Freedom Park Loop A

Distance: 4 mi
5537 Centerville Rd, Williamsburg, VA 23188

Marl Ravine Trail

Distance: 5 mi
9801 York River Park Rd, Williamsburg, VA 23188

New Quarter Park Trail

Distance: 5 mi
1000 Lakeshead Dr. Williamsburg, VA 23185

John Blair Mountain Biking Trail

Distance: 10 mi
9801 York River Park Rd, Williamsburg, VA 23188

College Woods Trails

Distance: 10 mi
Suggested Parking in the Vicinity: 5218 Monticello Ave Williamsburg, VA 23188

Colonial Parkway Loop

Distance: 19.5 mi
Elevation: +/- 390 ft
James City County, VA

Charles City Out and Back

Distance: 27.1 mi
Elevation: +/- 1020 ft
James City County, VA

Jamestown Plantation Loop

Distance: 35.4 mi
Elevation: +/- 1171 ft
James City County, VA

Williamsburg Scenic 42-Miler

Distance: 41.4 mi
Elevation: +/- 1231 ft
James City County, VA

Jolly Pond Ride

Distance: 44.3 mi
Elevation: +/- 1269 ft
James City County, VA

Smithfield Exploration Ride

Distance: 48.9 mi
Elevation: +/- 1134 ft
Surry County, VA

Cap2Cap Century

Distance: 103.3 mi
Elevation: +/- 3374 ft
James City County, VA

Jamestown Settlement Loop

Distance: 5.2 mi
Elevation: +/- 12 ft
Jamestown, VA

Historic Williamsburg Tour

Distance: 6.2 mi
Elevation: +/- 155 ft
Williamsburg, VA

Freedom Park Loop 2 - MTB

Distance: 6.8 mi
Elevation: +/- 349 ft
James City County, VA

York River 10-Mile MTB Ride

Distance: 9.5 mi
Elevation: +/- 441 ft
Croaker, VA

Jamestown and Winery Loop

Distance: 23.7 mi
Elevation: +/- 284 ft
James City County, VA

Gravel at New Quarter

Distance: 5.2 mi
Elevation: +/- 215 ft
York County, VA

Newport News Ride

Distance: 30 mi
Elevation: +/- 719 ft
York County, VA

Gravel and Road Buffet

Distance: 62.5 mi
Elevation: +/- 2308 ft
James City County, VA

Gravel Epic 200K

Distance: 121.2 mi
Elevation: +/- 2760 ft
James City County, VA