300 Trails in Virginia

Trail Name Difficulty Length (mi) Rating City
Yorktown Historical Trail Beginner difficulty 8.0 **** Yorktown
York River State Park difficulty 13.0 Toano
York River State Park Intermediate difficulty 26 **** Williamsburg
Woolwine Trails [Shiners Revenge] Intermediate difficulty 15 ***** Woolwine
Woodpecker Run Intermediate difficulty 1.0 *** Wytheville
Wolf Trap Trail difficulty 4.0 **** Vienna
Wolf Ridge Trail Advanced difficulty 6.0 ***** Harrisonburg
Wolf Creek Trails Advanced difficulty 35.0 **** Bastian
Witchback Intermediate difficulty 7.0 ***** Danville
Wintergreen Resort Intermediate difficulty 6.0 *** Waynesboro
Windsor Castle Park Beginner difficulty 1 ***** Smithfield
Willcox Trail difficulty 0
Wilderness Road State Park Easiest difficulty 8.0 *** Ewing
Wild Oak National Recreational Trail difficulty 25.6 stokesville
Whitney State Forest Intermediate difficulty 7.0 *** Warrenton
White Blaze difficulty 3.0 Chesterfield
Wheezer Expert difficulty 3.0 ***** Narrows
Westmoreland State Park Intermediate difficulty 2.0 **** Montross
Waterline Trail (Crystal Springs Loop) difficulty 1.0 Wytheville
Washington and Old Dominion Trail Easiest difficulty 90.0 *** Northern Virginia
Walnut Creek Intermediate difficulty 35.0 **** Charlottesville
Waller Mill difficulty 5.0 Williamsburg
Wakefield Intermediate difficulty 7 **** Annandale
Waid Park Intermediate difficulty 12.0 **** Rocky Mount
Wahrani Park Intermediate difficulty 5.0 **** Williamsburg
Virginia Creeper Trail Easiest difficulty 35.0 **** Abingdon-Damascus
Virginia Creeper - White Top To Damascus Easiest difficulty 17 **** Damascus
Vance's Cove Intermediate difficulty 20.0 **** Strasburg
Vance's Cove difficulty 8.0 ** Winchester
Upper County Park Beginner difficulty 4.0 **** Williamsburg
Two Creeks Trail Area Beginner difficulty 1.0 *** Leesburg
Twisted Forest (Flag Rock Area Trails (FRAT)) difficulty 0.6 Norton
Twin Lakes State Park Easiest difficulty 8.0 *** Green Bay
Turkeycock Mountain Expert difficulty 20.0 *** Franklin County
Turkey (Dragon’s Back) Intermediate difficulty 2.0 **** New Castle
Tuck-A-Way (Carvin’s Cove Trail system) Intermediate difficulty 1.0 **** Roanoke
Trillium (Pandapas Pond / Poverty Creek) Advanced difficulty 1.0 **** Roanoke
Trillium (Sandy Bottom Nature Park) Easiest difficulty 3.0 *** Hampton
Timber Ridge (Reddish Knob) Intermediate difficulty 8.0 ***** Harrisonburg
The Trough (Carvin’s Cove Trail system) Advanced difficulty 2.0 ***** Roanoke
The Southern Traverse Advanced difficulty 32.0 ***** Harrisonburg
The Greens Easiest difficulty 6.0 * Aldie
The Grant Beginner difficulty 8.0 *** Ashburn
The Gauntlet (Carvin’s Cove Trail system) Expert difficulty 2.0 ***** Roanoke
Sugar Maple Trail (Flag Rock Area Trails (FRAT)) Beginner difficulty 2 **** Norton
Sugar Hollow Park Intermediate difficulty 10.0 **** Bristol
Sugar Hill Loop Intermediate difficulty 0.0 *** St. Paul
Strasburg Reservoir Easiest difficulty 5.0 **** Front Royal
Staunton River State Park Easiest difficulty 0.0 *** Scottsburg
Staunton River Battlefield State Park difficulty 0.0 Randolph

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