Where to Go in Virginia
Mountain Ski
Blue Ridge Highlands (Bristol, Abingdon)
Tucked into Virginia's southwestern highlands where the Appalachian ridges meet small-town Americana, the Blue Ridge Highlands around Bristol and Abingdon offer a raw, authentic escape for those seeki
16 itineraries
Character City
Northern Neck (Westmoreland, Lancaster)
The Northern Neck is a quietly historic peninsula where the Potomac and Rappahannock rivers frame a landscape of colonial significance and Chesapeake charm. Here, stately plantations and waterfront vi
4 itineraries
Beach Coastal
Eastern Shore (Northampton, Accomack)
The Eastern Shore of Virginia is a hidden gem where time moves to the rhythm of tides and seasons. This slender 70-mile ribbon of barrier islands and quiet waterfront towns feels wonderfully removed f
17 itineraries
Beach Coastal
Chesapeake Bay Region (Yorktown, Gloucester)
Nestled along the storied waters of the Chesapeake Bay, Yorktown and Gloucester offer a profound blend of American history and coastal charm where colonial heritage meets maritime tradition. These qui
18 itineraries
Character City
Charlottesville area
Charlottesville sits at the crossroads of American history and natural beauty, where Thomas Jefferson's architectural legacy rises from the rolling foothills of the Blue Ridge Mountains. This cultured
4 itineraries
Metro
Richmond area
Richmond pulses with American history and contemporary vitality along the James River, where colonial grandeur meets progressive urban energy. The city's tree-lined streets reveal elegant antebellum m
5 itineraries
Metro
Norfolk area
Norfolk offers a rare blend of maritime heritage and natural beauty along Virginia's historic waterfront. This naval hub pulses with living history—from the iconic USS Wisconsin battleship to serene g
5 itineraries
Beach Coastal
Virginia Beach area
Virginia Beach is where history and holiday converge at the mouth of the Chesapeake Bay, a sprawling coastal city that blends the energy of a major naval hub with the laid-back charm of a classic Amer
16 itineraries
Character City
Winchester area
Nestled in the rolling Shenandoah Valley, Winchester is where American history whispers from every corner—a charming colonial town that served as a strategic crossroads during the Civil War. The proxi
4 itineraries
Character City
Fredericksburg area
Fredericksburg is where American history lives and breathes along the Rappahannock River, a town caught between two great capitals during the nation's most pivotal moment. Walk the quiet streets where
4 itineraries
Character City
Abingdon (Bristol) area
Nestled in the rolling mountains of Southwest Virginia, Abingdon is a charming small town where Appalachian heritage meets vibrant cultural life. The tree-lined streets of this historic county seat re
4 itineraries
Character City
Lynchburg area
Lynchburg sits gracefully along the James River in Virginia's Piedmont, a region steeped in American history and quiet Southern charm. This is where the Civil War's final chapter unfolded at Appomatto
8 itineraries
Character City
Harrisonburg area
Nestled in the heart of the Shenandoah Valley, Harrisonburg is a vibrant college town where natural beauty meets youthful energy and cultural richness. Home to James Madison University's dynamic campu
4 itineraries
Character City
Roanoke, Virginia
Nestled in the heart of Virginia's Blue Ridge Mountains, Roanoke is a vibrant mid-sized city where Appalachian heritage meets contemporary culture. The dramatic landscape of rolling mountains frames a
4 itineraries
Virginia Itineraries
2 Days · Teen Families
Blue Ridge Highlands (Bristol, Abingdon), Virginia
Ponies, Peaks, and Pale Winter Light: Two Days in the Blue Ridge Highlands
4 stops
2 Days · Solo
Blue Ridge Highlands (Bristol, Abingdon), Virginia
Ridgeline Solitude: Wild Ponies and Rail-Trail Miles in the Blue Ridge Highlands
4 stops
3 Days · Teen Families
Blue Ridge Highlands (Bristol, Abingdon), Virginia
Ridgeline & Rail-Trail: 3 Days in the Blue Ridge Highlands
6 stops
3 Days · Teen Families
Eastern Shore (Northampton, Accomack), Virginia
Wild Ponies & Salt Air: 3 Days on Virginia's Eastern Shore
5 stops
2 Days · Active Retirees
Chesapeake Bay Region (Yorktown, Gloucester), Virginia
Golden Trumpets & Tidewater Ground: Two Days in Yorktown and Gloucester
3 stops
2 Days · Active Retirees
Virginia Beach area, Virginia
Marsh Light and Maritime Forest: Two Days on Virginia's Wild Edge
2 stops
3 Days · Solo
Virginia Beach area, Virginia
Salt Marsh & Shoreline: A Solo Wander Through Virginia Beach
9 stops
3 Days · Teen Families
Chesapeake Bay Region (Yorktown, Gloucester), Virginia
Golden Trumpets & Cannon Fire: 3 Days in Yorktown & Gloucester
4 stops
3 Days · Solo
Eastern Shore (Northampton, Accomack), Virginia
Tides, Ponies, and Salt Air: 3 Days Alone on Virginia's Eastern Shore
6 stops
2 Days · Active Retirees
Eastern Shore (Northampton, Accomack), Virginia
Marsh Light & Wild Ponies: Two Days on Virginia's Eastern Shore
4 stops
3 Days · Solo
Chesapeake Bay Region (Yorktown, Gloucester), Virginia
Salt Air & Golden Trumpets: A Solo Wander Through Yorktown and Gloucester
4 stops
3 Days · Solo
Chesapeake Bay Region (Yorktown, Gloucester), Virginia
Tidewater Solo: Salt Air, Siege Lines & Golden Fields
4 stops