On the coast of Virginia, Hampton Roads is a large body of water where the Elizabeth, James, and Nansemond rivers meet, and the Chesapeake Bay meets the Atlantic Ocean. The larger metropolitan area around this area is also “Hampton Roads,” including Hampton, Chesapeake, Norfolk, Portsmouth, and others.
Although better known for its western motorcycle riding routes like the Blue Ridge Parkway along the Blue Ridge Mountains, Virginia’s Tidewater region offers an assortment of great rides around and starting from Hampton Roads. The next time you’re riding through east and south of Richmond, be sure to check out these Hampton Roads motorcycle rides.
The Chesapeake Bay Bridge-Tunnel
Stretching between Norfolk and Virginia Beach at the south and Townsend and Capeville at the north end, the Chesapeake Bay Bridge-Tunnel is one of the seven human-made wonders of the world. This toll bridge and tunnel combo is well worth the cost with the beautiful views of the bay. The road dives under the waves through the tunnel section then reemerges to the Eastern Shore.
Grab a bite to eat in Cape Charles or stop by the Chatham Vineyards & Winery in Machipongo before heading back to the mainland, or head further north to cross into Maryland.
At the heart of America’s colonial history, enjoy the Historic Triangle between Yorktown and Jamestown, passing through Williamsburg. Starting at the Yorktown Battlefield Visitor Center, follow Colonial Parkway 23 miles to Jamestown.
Stop at numerous historical locations and museums along the way, including Colonial National Historical Park, Colonial Williamsburg Visitor Center, the Art Museums of Colonial Williamsburg, and the Jamestown Settlement.
Capital Country Byway or Nickel & Dime Drive
Enjoy the history of this loop between the colonial capital of Virginia and the modern capital of Richmond. Start in Williamsburg and take Route 5 to Richmond, keeping your eyes open for bald eagles, which commonly nest around the area. Also called Nickel Road, Route 5 offers a scenic route that passes three former presidents’ homes, as well as over two dozen civil war battlefields.
Head south on Dime Road (Route 10) and cut across to Jamestown on Route 31 with a quick 15-minute ride on the Jamestown-Scotland Ferry.
George Washington Memorial Parkway
Head north toward D.C. for a ride along the Potomac River, and be sure to stop at any of the historic sites along this 25-mile stretch of road to stretch your legs. The route includes several can’t-miss historical opportunities, such as Mount Vernon, numerous colonial home museums, and several old cemeteries.
Highlands Parkway to Damascus
Skirting Virginia’s state line with North Carolina, start in Portsmouth in the east and take Route 58 westward across the southern border of Virginia to Damascus, in the mountains. The Highlands Parkway is particularly stunning in the fall as the leaves change color. Don’t forget to stop by the Wood Brothers Racing Museum in Stuart if you’re a racing fan, and pull off at any of the roadside trailheads for the Appalachian Trail if you need to stretch your legs on a hike.
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