U.S. Route 17 (US 17) is a part of the United States Numbered Highway System that runs from Punta Gorda, Florida, to Winchester, Virginia. In Virginia, the U.S. Highway runs 255.83 miles (411.72 km) from the North Carolina state line in Chesapeake north to its northern terminus at US 11, US 50, and US 522 in Winchester. US 17 is a major highway in the eastern half of Virginia. The U.S. Highway connects the Albemarle Region of North Carolina with the Hampton Roads metropolitan area. Within the urban area, US 17 passes through the South Hampton Roads cities of Chesapeake, Portsmouth, and Suffolk and the Virginia Peninsula city of Newport News. Between Yorktown and Fredericksburg, the U.S. Highway serves as the primary highway of the Middle Peninsula. At Fredericksburg, US 17 leaves the Atlantic Plain; the highway passes through the Piedmont town of Warrenton and crosses the Blue Ridge Mountains on its way to Winchester in the Shenandoah Valley. The route from Tappahannock to Winchester roughly follows the Confederate march during the Civil War to Gettysburg.

Winchester is the northwesternmost independent city in the Commonwealth of Virginia, United States. It is the county seat of Frederick County, although the two are separate jurisdictions. As of the 2020 census, the city's population was 28,120. It is the principal city of the Winchester metropolitan area with a population of just over 145,000 extending into West Virginia, which is a part of the Washington–Baltimore combined statistical area. Winchester is home to Shenandoah University and the Museum of the Shenandoah Valley.