State Route 199 is a primary state highway in the U.S. state of Virginia. Known for most of its length as Humelsine Parkway, the state highway runs 14.13 miles (22.74 km) from Interstate 64 (I-64) and SR 646 in Lightfoot to SR 641 near Williamsburg. VA 199 forms a western loop of Williamsburg in York and James City Counties. The state highway, which is entirely a four-lane limited-access highway with a mix of intersections and interchanges, provides access from I-64 to several highways that serve attractions around Williamsburg, including U.S. Route 60 and Colonial Parkway, an automobile parkway that leads to Colonial Williamsburg, Jamestown, and Yorktown. VA 199 between its junctions with I-64 is named for Carlisle H. Humelsine, a former curator and president of Colonial Williamsburg, in 2004.

Interstate 64 (I-64) in the US state of Virginia runs east–west through the middle of the state from West Virginia to the Hampton Roads region, for a total of 299 miles (481 km). From the West Virginia state line to Chesapeake, it passes through the major cities of Lexington, Staunton, Charlottesville, the state capital of Richmond, Newport News, Hampton, and Norfolk. It is notable for crossing the mouth of the harbor of Hampton Roads on the Hampton Roads Bridge–Tunnel (HRBT), the first bridge–tunnel to incorporate artificial islands, concurrent with U.S. Route 60 (US 60). Also noteworthy is a section through Rockfish Gap, a wind gap in the Blue Ridge Mountains, which was equipped with an innovative system of airport-style runway lighting embedded into the pavement to aid motorists during periods of poor visibility due to fog or other conditions.