U.S. Route 50 is a transcontinental highway which stretches from Ocean City, Maryland to West Sacramento, California. In the U.S. state of Virginia, US 50 extends 86 miles (138 km) from the border with Washington, D.C. at a Potomac River crossing at Rosslyn in Arlington County to the West Virginia state line near Gore in Frederick County.

State Route 37 is a primary state highway in the U.S. state of Virginia. Known as Winchester Bypass, it forms a western bypass of Winchester, connecting to Interstate 81 (I-81) at both ends. Although the road is a freeway, neither I-81 connection is freeway standard; the south end is a diamond interchange with two traffic signals, while, at the north end, drivers must use a short piece of U.S. Route 11 (US 11) to connect with I-81 at exit 317. In addition to local access, the highway connects to US 50 and US 522, two major highways that lead west and northwest into West Virginia and north to I-70 at Hancock, Maryland. An eastern bypass, known locally as "Route 37 East" has been proposed in statewide and local plans to complete the loop.