The Cumberland Gap Tunnel is a dual-bore, four lane vehicular tunnel that carries U.S. Route 25E under Cumberland Gap National Historical Park near the intersection of Kentucky, Tennessee, and Virginia. The tunnel consists of two separate bores which carry four lanes of traffic between Cumberland Gap, Tennessee and Middlesboro, Kentucky. It is one of only two mountain vehicular tunnels in the United States that cross a state line, the other being the East River Mountain Tunnel on Interstate 77 and U.S. Route 52 between Virginia and West Virginia. The tunnel opened to traffic in 1996 and replaced a section of highway through the Cumberland Gap that had earned the nickname "Massacre Mountain" due to its hazardous design and high rate of traffic accidents.

Interstate 77 (I-77) is a north–south Interstate Highway in the Eastern United States. It traverses diverse terrain, from the mountainous state of West Virginia to the rolling farmlands of North Carolina and Ohio. It largely supplants the old U.S. Route 21 (US 21) between Cleveland, Ohio, and Columbia, South Carolina, as an important north–south corridor through the middle Appalachian Mountains. The southern terminus of I-77 is in Cayce, South Carolina, in Lexington County at the junction with I-26. The northern terminus is in Cleveland at the junction with I-90. Other major cities that I-77 connects to include Columbia, South Carolina; Charlotte, North Carolina; Charleston, West Virginia; and Akron, Ohio. The East River Mountain Tunnel, connecting Virginia and West Virginia, is one of only two instances in the U.S. where a mountain road tunnel crosses a state line. The other is the Cumberland Gap Tunnel, connecting Tennessee and Kentucky. I-77 is a snowbird route to the Southern U.S. for those traveling from the Great Lakes region.