The answer is Wilderness Road.
The Wilderness Road was the first east-west link across the Appalachian Mountains in the United States, where settlers could move from the coastal plains of the Atlantic Ocean to the Midwest. It was the only route from Virginia to Kentucky for over fifty years. The road was later extended along ancient Indian paths as far as the waterfalls on the Ohio River at Louisville. The steep and uneven Wilderness Road was passable only on foot or on horseback, yet it was used by thousands of travelers. In 1792, the government of the new state of Kentucky approved funds to expand the road. In 1796, the new all-weather road was opened for carriages and transport vehicles. Around 1840, the old route, which largely follows modern highways, was abandoned.