Lebanon, Tennessee to Winchester, Kentucky: Road Trip Guide & Distance

How far is Lebanon, Tennessee from Winchester, Kentucky?

The distance from Lebanon, Tennessee to Winchester, Kentucky is 169.4 miles (272.6 km) as the crow flies. Winchester, Kentucky is located NE of Lebanon, Tennessee. By car, the driving distance is approximately 211.8 miles, taking about 4h 16min. A direct flight would take roughly 50min. Both are located in United States — Lebanon, Tennessee in Tennessee and Winchester, Kentucky in Kentucky.

For a drive of this length, it's recommended to plan at least one quick rest stop to stretch your legs and grab a coffee. Heading East means you'll be driving into the sunrise if you start early. Keep your windshield clean for the best visibility. Given the short distance, driving or taking a train is often faster and more convenient than dealing with airport security and flight boarding times.

Coordinates come from public place data for Lebanon, Tennessee and Winchester, Kentucky. The driving distance is estimated from straight-line distance with a road-factor model, so confirm the route in your navigation app. Fuel, flight, bus, and train values are planning estimates and can change by date, provider, road closures, and border rules.