Carlisle, Pennsylvania to Winchester, Virginia: Road Trip Guide & Distance

How far is Carlisle, Pennsylvania from Winchester, Virginia?

The distance from Carlisle, Pennsylvania to Winchester, Virginia is 87.2 miles (140.4 km) as the crow flies. Winchester, Virginia is located SW of Carlisle, Pennsylvania. By car, the driving distance is approximately 109.1 miles, taking about 2h 12min. A direct flight would take roughly 41min. Both are located in United States — Carlisle, Pennsylvania in Pennsylvania and Winchester, Virginia in Virginia.

This is a quick and easy drive, perfect for a day trip or weekend getaway. You can easily make the round trip in a single day. Since you'll be heading mostly West, pack a good pair of sunglasses if you plan to drive during the late afternoon to avoid the harsh sun glare. 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 Carlisle, Pennsylvania and Winchester, Virginia. 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.