Leesburg, Virginia to Winchester, Virginia: Road Trip Guide & Distance

How far is Leesburg, Virginia from Winchester, Virginia?

The distance from Leesburg, Virginia to Winchester, Virginia is 32.5 miles (52.3 km) as the crow flies. Winchester, Virginia is located W of Leesburg, Virginia. By car, the driving distance is approximately 42.3 miles, taking about 51min. A direct flight would take roughly 34min. Both are located in United States.

This is a very short trip, perfect for a quick morning drive or an easy commute. 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 Leesburg, Virginia 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.