Long Island to Winchester, Virginia: Road Trip Guide & Distance

How far is Long Island from Winchester, Virginia?

The distance from Long Island to Winchester, Virginia is 288.3 miles (463.9 km) as the crow flies. Winchester, Virginia is located WSW of Long Island. By car, the driving distance is approximately 332.1 miles, taking about 6h 58min. A direct flight would take roughly 1h 5min. Both are located in United States — Long Island in New York and Winchester, Virginia in Virginia.

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. 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.

Coordinates come from public place data for Long Island and Winchester, Virginia. The driving distance uses an OSRM road-route result when route data is available. Fuel, flight, bus, and train values are planning estimates and can change by date, provider, road closures, and border rules.