Winchester, Virginia to Winston-Salem: Road Trip Guide & Distance

How far is Winchester, Virginia from Winston-Salem?

The distance from Winchester, Virginia to Winston-Salem is 241.7 miles (388.9 km) as the crow flies. Winston-Salem is located SSW of Winchester, Virginia. By car, the driving distance is approximately 302 miles, taking about 6h 5min. A direct flight would take roughly 59min. Both are located in United States — Winchester, Virginia in Virginia and Winston-Salem in North Carolina.

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 Winchester, Virginia and Winston-Salem. 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.