Ann Arbor to Winchester, Virginia: Road Trip Guide & Distance

How far is Ann Arbor from Winchester, Virginia?

The distance from Ann Arbor to Winchester, Virginia is 361.7 miles (582.1 km) as the crow flies. Winchester, Virginia is located SE of Ann Arbor. By car, the driving distance is approximately 434 miles, taking about 8h 44min. A direct flight would take roughly 1h 14min. Both are located in United States — Ann Arbor in Michigan and Winchester, Virginia in Virginia.

This is a solid day of driving. Be sure to take breaks every 2-3 hours to avoid driver fatigue, and plan your meals ahead of time. Heading East means you'll be driving into the sunrise if you start early. Keep your windshield clean for the best visibility.

Coordinates come from public place data for Ann Arbor 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.