Stouffville to Winchester, Virginia: Road Trip Guide & Distance

How far is Stouffville from Winchester, Virginia?

The distance from Stouffville to Winchester, Virginia is 335 miles (539.2 km) as the crow flies. Winchester, Virginia is located S of Stouffville. By car, the driving distance is approximately 402 miles, taking about 8h 5min. A direct flight would take roughly 1h 10min. Stouffville is in Ontario, Canada, while Winchester, Virginia is in Virginia, United States.

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. As you head South, expect warmer temperatures. Make sure your car's AC is working well before embarking on this journey. Keep in mind this route crosses international borders. Don't forget your passport, and check current border crossing times and vehicle insurance requirements.

Coordinates come from public place data for Stouffville 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.