Middletown, New York to Oshawa: Road Trip Guide & Distance

How far is Middletown, New York from Oshawa?

The distance from Middletown, New York to Oshawa is 281.5 miles (453.1 km) as the crow flies. Oshawa is located NW of Middletown, New York. By car, the driving distance is approximately 351.9 miles, taking about 7h 5min. A direct flight would take roughly 1h 4min. Middletown, New York is in New York, United States, while Oshawa is in Ontario, Canada.

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. 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 Middletown, New York and Oshawa. 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.