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

How far is Middletown, New York from Ossining?

The distance from Middletown, New York to Ossining is 35.1 miles (56.5 km) as the crow flies. Ossining is located ESE of Middletown, New York. By car, the driving distance is approximately 45.7 miles, taking about 55min. A direct flight would take roughly 34min. Both are located in United States.

This is a very short trip, perfect for a quick morning drive or an easy commute. Heading East means you'll be driving into the sunrise if you start early. Keep your windshield clean for the best visibility. Given the short distance, driving or taking a train is often faster and more convenient than dealing with airport security and flight boarding times.

Coordinates come from public place data for Middletown, New York and Ossining. 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.