Ossining to Waterbury: Road Trip Guide & Distance

How far is Ossining from Waterbury?

The distance from Ossining to Waterbury is 50.1 miles (80.6 km) as the crow flies. Waterbury is located ENE of Ossining. By car, the driving distance is approximately 65.1 miles, taking about 1h 19min. A direct flight would take roughly 36min. Both are located in United States — Ossining in New York and Waterbury in Connecticut.

This is a quick and easy drive, perfect for a day trip or weekend getaway. You can easily make the round trip in a single day. 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 Ossining and Waterbury. 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.