Annapolis to Waterbury: Road Trip Guide & Distance

How far is Annapolis from Waterbury?

The distance from Annapolis to Waterbury is 254.3 miles (409.2 km) as the crow flies. Waterbury is located NE of Annapolis. By car, the driving distance is approximately 317.8 miles, taking about 6h 24min. A direct flight would take roughly 1h 1min. Both are located in United States — Annapolis in Maryland and Waterbury in Connecticut.

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. 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 Annapolis 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.