Bridgeport to Gloucester, Massachusetts: Road Trip Guide & Distance

How far is Bridgeport from Gloucester, Massachusetts?

The distance from Bridgeport to Gloucester, Massachusetts is 163.4 miles (263 km) as the crow flies. Gloucester, Massachusetts is located NE of Bridgeport. By car, the driving distance is approximately 204.3 miles, taking about 4h 7min. A direct flight would take roughly 50min. Both are located in United States — Bridgeport in Connecticut and Gloucester, Massachusetts in Massachusetts.

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. 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 Bridgeport and Gloucester, Massachusetts. 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.