Gloucester, Massachusetts to Waterbury: Road Trip Guide & Distance

How far is Gloucester, Massachusetts from Waterbury?

The distance from Gloucester, Massachusetts to Waterbury is 142.5 miles (229.4 km) as the crow flies. Waterbury is located WSW of Gloucester, Massachusetts. By car, the driving distance is approximately 178.2 miles, taking about 3h 35min. A direct flight would take roughly 47min. Both are located in United States — Gloucester, Massachusetts in Massachusetts 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. 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. 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 Gloucester, Massachusetts 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.