Stopping points from Pittsfield, Massachusetts to Trumbull, Connecticut:

• Start from Pittsfield, Massachusetts
• 1.5 hours to Waterbury, Connecticut after driving about 70 miles / 120 km
• 37 minutes to Trumbull, Connecticut after driving about 30 miles / 50 km

Your total trip with all stops is around 100 miles / 160 km, taking roughly 2.5 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between Pittsfield, MA and Trumbull, CT.

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Stopping points from Pittsfield, MA to Trumbull, CT

Start from Pittsfield, Massachusetts.

Waterbury, Connecticut is stopping point #1 after driving about 70 miles (120 km) or 1.5 hours.

Finally, Trumbull, Connecticut is your destination after driving about 30 miles (50 km) or 37 minutes. Your total trip with all stops is around 100 miles or 160 km, taking roughly 2.5 hours for the whole trip.

Stopping point calculator

Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.