Your total trip with all stops is around 960 miles / 1540 km, taking roughly 15.5 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 Massachusetts and Indiana.
Start from Massachusetts (MA).
Bridgeport, Connecticut is stopping point #1 after driving about 130 miles (210 km) or 2.5 hours.
Wilkes-Barre, Pennsylvania is stopping point #2 after driving about 180 miles (290 km) or 3 hours. Your total trip so far is about 320 miles or 510 km over roughly 5.5 hours of driving.
Akron, Ohio is stopping point #3 after driving about 330 miles (540 km) or 5 hours. Your total trip so far is about 650 miles or 1040 km over roughly 10.5 hours of driving.
Columbus, Ohio is stopping point #4 after driving about 130 miles (200 km) or 2 hours. Your total trip so far is about 770 miles or 1250 km over roughly 12.5 hours of driving.
Finally, Indiana (IN) is your destination after driving about 190 miles (300 km) or 3 hours. Your total trip with all stops is around 960 miles or 1540 km, taking roughly 15.5 hours for the whole trip.
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.