Your total trip with all stops is around 1,170 miles / 1890 km, taking roughly 18.5 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 Madison, WI and Lowell, MA.
Start from Madison, Wisconsin.
Chicago, Illinois is stopping point #1 after driving about 150 miles (240 km) or 2.5 hours.
Toledo, Ohio is stopping point #2 after driving about 250 miles (390 km) or 4 hours. Your total trip so far is about 390 miles or 630 km over roughly 6.5 hours of driving.
Cleveland, Ohio is stopping point #3 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 510 miles or 820 km over roughly 8 hours of driving.
Buffalo, New York is stopping point #4 after driving about 190 miles (310 km) or 3 hours. Your total trip so far is about 700 miles or 1130 km over roughly 11 hours of driving.
Springfield, Massachusetts is stopping point #5 after driving about 380 miles (600 km) or 5.5 hours. Your total trip so far is about 1,080 miles or 1730 km over roughly 17 hours of driving.
Finally, Lowell, Massachusetts is your destination after driving about 90 miles (150 km) or 1.5 hours. Your total trip with all stops is around 1,170 miles or 1890 km, taking roughly 18.5 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.