Your total trip with all stops is around 1,110 miles / 1780 km, taking roughly 18 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 Appleton, WI and New Haven, CT.
Start from Appleton, Wisconsin.
Chicago, Illinois is stopping point #1 after driving about 200 miles (310 km) or 3 hours.
Toledo, Ohio is stopping point #2 after driving about 250 miles (390 km) or 4 hours. Your total trip so far is about 440 miles or 710 km over roughly 7 hours of driving.
Akron, Ohio is stopping point #3 after driving about 140 miles (220 km) or 2 hours. Your total trip so far is about 580 miles or 930 km over roughly 9 hours of driving.
State College, Pennsylvania is stopping point #4 after driving about 220 miles (350 km) or 4 hours. Your total trip so far is about 790 miles or 1280 km over roughly 13 hours of driving.
Finally, New Haven, Connecticut is your destination after driving about 320 miles (510 km) or 5 hours. Your total trip with all stops is around 1,110 miles or 1780 km, taking roughly 18 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.