Stopping points from Annapolis, Maryland to Manitowoc, Wisconsin:

• Start from Annapolis, Maryland
• 4 hours to Pittsburgh, Pennsylvania after driving about 270 miles / 430 km
• 2 hours to Cleveland, Ohio after driving about 130 miles / 220 km
• 2 hours to Toledo, Ohio after driving about 120 miles / 190 km
• 4 hours to Chicago, Illinois after driving about 250 miles / 390 km
• 3 hours to Manitowoc, Wisconsin after driving about 170 miles / 280 km

Your total trip with all stops is around 940 miles / 1510 km, taking roughly 15 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 Annapolis, MD and Manitowoc, WI.

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Stopping points from Annapolis, MD to Manitowoc, WI

Start from Annapolis, Maryland.

Pittsburgh, Pennsylvania is stopping point #1 after driving about 270 miles (430 km) or 4 hours.

Cleveland, Ohio is stopping point #2 after driving about 130 miles (220 km) or 2 hours. Your total trip so far is about 400 miles or 650 km over roughly 6.5 hours of driving.

Toledo, Ohio is stopping point #3 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 520 miles or 840 km over roughly 8.5 hours of driving.

Chicago, Illinois is stopping point #4 after driving about 250 miles (390 km) or 4 hours. Your total trip so far is about 760 miles or 1230 km over roughly 12 hours of driving.

Finally, Manitowoc, Wisconsin is your destination after driving about 170 miles (280 km) or 3 hours. Your total trip with all stops is around 940 miles or 1510 km, taking roughly 15 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.