Your total trip with all stops is around 830 miles / 1340 km, taking roughly 14 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 Springfield, IL and Annapolis, MD.
Start from Springfield, Illinois.
Indianapolis, Indiana is stopping point #1 after driving about 210 miles (340 km) or 3.5 hours.
Columbus, Ohio is stopping point #2 after driving about 180 miles (280 km) or 2.5 hours. Your total trip so far is about 390 miles or 620 km over roughly 6 hours of driving.
Bethel Park, Pennsylvania is stopping point #3 after driving about 180 miles (280 km) or 3 hours. Your total trip so far is about 560 miles or 900 km over roughly 9 hours of driving.
Finally, Annapolis, Maryland is your destination after driving about 270 miles (430 km) or 5 hours. Your total trip with all stops is around 830 miles or 1340 km, taking roughly 14 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.