Your total trip with all stops is around 990 miles / 1600 km, taking roughly 16 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 Covington, GA and Poughkeepsie, NY.
Start from Covington, Georgia.
Raleigh, North Carolina is stopping point #1 after driving about 400 miles (650 km) or 6.5 hours.
Washington, District of Columbia is stopping point #2 after driving about 280 miles (450 km) or 4 hours. Your total trip so far is about 680 miles or 1100 km over roughly 10.5 hours of driving.
Philadelphia, Pennsylvania is stopping point #3 after driving about 140 miles (230 km) or 2.5 hours. Your total trip so far is about 820 miles or 1320 km over roughly 13 hours of driving.
Finally, Poughkeepsie, New York is your destination after driving about 170 miles (270 km) or 3 hours. Your total trip with all stops is around 990 miles or 1600 km, taking roughly 16 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.