Your total trip with all stops is around 2,910 miles / 4690 km, taking roughly 43.5 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 CLD and HPN.
Start from McClellan-Palomar Airport.
Las Vegas, Nevada is stopping point #1 after driving about 310 miles (500 km) or 4.5 hours.
Grand Junction, Colorado is stopping point #2 after driving about 510 miles (810 km) or 7.5 hours. Your total trip so far is about 820 miles or 1310 km over roughly 12 hours of driving.
Denver, Colorado is stopping point #3 after driving about 240 miles (390 km) or 4 hours. Your total trip so far is about 1,060 miles or 1710 km over roughly 16 hours of driving.
Grand Island, Nebraska is stopping point #4 after driving about 400 miles (650 km) or 6 hours. Your total trip so far is about 1,460 miles or 2360 km over roughly 21.5 hours of driving.
Chicago, Illinois is stopping point #5 after driving about 610 miles (990 km) or 9.5 hours. Your total trip so far is about 2,080 miles or 3340 km over roughly 31 hours of driving.
Cleveland, Ohio is stopping point #6 after driving about 340 miles (550 km) or 5.5 hours. Your total trip so far is about 2,420 miles or 3900 km over roughly 36 hours of driving.
Finally, Westchester County Airport is your destination after driving about 490 miles (790 km) or 7.5 hours. Your total trip with all stops is around 2,910 miles or 4690 km, taking roughly 43.5 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.