Your total trip with all stops is around 910 miles / 1460 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 Danbury, CT and Hilton Head Island, SC.
Start from Danbury, Connecticut.
Philadelphia, Pennsylvania is stopping point #1 after driving about 160 miles (260 km) or 3 hours.
Richmond, Virginia is stopping point #2 after driving about 250 miles (410 km) or 4 hours. Your total trip so far is about 420 miles or 670 km over roughly 7 hours of driving.
Raleigh, North Carolina is stopping point #3 after driving about 170 miles (280 km) or 2.5 hours. Your total trip so far is about 590 miles or 950 km over roughly 9.5 hours of driving.
Finally, Hilton Head Island, South Carolina is your destination after driving about 320 miles (510 km) or 4.5 hours. Your total trip with all stops is around 910 miles or 1460 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.