Stopping points from Hilton Head Island, South Carolina to Boston, Massachusetts:

• Start from Hilton Head Island, South Carolina
• 4 hours to Fayetteville, North Carolina after driving about 250 miles / 410 km
• 3 hours to Richmond, Virginia after driving about 210 miles / 340 km
• 4 hours to Philadelphia, Pennsylvania after driving about 250 miles / 400 km
• 5 hours to Boston, Massachusetts after driving about 310 miles / 490 km

Your total trip with all stops is around 1,020 miles / 1650 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 Hilton Head Island, SC and Boston, MA.

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Stopping points from Hilton Head Island, SC to Boston, MA

Start from Hilton Head Island, South Carolina.

Fayetteville, North Carolina is stopping point #1 after driving about 250 miles (410 km) or 4 hours.

Richmond, Virginia is stopping point #2 after driving about 210 miles (340 km) or 3 hours. Your total trip so far is about 470 miles or 750 km over roughly 7 hours of driving.

Philadelphia, Pennsylvania is stopping point #3 after driving about 250 miles (400 km) or 4 hours. Your total trip so far is about 720 miles or 1150 km over roughly 11 hours of driving.

Finally, Boston, Massachusetts is your destination after driving about 310 miles (490 km) or 5 hours. Your total trip with all stops is around 1,020 miles or 1650 km, taking roughly 16 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.