Stopping points from Philadelphia, Pennsylvania to Chesapeake, Virginia:

• Start from Philadelphia, Pennsylvania
• 1.5 hours to Dover, Delaware after driving about 80 miles / 130 km
• 4 hours to Chesapeake, Virginia after driving about 200 miles / 310 km

Your total trip with all stops is around 280 miles / 450 km, taking roughly 5.5 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 Philadelphia, PA and Chesapeake, VA.

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Stopping points from Philadelphia, PA to Chesapeake, VA

Start from Philadelphia, Pennsylvania.

Dover, Delaware is stopping point #1 after driving about 80 miles (130 km) or 1.5 hours.

Finally, Chesapeake, Virginia is your destination after driving about 200 miles (310 km) or 4 hours. Your total trip with all stops is around 280 miles or 450 km, taking roughly 5.5 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.