Stopping points from Oshkosh, Wisconsin to Boston, Massachusetts:

• Start from Oshkosh, Wisconsin
• 3 hours to Chicago, Illinois after driving about 180 miles / 280 km
• 4 hours to Toledo, Ohio after driving about 250 miles / 390 km
• 2 hours to Cleveland, Ohio after driving about 120 miles / 190 km
• 3 hours to Buffalo, New York after driving about 190 miles / 310 km
• 4.5 hours to Albany, New York after driving about 290 miles / 470 km
• 2.5 hours to Boston, Massachusetts after driving about 170 miles / 270 km

Your total trip with all stops is around 1,200 miles / 1920 km, taking roughly 18.5 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 Oshkosh, WI and Boston, MA.

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Stopping points from Oshkosh, WI to Boston, MA

Start from Oshkosh, Wisconsin.

Chicago, Illinois is stopping point #1 after driving about 180 miles (280 km) or 3 hours.

Toledo, Ohio is stopping point #2 after driving about 250 miles (390 km) or 4 hours. Your total trip so far is about 420 miles or 680 km over roughly 7 hours of driving.

Cleveland, Ohio is stopping point #3 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 540 miles or 870 km over roughly 8.5 hours of driving.

Buffalo, New York is stopping point #4 after driving about 190 miles (310 km) or 3 hours. Your total trip so far is about 730 miles or 1180 km over roughly 11.5 hours of driving.

Albany, New York is stopping point #5 after driving about 290 miles (470 km) or 4.5 hours. Your total trip so far is about 1,030 miles or 1650 km over roughly 16 hours of driving.

Finally, Boston, Massachusetts is your destination after driving about 170 miles (270 km) or 2.5 hours. Your total trip with all stops is around 1,200 miles or 1920 km, taking roughly 18.5 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.