Your total trip with all stops is around 660 miles / 1060 km, taking roughly 10.5 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 Williston, ND and Calgary, Canada.
Start from Williston, North Dakota.
Regina, Canada is stopping point #1 after driving about 190 miles (300 km) or 3.5 hours.
Medicine Hat, Canada is stopping point #2 after driving about 290 miles (470 km) or 4.5 hours. Your total trip so far is about 480 miles or 770 km over roughly 8 hours of driving.
Finally, Calgary, Alberta is your destination after driving about 180 miles (300 km) or 3 hours. Your total trip with all stops is around 660 miles or 1060 km, taking roughly 10.5 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.