Your total trip with all stops is around 2,500 miles / 4020 km, taking roughly 38.5 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 Jackson, MS and Portland, OR.
Start from Jackson, Mississippi.
Little Rock, Arkansas is stopping point #1 after driving about 270 miles (430 km) or 4.5 hours.
Tulsa, Oklahoma is stopping point #2 after driving about 280 miles (440 km) or 4 hours. Your total trip so far is about 540 miles or 870 km over roughly 9 hours of driving.
Hays, Kansas is stopping point #3 after driving about 360 miles (580 km) or 5.5 hours. Your total trip so far is about 900 miles or 1450 km over roughly 14.5 hours of driving.
Denver, Colorado is stopping point #4 after driving about 340 miles (550 km) or 5 hours. Your total trip so far is about 1,240 miles or 1990 km over roughly 19.5 hours of driving.
Ogden, Utah is stopping point #5 after driving about 530 miles (850 km) or 7.5 hours. Your total trip so far is about 1,760 miles or 2840 km over roughly 27 hours of driving.
Boise, Idaho is stopping point #6 after driving about 310 miles (490 km) or 4.5 hours. Your total trip so far is about 2,070 miles or 3330 km over roughly 31.5 hours of driving.
Pendleton, Oregon is stopping point #7 after driving about 220 miles (350 km) or 3.5 hours. Your total trip so far is about 2,290 miles or 3690 km over roughly 35 hours of driving.
Finally, Portland, Oregon is your destination after driving about 210 miles (340 km) or 3.5 hours. Your total trip with all stops is around 2,500 miles or 4020 km, taking roughly 38.5 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.