Do you really want to hit the road, enjoy the drive, and just get whistle-stop views of the things in the areas you're traveling through? Or do you want to spend a lot of time out of your car, walking around and exploring things?

You could pack it all in if you want to spend most of your time driving. If you would rather get out of the car and play, you will need to make choices.

I might suggest that you just play it by ear. This sounds like a perfect trip for meandering. Go towards the main places you want to visit but allow yourself the option of veering off course or stopping in unexpected places. Maybe you'll even find a particularly warm pocket in the country to warm your bones! If you like it enough to linger, then linger awhile. Some of the best trips are the ones where people just get in the car and go with no real plan. You never know what you're gonna find.