It definitely looks better in pictures. The paint has orange peel and a few bubbles, and there is a bad rust repair in the passenger floor pan. But it is 60 years old and I haven't found a single rusted bolt yet so yeah.
I am definitely leaning towards Rte 66. Last time I did it was in one of my Land Rovers in winter - it snowed on me in the Wigwam Motel in Holbrook, that was neat!