I know a '57 Chevy is really nice. If I could, I would buy a '62 Corvette, I always liked those side scoupes. However, I even like a '62 T-Bird, especially the covertible with that backseat cover and round tail lights.
However, I like traveling in luxury, and the '57 Cadillac Eldorado can't be beat. I looked up one like this online and they're going for about $150K.