I hadn't thought about a "two-sided" bed, but you're definitely on to something - and for just the reason you posted!
Similarly, the ability to visit parks with trailer size restrictions is an important consideration, as is maneuverability around tight roads with switchbacks. Decisions, decisions!
I appreciate your willingness to share photos of the restoration/renovation project on the '64. Beautiful job; no wonder you love it! You all are far more clever than we; our tool box is woefully lacking. It is for just this reason that we are looking at a Winick custom. From what (little) I've seen of the '07 Winick Anniversary Edition, every square inch of space is used to maximum advantage, such that the space seems bigger than it is. I'm hoping that, given 4 more feet, he would be able to incorporate every heart's desire... including a bed big enough for two!
Thanks so much for your thoughts!