I can relate to your pain as I am in a boot right now for a major ankle sprain (and have been in a boot before for breaking the same ankle!)
We were at CSS this past December and I know you want to try it, but I wouldn't even consider it with a boot on. I haven't been to CTI so I can't speak for that resort, but CN would be the easiest for you to navigate. I've also been to CSA and it would be fine since it's flat, but a little more spread out than CN.
(I'm not sure which resorts you've been to before so I'm advising as you haven't been to any )
Back to CSS - there are a LOT of steps, I mean, a LOT. And even if you get them to shuttle you around in a van, it's a hassle. That's just my 2 cents and if you REALLY want to go there, then by all means, I hope that happens for you - but I would personally suggest crossing your fingers for an easier to navigate resort.
Get better soon!
Oh and yeah, I'm still in my boot and we're going to CSA in a couple of weeks! I should be out of it by then (I'm hoping!!).
Melea & Joseph
CN - '06, '07, '08
CSS and CSA - '09
CSA - '10