I agree that bikes seem to be moving to compact set ups, but a triple in a hilly area is not a bad idea either and switching them out later if you change your mind is fairly expensive. Like another poster above, I just got back from a Tahoe ride and I was okay with my compact, but I was pretty worried about whether it was enough going in (coming from flat Texas, the climbs at Tahoe were, to be blunt, freaking me out). But, bottom line, you could be okay with either a triple or a compact set up. I'd probaby look hard at that Madone for a lot of reasons - carbon frame being one of them, plus my guess is that it has a little better component set up.

As for WSD or not, I tested a number of WSD and non-WSD last year. I'm 5'5 and so height wise, I was okay on either one, but I personally found my riding position/shoulders and arms are a lot more comfortable on the WSD option I picked. I don't have to reach as far (small hands) on the brakes, for one. If you can, you should really ride them both at the same time for a fair comparison of what feels best for you.