Interesting! Looking around at pools, I see many 27' available, some 28', but almost no 26'. LOTS of 24'. I don't know why I think 3 feet will make much difference, but I really want to go for the 27 as opposed to the 24. But I've convinced myself we don't need the 30'2) I love my 27', but it is a weird size. Clearly they make liners for it in the exact size. But most of the time you will find a limited amount. For covers and such you are going to find 26' or 28' covers and just have to deal with the overlap, or cut it down. And of course pay for that extra material that you do not need.
I actually grew up in CT, so northern NJ is probably closer to what I was raised with. I've been in VB for over 6 years now, and I swear I am still surprised every year when it's still 70+ in October. I remember a few times as a kid having to figure out how to make ski pants and boots work with our Halloween costumes!