I don't think it will change so drastically for most places. If there is enough demand to support whatever level of infrastructure there is it is most likely to continue for the most part (excluding COVID)
Travelers won't care about "most places", they'll care about that one place that they chose from your list, and will be disappointed if they get there and find that the one kosher restaurant has closed (happens too often) or that the minyan meets only when school is in session.
Not saying you shouldn't do it, and of course if you do compile it, I'll be sure to refer to it.
. I just think that it would take substantial time and effort to do it well and to maintain its accuracy. Also, I suspect that most of those who ask "Where's a good place for a frum family vacation?" are less interested in an extensive list with dozens of possibilities, and would prefer a shorter list with a few good ideas. But maybe not. Worth a survey?