I guess there's no shortage of places I'd love to use Hilton points at, especially now with the newish SLH partnership, and fifth night free benefit. Here's some places I have coming up, per nt:
Hermitage Bay, Antigua (actually turns out to be all-inclusive)- 130k
Waldorf Astoria Costa Rica- 120k
Tabacon Costa Rica- ?
Waldorf Astoria Los Cabos Pedregal- 120k
As for FB, I haven't flown PE, just economy and biz, so please report on your experience. And I think there's A LOT to be said for flying from your home airport. We've repositioned (ie not on the same airline itinerary) and at a minimum by plane, you need to allow a half a day. So then, you really start to wonder, is it worth it for the biz class experience? Sometimes it is, for sure. But sometimes I bet it isn't.
I'm super fortunate to be near Chicago O'hare and it's something I know I take for granted. It's 25 mins to Milwaukee airport or 60 to O'hare and when we have to go to O'hare, the kids call it "the faraway airport."