Well, I think the Hilton Aspire may not work out for me after all. Keeping in mind that the ONLY reason I would get such a card is for my Japan stay in November 2020:
- The 5th night free is only on a 4 night stay booked completely with points, and even at the "low" of 66K points per night that I saw last week (looking at this coming November for a general idea), that would be 264K points. Even if, between me and P2, we managed to acquire 2 cards and get their SUBs (probably one at 150K and another at 125K), there is no way we can continue to meet a healthy spend on 2 Amex cards while still trying to meet MSRs for other needed things. So I don't see us being able to even book the first 4 nights on points in order to take advantage of the 5th night free while we are still working on Chase URs to take care of the other hotels (the flights should be taken care of in the next month).
- And, just for kicks, I tried to go to November 2020, which is, of course, not available yet (to try to see about points). Since it will only accept up to one year out, I changed to search to something like September 15-18, 2020. It says they are SOLD OUT for those dates. I kept going "one week earlier" and finally found availability... in August 2020. I am very concerned about this lack of availability in September, which is after the Olympics are over.
Can any Amex and/or Hilton experts share any thoughts on this? It's perfectly OK for the advice to be "stick with Chase and book at this hotel with URs like you originally planned." It certainly is not going to kill me to not be a Diamond member and get the perks. But now I am worried about there being any rooms at all, whether with cash, URs, or HH points.
Oh and ETA: The Diamond benefits are only for the primary cardholder, so I guess my husband couldn't have breakfast with me or go into the lounge with me... so that doesn't help either!
There. I think I just talked myself out of it for good!