Don't wish to get in the middle but wanted to add:
I never take the 500 points. A drop in the bucket compared to the SL of points I have a hard time using. I'll take the wine home for Saturday and maybe the snacks to brighten up a kids day when I get back - even though I can usually expense anything I want.
Many times I've arrived after kitchen closing and/or been offered to have the gift delivered the next night. Usually delivered with no problem. Once it had it delivered at noon since it was a one night stay. Usually at a normal check in time, I'll be asked pro-actively "what time do you want it delivered"?
A wiser (wo)man than me once reminded us that this is a GIFT so I've stopped looking at it in the mouth as critically as I once did.