this is an obvious and hilarious software problem and i am surprised HH has let it go on so long. Doubletree NYC at NYE is over 400,000 points/night, ten times the Hilton NYC which must have a few regular rooms left. Iceland Hilton has no regular 35,000 point rooms 6/23-25, but you can get a "Queen plus" or "twin plus" for 97,654 points or an executive room for 120,232. as others have pointed out it must be tied to then current rack rates and nothing to do with the original category 1-7 of the hotel. Some have had the benefit of an undervalued upgrade (e.g. 23,345 points) viz the category, but those seem to be in the minority. yes this is a scam, because HH must know this "good idea" is out of whack, yet it continues. spg upgrades-at-booking are a few thousand and rarely more than double the category rate, a rare instance of spg being more user friendly than hh. wise up hh.