We're really excited about staying at the Hilton at Los Cabos next month. When I logged in today to see if all was OK, it offered a "guaranteed" room upgrade from our deluxe oceanview room to a junior suite oceanview for about 1,500 HHonors points per night. Which, ironically, adds up to about the remaining balance of my HHonors account! I'll probably go ahead and pull the trigger on it because I won't have much use for 7,000 points after this trip. But was wondering, as a Gold member, would I be eligible for this as a free upgrade upon arrival (if available) anyway? Are these "guaranteed" upgrade deals typically good values? Might there be a better upgrade if I wait upon arrival? Just curious how that stuff works!