Originally Posted by
Enigma368
Definitely a suite upgrade is not an entitlement for Diamond members but I have asked nicely on a number of stays: "By any chance, is a suite upgrade during my stay" and have had positive results on more than one occasion. I certainly don't think it is rude to ask and staff never seem to take it as rude. They will either respond with "unfortunately, no" or "let me see what I can do". But certainly not something you are entitled to, just a bonus if you get one.
FWIW, I stayed in the Conrad earlier this month. Was preupgraded to executive room. Asked politely at checkin whether a suite was available and was upgraded to a bay view suite without hesitation. I find this approach works more often than not at Hiltons and Conrads even though I am never pre upgraded to a suite. Service at this hotel is excellent. I didn't like the location though.