Here we go again I can imagine you thinking, but before I get shot down, I am aware that we are in a very privileged position to have the choice between such excellent schools (we have offers from all for 2017) - but I am bewildered and confused by the choice and all my reasoning and lists of pros and cons are each leaving me with utterly different results, so I am hoping for some insight from you wise people.
I have read all the threads I can come over siting the schools above. I see that there is a lot of passionate support for Winchester which is great, but I haven't had the same sense for the other schools and to be honest - no matter how much I try to research, read, ask people in my community - we are left wanting one school one day and one the other, depending on my (and DS') mood. 
A little about DS:
We live in similar distance from all the schools, so travel will not be a deciding factor. DS is academic, very sporty, loves rugby (but will not make him dismiss Winchester for this reason as he will never be a pro rugby player if i have anything to do with it...)he is a true team player, though very competitive, plays music, but is not too keen on drama and art.
Dilemma 1) got a place on Wardens list at Radley, thus will not know which Social (house) until after CE - which worries me as everyone I speak to say the house and mostly the HM is so important?
Dilemma 2) Does Harrow really have a bad reputation (Nice but dim, monied, frightfully snobbish etc), a lot of "baggage" as another poster put it?
Dilemma 3) DS is far removed from being either quirky or a nerd, very normal, very outgoing boy and I am hard pushed to see him as Winchester boys seem to be described (or aren't they and I have just got the wrong end of the stick?)
Dilemma 4) Winchester has a new Head coming in, how will this impact on the school for better, worse or not much at all?
Dilemma 5) A registrar (not at one of the above schools) told me to hold on to any places we have for as long as possible, just in case. I understand what he is saying, but it seems almost immoral to me that if you have made a choice to hold on to a place you do not want and thus making waiting list boys hang on unnessesarily long?
Any input much appreciated, I don't think I can be more confused than I am already.