hard to say. but you on a kick about this type of thing i see. venturing into something new?
i think answers, well mine anyway, reflects income level. i would shop in other places if i had more money to spend. as it is though;
specialty shops - syd jerome in chicago. i only have limited experience in these type of shops, but of the ones i have been to they were tops. great selection, no bullshit, treated me exceptionally well (almost like royalty actually, ive never had so many people attending to me in my life afaik), and were very knowledgeable about their product.
retail shops - most brooks brothers, and the polo store in denver. good selection, sales people were knowledgeable enough, i dont expect much in mall shops, and not annoying.
outlet shops - last call NM. easy to grab great finds on every visit. staff pretty much leaves you alone unless you ask which is great because in outlet malls they tend to be HS drop outs. did i mention great finds for cheap?