Drew, like anything it really depends how much you want to spend.
I have found that cheaper suits fall apart or lose their fit extremely quickly, but then I wear suits all day every day.
Whatever you buy, make sure that you get two pairs of trousers.
Austin Reed do good quality mid range suits, as do TM Lewins. If you want to spend a bit more then I like Canali, Richards James and Boss. Richard James may be too slim a fit for you (same with Armani) so it'll probably be a case of trawling the shops and trying on the various brands to see which fits best.
If you want to go for the tailored option, then come to London and I'll point you in the right direction - if you want something a little different but still great quality then check out Ozwald Boateng 8)