Club Monaco has been creeping up market since Ralph Lauren bought it a few years ago, I used to only own stuff from there then their prices started to trend towards Harry and I just have up because the quality/price/style wasn't working for me.
I have been liking my Michael Bastian (shirts) and Aquascutum (suits) lately, having a wife that works in the fashion industry has forced me to keep up. There is some cool stuff at the mens shops in gastown, you should take a walk through the neighbourhood if you are interested in quality, modern shirts and ties, likely not the place to shop for ties.
As for work suits, I picked up two Ted Baker made in Canada suits at the end of summer and they have been great.
Good luck. The key is to find something that you feel good in. No matter the price, a good fitting suit is priceless.
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