I'm having a birthday "party", which is more of a little gathering than anything else in a couple of weeks and I thought it'd be great to go somewhere that has this 1950/1960's feel to it, the kinda place Sinatra would've hung out. Jazz music (doesn't have to be live) is a plus, and somewhere with a bit of a dress code (ie. I want to show up with proper trousers and shirt and not look out of place!) would be great.
I'm actually from Montreal but I've never looked around for places like these, and I don't drink so bars aren't really my area of expertise (but my friends do so...). If it can give a better idea of what I'm looking for, think of where Don Draper ends up after work in Mad Men.
Thanks a lot!