Montréal
Let's start with the city I decided to make my own. Montréal is the place to EAT EAT EAT. The reputation of it being a foodie paradise is well deserved. As soon as I got here I decided to go for a classic (most of you will have probably heard of it). A poutine from La Banquise. Clogging your arteries has never felt so good.
Location:
http://goo.gl/maps/wUy5H
I ordered a classic one (the one below) and the wife ordered "Le chicks" which has breaded chicken, delicious I must say. The atmosphere is incredible, the waitresses are gorgeous, the music selection is great. I can get packed though, beware.
Edit: After you're done you can walk around Parc Lafontaine to burn all those extra calories, which is just across the street.