I like certain cities in the winter. New York is better in the winter than in the summer. I am sure Canada is similar. I love snow etc.
Central Park looks great in the snow, but having been to New York in both summer and winter, I prefer going there in the summer even though it can get unbearably hot.
Vancouver always looks amazing when I see it in films, think Tron Legacy was filmed there.
I've always heard that Toronto is a real cosmopolitan city, like London and NYC.
Tommy - Montreal is a cool city man - I like the hybrid of French Canadian. I dont mind the cold and love snow so could be my ideal location.
I think Canada is a seriously underrated country and seems sane i.e. without the stress you would find in UK or America. They seem to be out of the limelight - I like that. I hate Australia - detest it (love Melbourne though) so Canada seems barring America, the most feasible option for relocation.