Hey, Legi - I'm from Brandon, Manitoba. Hence, the name. Regina is about 6 hours away.
As for UofT... I have heard a lot of bad stories about the student body. I applied all over the US, and just got back from an interview at Duke, and I didn't bother applying to Toronto. It may generally be thought of as the top school in Canada (although McGill and UBC might have something to say about that!), but suffering through four years there isn't my idea of fun. It definitely isn't harder to get into than Harvard. It might rank somewhere with the top 10 US schools, but it's hard to tell. Also, they make their decisions based almost entirely on GPA. I think the average last year was 3.87, and that's on the OMSAS scale, which means that an A- is 3.7, an A is 3.9, and only an A+ is a 4.0. So, if you want to have a shot at Toronto, you need to have all A's and A+'s, with very few A-'s, and almost nothing less than an A-.
Don't get too worked up about Toronto! I think Queens is just about as good a school in Ontario, and I don't think Toronto is appreciably better than any other school in Canada. The class size is 200, which means you don't get to know the people you study with, cliques develop, and the atmosphere fosters an incredible amount of competitiveness. I would take Manitoba any day over Toronto.