Sorry, I'm in France without a reliable internet connection at the moment (I'm resorting to a McDonalds to surf a bit now). Tomorrow I'm off to Vancouver, and then back to Montreal on the 24th. So long as we plan this for a weekend, I should be able to grab a bus or train to Toronto without any problems. Toronto is probably the best place for this; I only put forward Montreal in case anyone from the Maritimes might be able to make it, but that doesn't seem likely.
So, as far as timing, what works for you folks? I can't do Thanksgiving weekend in October (family obligations), but beyond that, I don't have anything major booked (though I can't predict exam schedules and things).