Re: the back-and-forth: You can also Ride the Rocket (hilarious tagline for the TTC). Bloor is a fair hop from Dundas St., especially in the cold. If you're going to be touring about, I really recommend the transit day passes. They are v. cost-effective, especially since on weekends you can use one for 2 adults.

Then you don't have to deal with T.O.'s wealth of one-way streets and insane drivers.

You don't want to see the Leafs anyway. :P