First question would be where in TO are you going to be? If you're going to be downtown, Kensington Market is an eclectic little area with some interesting shops. A little further south will get you to Queen St West and a stroll in either direction will get you to some more independent and bigger name stores. The Distillery District is a bit out of the way, but it's home to the Mill St. Brew Pub which has decent foodz and good beerz and also where I've spent far more money than I'd like to divulge. If you're going west end, Bloor St. W. is your best bet since it has a TON of shops and great restaurants and depending on how far east you're going you can always check out Rouge Park. Again, it all depends on where you're going to be.
