I'm from toronto originally, so this is what I've got for you (copied from an email I sent to Kurosawa when she went up for the Coopers show.
just off the top of my head...
College Street - it's a great place to walk around in the evening...you've got latin places and the best diner ever (Mars) just east of Bathurst (my old neigborhood) and hipster haunts to the west (especially El Diplomatico...a great place for a pint outside, should weather permit). Plus there's a good record store a few more blocks to the west (called Sound-something... you'll see it on the north side of the street) and a great used book store just opposite. Then, go a little further and you're in a part of Little Italy (with a few lebanese places thrown in for good measure). And my favorite bar in the city, the Red Room (no relation...) is on Spadina at College. Really funky place with good tunes and a nice crowd.
If you're not on College, then you'll probably want to be on either Bloor or Queen West. Bloor goes on forever, and encompasses a ridiculous variety of neighborhoods (Little Korea, Japantown, and the Bloor West Village). There are a bunch of good places to eat (Aida's Falafel, the Nataraj - GREAT Indian, Country Style - old school Hungarian, and two equally good Japanese places who's names are interchangeably forgettable...)
Queen St West is a little more Soho ish...there are a bunch of good new and used CD and record stores (Penguin, Rotate This, Neurotica, etc) and, of course, more good places to eat and drink. Plus, further down Queen (around Ossington) are a bunch of cool little independent galleries.
In the East end, the Danforth is sort of the big Greek neighborhood and it's always nice to walk around. Astoria is the best place for souvlaki.
And if the weather's any good, the ferries are down at Queen's Quay to take you over to the Islands - always fun.
Oh, and there's a great photography exhibit on at the AGO now.
Have a blast...eh?
