If you don't mind cycling, you can get a Bixi bike (similar to Citibike) to burn off the calories you take in and build up hunger faster. Kensington Market's nearby and adjoins Chinatown so you have your choice of banh mi spots on Spadina north of Dundas, Jumbo Empanada, fish and chips, chorizo, grilled cheese, pie, etc. Basically explore the area surrounding the intersection of Augusta and Nassau. If you head south along Spadina, check out Banh Mi Boys on Queen St. West.
From there, you can go west on College for Caplanskys (smoked meat, deli), and Little Italy (if you can't get enough Italian in NYC/Chicago).
You can also take the TTC to Pape and Danforth and walk or streetcar your way along Danforth for Greek, and further east, Ethiopian food.
If you head west from Spadina along Bloor, there's lots of Korean places to choose from, along w/ tacos, jerk, shawarma, and other stuff. I like Ka Chi for pork bone soup.
If you streetcar it along Queen St. East, you'll travel through Leslieville and eventually hit the Beaches. Leslieville probably has the better restaurant selection as it's rapidly gentrified in recent years (think Williamsburg), but I'm blanking on what to eat in the Beaches (besides Burger's Priest) so just go for the ice cream and a nice walk. As for Leslieville, I'd recommend Leslieville Pumps solely because you can get decent brisket, bbq, corn fritters and fried pickles (and butter chicken after 9 pm) from a gas station. There's lots of better restaurants and cafes in the neighborhood too, but you can't buy gas and lottery tickets at them.
Other places to check out: the Distillery and the Saturday morning market at Brick Works.
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