Whenever I go to the US, I have to get a monster bag of Malt-O-Meal Colossal Crunch with Crunchberries. It is really just a rip-off of Cap'n Crunch with crunchberries, but you can get it at Walmart for around $4 per 2 lb. bag.
Something you can't get in Calgary is Vernor's Ginger Ale. I've loved that stuff since I was a kid. It is available in southern Ontario, so I always pick some up whenever I visit home.
Cheese-filled Combos - I have found a few places locally that carry them, but it is pretty rare around these parts.
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You don't stay up at night wondering if you'll get an Oleg Saprykin.
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