Rockaberry is a chain of pie restaurants in Montreal that are improbably also a bit of a late-night hotspot. They have a range of about twenty-five sweet pies, which they serve with soft drinks, milkshakes, coffee or alcohol. The pies range from classics like pecan pie and apple pie to more interesting inventions like millefeuille and oreo cheese. It has a very relaxed feel and is reasonably priced. I thought the pies were pretty good, though apparently they divide local opinion. The best thing about the St Denis branch is that it has a terrace on the lively street for the obvious people-watching and chilling out in the summer.
I think they also serve restaurant courses, but I've only ever gone in for pie and beer/milkshake.