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Calgary fiercely clings to its cowboy past with Western-style shops, whiskey-serving saloons and the Calgary Stampede, an annual rodeo festival. Experience Cowtown from a local perspective with a stay in one of these comfy, stylish Airbnbs.
Although Calgary’s ranching history accounts for a large chunk of the city’s culture, it can thank the 1960s oil industry boom for lighting a match under its economy. Now, it is not only home to a substantial collection of skyscrapers (and millionaires), but it has also found fame as host of the wildly successful 1988 Winter Olympics.