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| 1 of 16 The Montreal Canadiens have won 24 Stanley Cups in their storied history, by far the most of any NHL franchise. The very first Cup-winner, in 1893, was an amateur club from Montreal. In 1910, the National Hockey Association was born, and with it the Canadiens, who took the silver bowl for the first time by beating the PCHA champion Portland Rosebuds, three games to two with the now-legendary Georges Vezina in net. Photo: IHA/Icon SMI Latest News
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