Led by legendary center Jean Beliveau , Doug Harvey ( who won seven Norris Trophies as best defense , six on Montreal ) , Bernie `` Boom Boom '' Geoffrion , Dickie Moore , Jacques Plante ( who won seven Vezina Trophies for goalies ) , and Richard ( along with his younger brother , Henri , the `` Pocket Rocket '' ) , the team won the Cup in 1953 , and five times in a row , 1956 through 1960 . From 1952 to 1960 , the franchise won six Stanley Cups , including a record five straight from 1956 to 1960 , with a new set of stars coming to prominence : Jean Beliveau , Dickie Moore , Doug Harvey , Bernie `` Boom Boom '' Geoffrion , Jacques Plante , and Richard 's younger brother , Henri .