The Montreal Hockey Club defeated the Ottawa Hockey Club on March 22 1894 to be the first team to win the Stanley Cup.
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None. They've never made it to the Stanley Cup Finals in their 13 years of existence.
55. Most of them were during the early Challenge Cup years, when the Cup was to be awarded to "the best amateur hockey team in Canada", as Lord Stanley originally intended. The last two Canadian teams to play for the Cup were the Calgary Flames and Montreal Canadiens in 1989. Calgary won in 6 games.
1974 & 1975
The last few teams to have back to back are the Redwings, Penguins in the 90's and the Oilers and Islanders in the 80's. The Islanders won 4 years in a row as well as the Canadiens 4 in a row in the 70's.
There are five rings on the Stanley Cup. If a ring becomes full (13 teams engraved), a new ring is added to the bottom and the top ring is taken off; to keep the Cup at a constant size. A team's lineup will remain on the Stanley Cup for at least 53 years (65 in some cases). Once a ring of teams is removed, it is placed inside the Hockey Hall of Fame in Toronto.