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==== Detroit Red Wings ==== {{Main|Maple Leafs–Red Wings rivalry}} [[File:2014 NHL Winter Classic before puck drop.jpg|thumb|alt=A view of the 2014 Winter Classic ice hockey game from the stands of Michigan Stadium.|The Red Wings hosted the Maple Leafs at the [[2014 NHL Winter Classic]] in [[Michigan Stadium]] in [[Ann Arbor]].]] The Detroit Red Wings and the Maple Leafs are both Original Six teams, playing their first game together in [[1927–28 NHL season|1927]]. From [[1928–29 NHL season|1929]] to [[1992–93 NHL season|1993]], the teams met each other in the 16 playoff series, as well as seven [[Stanley Cup Finals]]. Meeting one another a combined 23 times in the postseason, they have played each other in more playoff series than any other two teams in NHL history except for the [[Bruins–Canadiens rivalry|Bruins and Canadiens]] who have played a total of 34 playoff series against each other.<ref>{{cite web|title=Canadiens, Bruins are NHL's longest playoff rivalry|url=http://www.nhl.com/ice/news.htm?id=559790|date=April 15, 2011|access-date=April 15, 2011|first=John|last=Kreiser|publisher=National Hockey League|url-status=live|archive-url=https://web.archive.org/web/20110416120734/http://www.nhl.com/ice/news.htm?id=559790|archive-date=April 16, 2011}}</ref> Overlapping fanbases, particularly in markets such as [[Windsor, Ontario]], and the surrounding [[Essex County, Ontario|Essex County]], have added to the rivalry.<ref name="WINRiv" /> The rivalry between the Detroit Red Wings and the Maple Leafs was at its height during the Original Six era.<ref name="DetRiv" /> The Leafs and Red Wings met in the playoffs six times during the 1940s, including four Stanley Cup finals. The Leafs beat the Red Wings in five of their six meetings.{{sfn|LeafsPR|2016|p=399–401}} In the 1950s, the Leafs and Red Wings met one another in six Stanley Cup semifinals; the Red Wings beat the Leafs in five of their six meetings.{{sfn|LeafsPR|2016|p=401–403}} From 1961 to 1967, the two teams met one another in three playoff series, including two Stanley Cup finals.{{sfn|LeafsPR|2016|p=404–406}} Within those 25 years, the Leafs and Red Wings played a total of 15 playoff series including six Cup Finals; the Maple Leafs beat the Red Wings in all six Cup Finals.{{sfn|LeafsPR|2016|p=418}} The teams have only met three times in the playoffs since the Original Six era, with their last meeting in [[1993 Stanley Cup playoffs|1993]].<ref>{{cite web|url=https://www.thescore.com/news/1196604|last=Vaswani|first=Navin|title=Remembering '93, when the Maple Leafs stunned the Red Wings|work=The Score|date=December 31, 2016|publisher=Score Media Ventures}}</ref> After the Leafs moved to the Eastern Conference in [[1998–99 NHL season|1998]], they faced each other less often, and the rivalry began to stagnate. The rivalry became intradivisional once again in [[2013–14 NHL season|2013]] when Detroit was moved to the Atlantic Division of the Eastern Conference as part of a realignment.<ref>{{cite news | url=http://www.nhl.com/ice/news.htm?id=604852 | title=Governors adopt radical four-conference realignment plan | date=December 5, 2011 | first=Dan | last=Rosen | publisher=National Hockey League | access-date=December 5, 2011 | url-status=live | archive-url=https://web.archive.org/web/20111206210510/http://www.nhl.com/ice/news.htm?id=604852 | archive-date=December 6, 2011 | df=mdy-all}}</ref> Due in part to the number of Leafs fans living near [[Detroit]] and in [[Michigan]], and in part to Detroit's relative proximity to Toronto and Ontario, Maple Leafs–Red Wings games at the [[Little Caesars Arena]] in Detroit typically hold at least 40 percent of Leafs fans.
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