Starting in the 1948-49, the Detroit Red Wings won the Prince of Wales Trophy as NHL regular season champions for seven straight seasons. After the Montreal Canadiens won the trophy in 1955-56, Detroit won again in the following season, making in eight wins in nine years. The Wings would finish first overall just one more time inthe Original 6 era, 1964-65.
During their seven year run, the Red Wings were Stanley Cup champions four times. Over that time, Gordie Howe was the Art Ross Trophy winner four times and took home the Hart Trophy twice. Helped by superior netminding, Terry Sawchuk won the Calder Trophy as rookie of the year in 1950-51 and took home the Vezina Trophy in three of the seven years.
Since the President’s Trophy was introduced for the 1985-86 NHL season to honour the first overall finisher, no team has won the award more than twice in a row. Included in the teams that did win it back-to-back: Edmonton Oilers, Calgary Flames, Detroit Red Wings (twice), Dallas Stars, Vancouver Canucks and Washington Capitals. The Capitals most recently accomplished the feat in 2015-16 and 2016-17.