A 37-point season followed in 1964–65, then 51 points the 1965–66 season. By 1966–67, Armstrong led an aging Maple Leafs team that entered the playoffs as an underdog against a dominant Chicago team. The Maple Leafs nonetheless eliminated the Black Hawks in six games to set up the 1967 Stanley Cup Final against Montreal. The Canadiens were so confident of victory that a display area for the Stanley Cup had been set up at the Quebec pavilion at Expo 67 prior to the series' start. The Maple Leafs dashed Montreal's hopes by winning the championship in six games. Armstrong scored the final goal of the series in a 3–1 victory in the deciding contest. It was also the last goal scored in the NHL's "Original Six" era as the league was set to double in size to 12 teams for the 1967–68 season.