Their very first playoff encounter took place in 1929.
And like most games after, their meeting on March 29, 1929, set the tone for one of hockey's most intense and entertaining match-ups in the post-season.
Boston Garden was the setting as the two met to begin their quest for the 1929 Stanley Cup. In an exciting nail-biter, much like last nights game, the Bruins prevailed for a 1-0 victory.
The lone goal was scored by Cooney Weiland and a detailed account of his game-winner appeared in The Globe:
The clash was less than eight minutes old when Weiland, the Bruins second string centre, rushed with captain Lionel Hitchman. The latter carried the rubber down the centre as his mate started down the left wall. Both crossed the Canadiens' blue line together, and once inside Hitchman sapped Weiland a perfect pass. Weiland continued along the wall for about ten yards, cut in sharply behind Burke and Mantha, the visiting defence pair and jammed (this word was difficult to read, but seems to be correct) a left-handed shot in the open corner of Hainsworth's net.
While Boston worked to protect their slim lead, Montreal continued to attack until all was said-and-done. "Just as the game ended Morenz tested Thompson with a vicious drive, but the Boston goaler responded with the prettiest save of the game," noted The Globe.
Game two on March 29th followed the same script as the opener. Once again, Cooney Weiland connected for Boston, but this time around, Dutch Gainor earned the assist. The Bruins held off Montreal's attempts to pull even and recorded their second consecutive 1-0 victory.
Needing one more win to advance, Boston had the opportunity to eliminate the Habs on their home turf at the Forum in Montreal.
Home cooking seemed to agree with Montreal as they built up a 2-0 advantage. The visitors satisfied their appetite with three unanswered tallies and skated off with a 3-2 margin on the scoreboard. The winning goal went to Eddie Shore.
The Boston Bruins earned first bragging-rights by sweeping Montreal in the best-of-five series.