On April 6, 1969, at the age of 44 years, 4 months, and 29 days, Bower became the oldest goaltender to play in a Stanley Cup playoff game, a distinction previously held by Lester Patrick. He played his last game on December 10, 1969, a 6–3 loss to Montreal; mainly due to injuries, this was his only game of the 1969–70 season. At the time, he was the oldest full-time player to participate in an NHL game, and remains the second-oldest goaltender (45 years, 1 month, 2 days), behind only Maurice Roberts; he was surpassed as oldest full-time player by Gordie Howe, Chris Chelios, and Jaromír Jágr.