A history of surprising — and sometimes puzzling — Academy Award wins

With the 87th Academy Awards set to take place Feb. 22, Hollywood is busy readying itself for one of the most glamorous nights of the year when filmmakers and stars gather to honor the best and brightest in the industry.

But which way the Academy will vote is never entirely predictable, and the history of the Oscars is full of wins that, particularly in retrospect, may be surprising.

With the benefit of hindsight, here’s a look at just a few of the surprising, and occasionally puzzling, wins in Academy Award history.

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