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Drama Desk Award for Outstanding Direction of a Musical

The Drama Desk Award for Outstanding Direction of a Musical is an annual award presented by Drama Desk in recognition of achievements in theatre across collective Broadway, off-Broadway and off-off-Broadway productions in New York City. The awards were established in 1955, with the Drama Desk Award for Outstanding Director being presented each year to a director from any play or musical production. Starting in 1975, the singular director's award was replaced by separate play and musical categories.

Winners and nominees
;Key 1970s 1980s 1990s 2000s 2010s 2020s ==Multiple wins==
Multiple wins
; 4 wins • Harold Prince ; 3 wins • Tommy TuneMichael Mayer ; 2 wins • Rachel ChavkinJohn DoyleThomas KailJames LapineWilford LeachBartlett Sher ==Multiple nominations==
Multiple nominations
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