Robert Sherwood may refer to:

• Robert E. Sherwood (1896–1955), American playwright, editor, and biographer and speechwriter for President Franklin D. Roosevelt.
• Robert Edmund Sherwood (1864–1946), American clown and author
• Bobby Sherwood (1914–1981), American bandleader
• Robert Sherwood (horseman) (1835–1894), British jockey and horse trainer
• Robert M. Sherwood (1936–2016), American seascape artist

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