Robert, Rob, Robby, Robbie, Bob, or Bobby Benson may refer to:
Arts and entertainment Robert Benson (actor) (1765–1796), British actor Bobby Benson (1922–1983), Nigerian musician Robby Benson (born 1956), American actor Bob Benson (Mad Men) (fl. 2007–2015), character on the TV series Mad Men played by James Wolk Rob Benson, British musician, singer for Mickey Finn's T-Rex Sir Frank Robert Benson, (1858–1939), British actor-manager
Politics and law Robert Benson, 1st Baron Bingley (1676–1731), English politician Robert Benson (New York) (1739–1823), American politician, clerk of the New York State Senate Robert Benson (barrister) (1797–1844), English judge and author Robert Benson (Australian politician) (1800–1860), Australian miner and politician in colonial Victoria
Sports Bob Benson (footballer) (Robert William Benson, 1883–1916), English footballer who died during a game Robert Benson (ice hockey) (1894–1965), Canadian ice hockey player Robbie Benson (born 1992), Irish footballer Bob Benson (American football), American football coach
Others Robin Benson (Robert Henry Benson, 1850–1929), English merchant banker, art collector and FA Cup winner Robert Hugh Benson (1871–1914), British author, Anglican priest, Catholic priest
Other uses Bobby Benson and the B-Bar-B Riders, American radio program