Robert, Rob, Robby, Robbie, Bob, or Bobby Benson may refer to:

Arts and entertainment

• 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 (Mickey Finn's T-Rex), British musician, singer for Mickey Finn's T-Rex

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 (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