* Winston Churchill (1874–1965): British politician and statesman who served as Prime Minister of the United Kingdom from 1940 to 1945 and again from 1951 to 1955. He led Britain to victory in World War II and is widely regarded as one of the most important figures in the history of the United Kingdom.
* Winston Groom (born 1943): American author and journalist best known for his 1986 novel Forrest Gump, which was adapted into the 1994 film of the same name.
* Winston Hubbell (born 1948): American attorney and politician who served as the Associate Attorney General of the United States from 1993 to 1995. He is best known for his role in the investigation of the Whitewater controversy.
* Winston Duke (born 1986): Trinidadian-American actor best known for his roles as M'Baku in the Marvel Cinematic Universe films Black Panther (2018) and Avengers: Infinity War (2018).
* Winston Reid (born 1988): New Zealand footballer who plays as a centre-back for West Ham United and the New Zealand national team.
* Winston Marshall (born 1991): English musician, songwriter, and record producer best known as the mandolin and banjo player for the band Mumford & Sons.
* Winston Duke (born 1986): Trinidadian-American actor best known for his role as M'Baku in the Marvel Cinematic Universe films Black Panther (2018) and Avengers: Infinity War (2018).