Winston \wi-ns-ton, win-ston\ as a boy's name is pronounced WIN-stun. It is of Old English origin, and the meaning of Winston is "joyful stone". From Wynnstan. In the Middle Ages Wynnstan changed in use from a personal name to a place name. Former British prime minister, Sir Winston Churchill, got his name from his family's connections to the region, and he has since given the name modern connotations of courage and eloquence. Also the name of a popular brand of cigarettes.

Winston has 6 variant forms: Win, Winn, Winsten, Winstonn, Wynstan and Wynston.

For more information, see also the related name Winton.

Baby names that sound like Winston are Winsted, Johnston and Winstead.