Quick answer
Winston is a boy name meaning "town belonging to Wine".
Meaning and history
From an English surname, which could derive either from the Old English given name Wynnstan or from place names meaning "town belonging to Wine ". A famous bearer was Winston Churchill (1874-1965), the British prime minister during World War II. This name was also borne by the fictional Winston Smith, the protagonist in George Orwell's 1949 novel 1984.
Notes and context
Usage: english