Gregory vs Winston

Baby Name Comparison — 2026

Gregory

Boy #538 Most Popular 3 Syllables

"watchful, vigilant, alert"

Origin: Greek

English Greek Roman Catholic Eastern Orthodox

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Boy #406 Most Popular 2 Syllables

"wine stone"

Origin: Old English

English American British

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Gregory Rank #538

Winston Rank #406

Winston is more popular, ranked #406 vs #538 for Gregory.

Is Gregory or Winston more popular?

Winston is more popular, ranked #406 compared to Gregory at #538 in the United States.

What do Gregory and Winston mean?

Gregory means "watchful, vigilant, alert" (Greek origin). Winston means "wine stone" (Old English origin).

Are Gregory and Winston boy or girl names?

Gregory is primarily a boy name. Winston is primarily a boy name.