Winston Trott (born 10 August 1944 in Bermuda) is a Bermudian former cricketer. He was a right-handed batsman and a left-arm medium-fast bowler. He played one first-class match for Bermuda, against New Zealand in 1972, taking four wickets in New Zealand's only innings. It was the maiden first-class match to be played by the Bermuda cricket team. He also represented Bermuda in the first two ICC Trophy tournaments.