He played rugby league (RL) at club level for Oldham FC (Heritage no.

560), Warrington and Leigh,[3][4] as a second-row, loose forward or prop and at representative level for Great Britain, Wales and Other Nationalities.

During his career at Oldham the team would come second in League in the 1954-55 season, and then lose in the Championship Final to Warrington (see below).

He made his début for Warrington on Saturday 18 November 1961, and he played his last match on Monday 2 January 1967.

Charlie Winslade played left-second-row in Oldham's 2-12 defeat by Barrow in the 1954–55 Lancashire Cup Final during the 1954–55 season at Station Road, Swinton on Saturday 23 October 1954, and played right-second-row in the 10-3 victory over St. Helens in the 1956–57 Lancashire Cup Final during the 1956–57 season at Station Road, Swinton on Saturday 20 October 1956, played left-second-row in the 13-8 victory over Wigan in the 1957–58 Lancashire Cup Final during the 1957–58 season at Station Road, Swinton on Saturday 19 October 1957, played left-second-row in the 12-2 victory over St. Helens in the 1958–59 Lancashire Cup Final during the 1958–59 season at Station Road, Swinton on Saturday 25 October 1958, and played right-prop in Warrington's 16-5 victory over Rochdale Hornets in the 1965–66 Lancashire Cup Final during the 1965–66 season at Knowsley Road, St. Helens on Friday 29 October 1965.