Billy Boston played left- in Wigan's 13–9 victory over Workington Town in the 1957–58 Challenge Cup Final at Wembley Stadium, London on Saturday 10 May 1958, in front of a crowd of 66,109 played and scored two-tries in the 30–13 victory over Hull F.C. in the 1958–59 Challenge Cup Final at Wembley Stadium on Saturday 9 May 1959, in front of a crowd of 79,811, and played in the 20–16 victory over Hunslet in the 1964–65 Challenge Cup Final at Wembley Stadium on Saturday 8 May 1965, in front of a crowd of 89,016.