 During World War II, while serving with the British Army with which he saw active service in the Normandy landings, Westwood guested for Chelsea, and played for them in the 1944 War Cup Final.As Manchester City's captain postwar he accepted, despite privately expressed doubts, the then publicly controversial signing in 1949 of former German prisoner of war Bert Trautmann as goalkeeper, making a public display of welcoming Trautmann by announcing, "There's no war in this dressing room".After leaving Manchester City in May 1953, Westwood played two seasons of non-league football with Altrincham.