His first film role was in the 1956 film "Three Men in a Boat". Rossington went on to appear in "Carry On Sergeant", the first Carry On film, as well as "Carry On Nurse" (1959) and "Carry On Regardless" (1961). Rossington also played notable serious roles in "Saint Joan" (1957) and the classic 1960 British "New Wave" film "Saturday Night and Sunday Morning", playing alongside Albert Finney in the latter's first starring role. In 1958 he acted in the first of two Titanic films, "A Night to Remember", as a steward unable to communicate with non-English speaking passengers. Rossington would return in his second Titanic film playing the Sergeant-at-Arms in "S.O.S. Titanic" in 1979.