In 1929 Newport were placed in Division One of the league and went on to win the league title in the 1929–30 season, also winning the Isle of Wight Senior Cup. They were Division One runners-up the following season and again in 1931–32, a season in which the club also won the Hampshire Senior Cup for the first time. They went on to win the Division One title for a second time in 1932–33. The 1935–36 season saw them finish as runners-up in the division, as well as reaching the first round of the FA Cup for the first time; after beating Yeovil & Petters United 1–0 in the first round, they lost 8–0 at Southall in the second. The club went on to win a third league title in 1938–39. During World War II the club returned to the Isle of Wight League, returning to the Hampshire League after the war. In the 1945–46 FA Cup they defeated Leyton Orient 3–1 on aggregate in the first round (to date, their only FA Cup win over a League club) before losing 12–0 to Aldershot in the second round. The club were Hampshire League champions in 1949–50, starting a decade of sustained success for the club.