Two Time Winners

Two Time Winners is the third studio album by American pop singer Andy Williams and was released in the spring of 1959 by Cadence Records. This, his third LP for the label, is composed of songs that had been successful on two previous occasions or in two different ways.

The first recording from the album that was released as a single, "Hawaiian Wedding Song", entered the Billboard Hot 100 in the issue of the magazine dated December 29, 1958, and stayed on the chart for 20 weeks, peaking at number 11. Four months later, in the April 20 issue, the song spent its 1-week on the Hot R&B Sides chart at number 27. The song peaked at number six on the Cashbox Singles charts during its 21-weeks stay. "Twilight Time" was issued as a single 3 years later to coincide with the release of the 1962 Cadence compilation Million Seller Songs and entered the Hot 100 at the end of the year in the December 8 issue for a 3-week run that took the song to number 86. and number 96 on the Cashbox Singles charts during its six-weeks stay.

The album was released on compact disc as one of two albums on one CD by Collectables Records on September 12, 2000, along with Williams's debut studio album Andy Williams Sings Steve Allen. Collectables included this CD in a box set entitled Classic Album Collection, Vol. 1, which contains 17 of his studio albums and 3 compilations and was released on June 26, 2001. Two Time Winner was included in a box set entitled Eight Classic Albums Box Set, which contains 7 of his studio albums, 1 compilation, and was released on November 9, 2012.