'My Kind of Town' is a song that was written for the movie, Robin and the 7 Hoods, starring Sinatra with Sammy Davis Jnr., Dean Martin, Bing Crosby and Barbara Rush. The story is based on the story of Robin Hood and set in 1930s Chicago.
The melody of this song was originally called 'Moonbeam', written by Johnny Richards. Carolyn Leigh added lyrics and the song was so popular, it was renamed and used for the film, Young at Heart starring Sinatra and Doris Day. It was a million seller in 1953.
A song by Sammy Cahn and Jimmy Van Huesen, 'Love and Marriage' was also a hit for Dinah Shore in the same year, 1955, although it is Sinatra’s version that is mostly remembered. It was used in the late 80s and 90s as a theme for Fox TV’s Married With Children.
'New York New York' was written by John Kinder and Fred Ebb for Liza Minnelli to sing in Martin Scorsese’s film of the same name, in 1977.
Sinatra’s version of the song in 1979 was a huge hit and is a karaoke favourite. In 2004 the AFI (American Film Institute) listed it as No.31 on their list of 100 songs survey of top tunes in American cinema.
Written by Bert Kaempfert, Charles Singleton and Eddie Snyder, this song was originally an instrumental called 'Beddy Bye', created for a film called A Man Could Get Killed.
Sinatra hated this song calling it “a piece of Sh**.” However, his fans loved it and it became a No. 1 best seller in 1966, both in USA and UK. It also won two Grammy awards and a Golden Globe.
'Witchcraft' was written by Cy Coleman & Carolyn Leigh. It is another song that has been recorded by many others, including Ella Fitzgerald, Sarah Vaughan and Peggy Lee. At the first Grammy Awards, Frank Sinatra was nominated for no less than six awards, with 'Witchcraft' being nominated for Record of the Year, Song of the Year, Best Vocal Performance, Male Vocal Performance, Best Arrangement and Best Vocal Performance. The artwork for one of Sinatra’s albums won the Grammy for Best Album Cover. This song was heard in the film, 50 Shades of Grey.
'Somethin’ Stupid' was written by Carl Parks and originally recorded by Parks and his wife Gaile, in 1966. A year later Frank Sinatra recorded it with his daughter, Nancy and it became a top 20 hit on 19 charts around the world.
Another song written by Jimmy Van Heusen and Sammy Cahn, this one was composed especially for Sinatra. It is the title track of Sinatra’s 1957 album which includes songs that tell of travels to exotic locations like Peru, Acapulco and Bombay.
Originally recorded by The Kingston Trio, the most famous version of this song is by Frank Sinatra. Sinatra’s version won the Grammy Award for Best (Male) Vocal Performance in 1966.
This is an unusual subject for a song. It tells about the singer’s relationships with various women throughout his life, starting at age 17 and ending with those he has known in the autumn of his life. He thinks of his life as “vintage wine.”
The song’s writer, Ervin Drake was inspired by his future wife, showgirl, Edith Vincent Bermain. He dated her for 30 years before finally marrying her.
'High Hopes', written by Jimmy Van Huesen and Sammy Cahn won an Oscar in 1960 for Best Original Song. It was created for the 1959 film A Hole in the Head. The song describes two scenarios where animals do seemingly impossible acts. First, an ant moves a rubber tree plant by itself. Then, a ram single-handedly destroys a "billion kilowatt dam." The desires of these animals are described as "pie in the sky" although the song implies they ultimately accomplish them. The song finishes comparing troubles and hardships and sorrows to balloons, the problem has gone away when the balloon is popped. As someone who believes that we can achieve anything if we just believe we can, this is the top song for me.