Bing Crosby Songs Ranked

Harry Lillis “Bing” Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a leader in record sales, radio ratings, and motion picture grosses from 1930 to 1954. He made over 70 feature films and recorded more than 1,600 songs. Through the medium of recording, he constructed his radio programs with the same directorial tools and craftsmanship (editing, retaking, rehearsal, time shifting) used in motion picture production, a practice that became an industry standard. In addition to his work with early audiotape recording, he helped to finance the development of videotape, bought television stations, bred racehorses, and co-owned the Pittsburgh Pirates baseball team, during which time the team won two World Series (1960 and 1971). Here are all of Bing Crosby’s songs ranked.

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15. Peace on Earth / Little Drummer Boy (Peace on Earth / Little Drummer Boy, 1977)

“I can’t think of many more unlikely duet partners than these two (Van Morrison and Cliff Richard, anyone?) but here the Old Groaner and Thin White Duke team up for a go at the seasonal perennial “Little Drummer Boy”. It sounds like it could have done with a few more rehearsals before this particular run-through but just about gets there on heart plus I do like Crosby’s little throwaway line at the end.”

14. Too Marvellous for Words (Too Marvellous for Words, 1937)

“Liked Bing Crosby’s famous hits it goes back to his early days & forward though I wasn’t born at that time I enjoyed the music not like the music now it was relaxing and romantic in an old fashioned way will buy more of this type of music.”

13. Play a Simple Melody (There’s No Business Like Show Business, 1954)

“The splendid performance is mid to uptempo with quite a swinging ragtime score with prominent horns, on the Dixieland style bridge the band coming to the fore in fine fettle, Gary supplying a forceful vocal in places with Bing’s mellow voice harmonising in support extolling the delights of ragtime.”

12. My Heart is Taking Lessons (Doctor Rhythm, 1938)

“One of the greatest entertainers of the 20th century. Here is a great sampling of his talent. I put this in my car CD slot and just let it play. Wonderfully soothing.”

See more: Bing Crosby Albums Ranked

11. Let It, Snow! Let It, Snow! Let It, Snow! (Let It Snow, 1945)

“This is my favorite winter/Christmas song. I wanted to try and make it my ringtone. It was quite easy and self explanatory. I have the best winter ringtone ever!”

10. Careless Hands (Careless Hands, 1949)

“The fair version of “Careless Hands” by Bing Crosby is midtempo with the horns and reeds both contributing in a mostly restrained band accompaniment, although it has a forceful band section on the bridge, mainly wordless female backing vocals supporting Bing’s crooning.”

9. You are My Sunshine (Bing: A Musical Autobiography, 1954)

“Bing’s version was Winston Churchill’s favorite song. During WWII, he requested Bing to come sing it to him personally when Bing was over in Europe giving performances for the troops. A piece of trivia, known by members who were there, still alive in the Bing Crosby Fan Club–the International Crosby Circle.”

8. Dear Hearts and Gentle People (Bob Crosby and the Bobcats: The Complete Standard Transcriptions, 2004)

“Dear Hearts and Gentle People” was written in 1949 by Sammy Fain (music) and Bob Hilliard (lyrics). The inspiration for the song was a scrap of paper with the words “Dear friends and gentle hearts” written on it that was found on the body of famous 19th century songwriter Stephen Foster, who is known as “The Father of American Music”, when he was found dying in a New York hotel room in January 1864.”

7. Moonlight Becomes You (Swinging On A Star, 1942)

“This is an excellent introduction for those who don’t have other Crosby CD’s in your collection. It contains his standard hits which have been recycled time and again on other anthologies. Most Bing-ologists will have all these songs in their collection, some of them many times over. But if you are new to Crosby, this is an acceptable choice and I guarantee that you will become hooked on Bing’s magnificent voice. “

6. When Day Is Done (When Day Is Done, 1941)

“Bing Crosby cast his old magic with his heart warming version of a sad but beautiful romantic ballad “When Day Is Done”. Victor Young’s orchestra supplied wonderful musical backing for Mr Crosby.”

See more: Pink Floyd Albums Ranked

5. Out of Nowhere (Bing! His Legendary Years, 1931 to 1957, 1994)

“What’s most revealing about these early recordings is that before 1950 Bing sounds like more than a “crooner” (i.e. a mellow baritone serving up tuneful ditties that are easy on the ear). Often in his earlier work he seems to mine the emotion, urgency, and dramatic tensions in the lyric. “

4. Did You Ever See a Dream Walking? (Remembering 1927, 1933)

“Feel in love with this song. Bing Crosby’s voice was so soothing. No one soothes you anymore. This song was made before my Mom was born. So odd I love it.”

3. Straight Down the Middle (So Rare: Treasures From The Crosby Archive, 2012)

“This song is a classic. CBS Sports used it as the theme music for the Bing Crosby National Pro-AM in the years before Bing died. After that AT&T took over the event and it’s never been the same. The event is played every February at golf courses on the Monterrey Peninsula, in CA and the final round is telecast from the #1 Public Golf Course in America, the Pebble Beach Golf Links. Any golfer over 40 will instantly associate this song with Bing’s “Clambake”.

2. True Love (True Love, 1956)

“I adore Bing Crosby. His deep, soothing voice…This song breaks my heart every time I hear it. The scene in High Society with Grace Kelly on the True Love is so beautiful and heartwarming.”

1. White Christmas (White Christmas, 1941)

“Perfect for cuddling up on the sofa listening to this, while it’s cold outside, with a like-minded Bing Crosby fan. Nostalgia is a strange mistress. In 1942, at the height of Axis expansion, people were probably reminiscing on more peaceful pre-war times. Years later, people were likely reminiscing on the times when they heard fresh material from Crosby and his contemporaries. And later still, I’m sure there were people reminiscing on the previous generation’s shared nostalgic trips.”