Our Top 10 Bing Crosby Songs list takes a look at a legendary singer and actor. He’s one of the most popular artists of the 20the century. For 24 years, he had the biggest record sales for records and radio ratings. He also had the highest grossing movies. He starred in over 60 movies and recorded an astonishing 1,600 songs. He influenced artists such as Perry Como, Dean Martin, Frank Sinatra, Elvis Presley and many others. Bing Crosby sold close to one billion albums in his career.
Some of his hits include “White Christmas,” “Pennies From Heaven,” “You Must Have Been a Beautiful Baby,” “Brother, Can You Spare a Dime?,” “My Blue Heaven,” “Love in Bloom,” “Remember Me?,” “Just One More Chance,” “At Your Command” as well as other hits. He starred in motion pictures. Some of the movies he appeared in were The Road to Singapore, Road to Zanzibar, Road to Morocco, Road to Utopia, Road to Rio, Road to Bali, The Road to Hong Kong, Valley Girl, High Time, Going My Way, The Bells of St. Mary’s as well as countless others. He appeared on the TV shows A Fireside Theater, The Hollywood Palace, Flip Wilson Show, Merry Olde Christmas and The Bing Crosby Show.
Harry Lillis “Bing” Crosby Jr was born May 3, 1903 – October 14, 1977. He found his love of music by listening to a phonograph as a kid. He loved playing Al Jolson’s work as a child. He started off his career in a band called The Rhythm Boys. They released a few singles together. The Rhythm Boys appeared in Bing Crosby’s first movie. It wasn’t too long after that he decided to launch his solo career.
He released Music of Hawaii in 1939. It features the single “Aloha Oe (Farewell to Thee),” “My Little Glass Shack,” “In Kealakekua,” “Hawaii” and “Old Plantation.” Patriotic Songs for Children also came out in 1939. It features the singles “ God Bless America,” “Star-Spangled Banner,” “American” and “American the Beautiful,” Cowboy Songs also came out in 1939. It features the singles “I’m an old Cowhand,” “Empty Saddles,” “Mexicali,” “Home on the Range” adn Missouri Waltz.”
Star Dust came out in 1940. It features the singles “Stardust” “Deep Purple” “Swing Love, Sweet Chariot,” “Darling Nellie Gray,” “The Lonesome Road” and “I Cried For You.” Hawaii Calls came out in 1941. It features the singles “King’s Serenade,: “Hawaii Calls,” When Hilo Hattie Does the Hilo Hop,” “Manuela Boy,” “Lovely Hula Hands” and “Lei Day in Hawaii.” Merry Christmas was released in 1945. It features the singles “White Christmas,” “Silent Night,” “I’ll Be Home for Christmas” “Danny Boy and “Father of our Daughters.”
Selections from Going My Way was released in 1945. It features the songs “Going My Way,” “Swinging on a Star,” “Too-Ra-Loo-Ra-Loo-ral,” “Home Sweet Home” and “Ava Maria.” Don’t Fence Me In came out in 1946. It features the singles “Don’t Fence Me In,” “Pistol Packin’ Mama,” “You Are My Sunshine” “Walking the floor Over You,” “I’m Thinking Tonight of My Blue Eye.” Blue Skies was released in 1946. It features the singles “Blue Skies,” “You Keep Coming Back Like A Song,” “I’ve Got My Captain Working for Me Now” and “Puttin’ On The Ritz.” He released several albums throughout his career.
Bing Crosby is one of the best-selling artists of all time. He was a well-known crooner. He’s opened the door for other crooners such as Perry Como, Dean Martin, Frank Sinatra, Elvis Presley as well as other artist. He considered himself a phraser which is a singer who wants to focus on music as well as lyrics. He released 400 singles throughout his career. Bing Crosby recorded over 1,600 songs during his lifetime. Narrowing this list down to 10 songs was a challenge because he has so many songs to choose. Our Top 10 Bing Crosby songs list will feature his biggest hits.
#10 – You Must Have Been a Beautiful Baby
The first song on our Top 10 Bing Crosby Songs list is “You Must Have Been a Beautiful Baby” from the Bing Crosby Sings More Great Songs album. The song has a pop sound. The meaningful song is about a beautiful woman. He compliments her looks by saying she was so beautiful that she was even beautiful as a baby. The lyrics will make any woman swoon at the idea that someone thought she was beautiful even as a baby. It’s a creative way to describe the beauty of a woman. There aren’t too many songs on the radio that compare a woman’s beauty to a baby. This toe-tapper will have you moving around on the dance floor. It’s perfect for ballroom dancing. It has an uplifting beat that matches the positive lyrics.
The musicians did an exceptional job with the music. The music caters to his voice very well. There’s a musical pause that will give you a chance to absorb the music. The orchestral swell is worth checking out. Bing Crosby’s smooth and velvety vocals are magnificent. He sounds likes a combination of Dean Martin, Frank Sinatra and Perry Como rolled into one. His phrasing is spectacular. You don’t have to look at the lyrics to understand what he’s saying. This track has been covered by a lot of artists throughout the years. Bing Crosby recorded the best-selling version of it. Bobby Darin, Perry Como, Russ Morgan, Tommy Dorsey as well as other artists have covered the song. You can’t beat the original in this case because Bing Crosby recorded the best version of the song.
# 9 – Remember Me?
The next song on our Top 10 Bing Crosby Songs list is “Remember Me?” from the Bing Crosby and Friends: Great Moments from the Radio Shows album. The song has a standard sound. The affectionate song is about a man wanting a woman to remember the things he’s done for her. It’s not known if he’s talking about a wife or a former lover. He wants her to remember everything he’s done for her. He also talked about being with her on her honeymoon. He mentions being the one who kisses her and pays her bills. He talks about listening to a wedding tune with her.
It’s up to you how you interpret the song. The lyricist left the meaning up in the air. The song is mysterious and will give you something to think about while you listen to it. It will keep your guessing until the song is finished. The musical arrangement is excellent. The trumpet stands out the most in the music. There’s a solo for the trumpet that you will have to hear to believe. The string section is also magnificent. The violinist is a maestro because he knows his art very well. Bing Crosby has a golden voice that shined brightly on this song. He has impeccable timing with the music. He never falls behind the beat. You could get lost listening to his soothing vocals. His diction was flawless on this track.
# 8 – Brother, Can You Spare a Dime?
The social song is from the Broadway: the American Musical album. It has a traditional pop and dance sound to it. The anthemic song is about a man who wanted to live the American dream, but his plan was ruined because of the Great Depression. He wore several hats in order to make a living. He was hopeful that things would work out, but they didn’t. He ended up losing his job and had to beg people for money. This message is for anyone going through tough times. This song was written and recorded during the Great Depression Era, but it can still be relatable today. There are millions of people who are forced to rely on the kindness of others in order to eat. The lyrics are moving and eye-opening.
He makes you feel sympathetic for the person in the song. The situation could happen to anyone. People are losing their jobs all of the time because of what’s going on in the world today so this song is relevant several decades later. The music is surprisingly energetic considering the somber lyrics. It might have been a wise choice to have the music be loud and energetic to take away from the melancholy tone of the song. The music keeps the song from being a tearjerker. Bing Crosby showed versatility on this track. He performed runs and held notes in the song. He sounds very passionate. He sings the lyrics as if he experienced the situation firsthand. Al Jolson also recorded this track. His version of the song is different. He sings the song as if he were happy about the situation. He sings the song dramatically. Bing Crosby sings the song with more raw passion. It’s up to you which version you prefer because both versions are enjoyable.
# 7 – At Your Command
The riveting song is from the Voice of Bing in the 30s album. The song has a traditional pop sound. The regretful song is about him losing the woman he loves. He wants her back and will do whatever it takes to win her back. He’s determined to get her back at any cost. The song resonates with anyone who lost the man or woman they love and wants to get them back. This song could be relatable to men and women. The song is from a man’s perspective, but women can relate to it too. The music is stripped down and features just the piano.
The piano chords are enchanting. The pianist deserved an award for the way he played the music in the background. The music is simple to allow the listeners to enjoy the music while focusing on Bing Crosby’s captivating voice. This subject has been covered many times but Bing Crosby made it sound original. His sonorous vocals could make any one’s heart melt. He’s singing the song with a lot of emotion. The song sounds as if it’s a personal one to him. He wrote the song so it could explain why it’s coming from the heart. He croons while he’s singing runs at the end of each lyric. The song is worth putting on repeat so you can continue to hear it.
# 6 – Just One More Chance
The apologetic song is from the album of the same name. The song has a pop sound. The remorseful song is about a guy who would do any to get the love of his life back. He wants her to know that he would do anything to get her back. It makes you wonder what he could have done to lose her in the first place. If you’re in a relationship and you have messed up and want another, you can play this song. He or she might end up forgiving you. The music is excellent for ballroom dancing. You can practically picture the people dressed up during that time and dancing to this pristine music.
The piano and string section certainly sell the music. The horn section adds flavor to the music. It could have used the drumbeat to add tempo to the song, but it didn’t hurt the track. Bing Crosby starts the song off softly and his vocals escalate. He doesn’t hold back with this song. He even included a whistle after the bridge. There is a musical pause that features the whistle in addition to the music. He didn’t need to do that much whistling, but it doesn’t hurt the song. Singer Billie Holiday also covered this song. She recorded a jazz version. Her version is slower than his version. Her version is just as good as Bing Crosby’s version.
# 5 – My Blue Heaven
The next song on our Top 10 Bing Crosby Song is “My Blue Heaven” from the Songs I Wish I Sung the First Time Around. The touching song is about love being in “heavenly” bliss. The lyrics are romantic and beautiful. He talks about having a blissfully happy life with his wife and baby. The lyrics are emotional. He compares his life with his family to being in heaven. He paints a lovely picture of his family. Most people would want to have a family like the one he describes in the song.
They have a perfect life together. He makes the relationship sound like a fairy tale since there’s no such thing as the perfect life, but it’s nice to pretend. The lyrics don’t come off sappy and corny. The lyrics are sweet and moving. His baritone vocals are remarkable. He sounds sincere as he sings about his life. He does a convincing job selling the song. The background singers are along for the ride. They do everything they can to make him sound even better. The music is so upbeat that you can’t help smiling while you listen to it. The music was at the right volume so that Bing Crosby wasn’t drowned out by it. He was able to sing above the music.
# 4 – Love in Bloom
The devotional song is from the Here Lies Love album. It has a traditional pop sound. The soothing song is about love during the happy stages. The track is featured in the movie She Loves Me Not. The lyrics are meaningful for anyone who falls in love for the first time. He knows the right words to say to touch your heart when it comes to first love. Artists sing about love all of the time, but he managed to make it sound original. He sings the song in a way that the lyrics don’t come off sappy. His voice is smooth and mellow which was a nice touch with the music.
He didn’t use any vocal acrobatics. He sang the song the way it was meant to be. He kept it simple which was all the song needed. He does little runs throughout the song, but he doesn’t go overboard with it. He knew when to sing in vibrato and when to sing the lyrics straight. His phrasing is excellent. He sings the song with clarity. You never have to question what he’s saying because he sings it in a way that you can understand him. The music is gentle like a breeze. It’s not too loud and that was a wise choice because he doesn’t project in the song.
# 3 – Three Little Words ft The Rhythm Boys including Bing Crosby and Duke Ellington Orchestra
The longing song is from the album It’s Easy to Remember. The track has a traditional pop sound to it. The insecure song is about him needed reassurance that the woman he loves will love him back. He wants her to convince him that she loves him. He cleverly asks for “three little words” instead of coming out and saying he loves her. The song was ahead of its time. People have trouble hearing or saying “I Love You” so referring to it as three little words will give you a chance to admit how you feel.
This song made history because it features three Caucasian singers with an African American bandleader. The song managed to make it to number one on the charts. It meant that people weren’t bothered by the fact that three Caucasian singers were working with African American musicians. The music is uplifting. It sounds like a showtune song. You could definitely hear this track on big band radio. Bing Crosby sounds incredible on this track. He knows what to do in order to please a crowd. There are other artists who covered this song including John Coltrane, Mel Torme, Ella Fitzgerald, Nat King Cole as well as a host of others who recorded the song. You can try to hear them all to see which version you prefer.
# 2 – Pennies from Heaven
The blessed song is from Bing: A Musical Autobiography. The track is also featured on the soundtrack for the movie of the same. The song has a traditional pop sound. The song is told in parts. In the beginning, the listener is told him about the things in life that are free. Towards the end of the song, the listener is told not to give up. The listener is told that despite bad times, good things will happens. He wants you to believe that no matter how thing may look, good things will happen.
It has a good message on not giving up hope. This is the second entry on our top 10 that wasn’t focused on him falling in love or about breaking up with someone. The track gave him a chance to sing a deep and powerful song with a deep and powerful message. The song starts off with a violin solo that’s definitely worth check out. The musical arrangement is astonishing. The music is comforting to hear. The music is basically the piano and the horn section. The song could have used a drumbeat to give it some tempo. This little change would have enhanced the music.
# 1 – White Christmas
The number one song on our Top 10 Bing Crosby Songs list is “White Christmas.” It has a traditional sound. The nostalgic song is about celebrating a snowy Christmas. Here is some trivia about the song. The writer Irving Berlin didn’t celebrate Christmas. He was Jewish. The writer’s son died on Christmas day. The man is a true professional to want to write about something heartbreaking for the worse day of his life. On the surface, the song seems like a harmless Christmas song, but once you know more about the history of the song it has a darker meaning.
The song has been covered by many artists including Elvis Presley, Karen Carpenter, Frank Sinatra, Michael Bolton, Andy Williams as well as many others. Bing Crosby’s version will always be the most remembered. Bing Crosby’s baritone voice will hook you as soon as he starts singing the song. His voice will blow your mind. His smooth voice is easy on the ear. His voice will make you want to hear the song over and over again. It shouldn’t have been a surprise that this made it to number one on our list. It is the biggest-selling singles of all and it deserves to be the number one song on our list.
Top 10 Top 10 Bing Crosby Songs article published on Classic RockHistory.com© 2021
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