Nat King Cole, a true legend in the world of music, possessed a voice as smooth as velvet and a charm that captivated audiences across generations. From jazz and swing to pop ballads, his timeless sound remains an enduring symbol of elegance and soul. With a career that spanned decades, Cole’s music transcended genres and broke barriers, making him one of the most beloved artists of all time. Whether it was his soothing piano melodies or his heartfelt vocals, Nat King Cole created songs that have stood the test of time, evoking emotions and memories with every note.
In this article, we’ll take a journey through his most iconic tracks, counting down the top 10 most popular Nat King Cole songs of all time. These are the classics that not only defined his illustrious career but also left an indelible mark on the history of music. From unforgettable love songs to jazz standards that became global hits, each track showcases the remarkable talent that made Nat King Cole an international sensation. So sit back, relax, and immerse yourself in the timeless melodies of a true musical genius as we explore the very best of Nat King Cole.
1. “Unforgettable” (1951)
Released in 1951, “Unforgettable” is widely regarded as one of Nat King Cole’s most enduring and beautiful ballads. Written by Irving Gordon, the song’s rich orchestration complements Cole’s smooth, velvety voice, creating an unforgettable listening experience that speaks to the heart of love and cherished memories. From the very first note, Cole’s voice draws you in with its warmth and tenderness, effortlessly capturing the depth of emotion tied to the song’s lyrics. The lyrics reflect an undying love that will never fade, and with every phrase, Cole conveys that sense of devotion, making the song feel personal, as if he’s singing directly to the listener.
This deeply emotional ballad became one of Cole’s signature songs, and over the years, it has been the soundtrack to countless romantic moments and significant life events. It has continued to resonate through generations, largely due to the timelessness of both the lyrics and Cole’s passionate interpretation. In 1991, the song reached even greater heights of iconic status when Cole’s daughter, Natalie Cole, recorded a virtual duet with her father, bringing the song full circle for a new generation. The combination of father and daughter singing together on this track created an emotional and poignant moment that cemented “Unforgettable” as one of the most treasured songs in American music history. The emotional weight and beauty of the song have ensured its place as a classic, remaining a favorite in weddings, anniversaries, and any moment when love is celebrated.
“Unforgettable” has had a lasting impact not only because of its beautiful orchestration and emotional depth but also because it perfectly encapsulates the idea of a love that transcends time. It’s no wonder that this song continues to be a mainstay in the world of romantic ballads and is forever etched in the hearts of those who hear it.
2. “The Christmas Song (Merry Christmas to You)” (1946)
First recorded in 1946, “The Christmas Song” (also known as “Chestnuts Roasting on an Open Fire”) has become one of the most beloved holiday songs of all time. Written by Mel Tormé and Bob Wells, the song captures the essence of the holiday season in a way few others have managed to do. The beauty of the song lies in its simplicity—it evokes the warmth of Christmas with vivid imagery of cozy firesides, crisp winter nights, and the joy of spending time with loved ones. Cole’s rendition, in particular, stands out for its soothing vocals and tender delivery, perfectly complementing the nostalgic and intimate feel of the lyrics. His voice, smooth as velvet, transports listeners to a place where they can almost feel the crackling fire and hear the gentle hum of holiday cheer.
As one of Nat King Cole’s most famous recordings, “The Christmas Song” quickly became a holiday staple and continues to be played year after year, filling homes with warmth and holiday spirit. The lush orchestration that accompanies Cole’s voice enhances the song’s feeling of comfort and celebration, making it the perfect soundtrack for everything from quiet family gatherings to bustling holiday parties. In an era when Christmas music could often feel overly commercialized, this song, with its tender and personal tone, brought a sense of authenticity and genuine warmth to the season.
While there have been many renditions of “The Christmas Song” over the years, Nat King Cole’s version remains the definitive recording. It has become a hallmark of the holiday season, a timeless track that transcends generations and continues to bring joy to listeners of all ages. Every Christmas, this song stands as a reminder of the simple, heartwarming moments that make the holiday season so special.
3. “Mona Lisa” (1950)
In 1950, Nat King Cole’s “Mona Lisa” became one of the biggest hits of his career, earning him an Academy Award for Best Original Song. Written by Ray Evans and Jay Livingston, the ballad takes inspiration from the famous painting by Leonardo da Vinci, using the enigmatic smile of Mona Lisa as a metaphor for a mysterious woman whose beauty conceals a complex inner world. The song speaks of the allure and intrigue of someone who is both captivating and elusive, and it does so with hauntingly beautiful melodies and subtle yet powerful lyrics.
Cole’s performance of “Mona Lisa” is one of his finest, showcasing his ability to deliver a song with both grace and depth. His voice, rich and full of emotion, adds layers to the song’s haunting atmosphere, drawing listeners into the story of this mysterious woman. The gentle piano accompaniment and lush strings serve as the perfect backdrop, allowing Cole’s voice to take center stage and bring the lyrics to life. The combination of Cole’s impeccable vocal technique and the song’s sophisticated composition helped make “Mona Lisa” a classic that has remained beloved for decades.
Over the years, the song has been interpreted by numerous artists, but Nat King Cole’s version is widely regarded as the definitive rendition. His ability to convey the complex emotions of longing, admiration, and mystery in the simplest of ways is part of what has made “Mona Lisa” a timeless classic. It is a song that continues to captivate listeners, and its ability to evoke deep emotion with such elegance is a testament to Cole’s extraordinary talent.
4. “L-O-V-E” (1964)
Released in 1964, “L-O-V-E” marked a delightful departure from the more somber ballads Nat King Cole was known for, showcasing a playful and upbeat side of the legendary artist. The song spells out the word “love” in a lively and jazzy way, with an infectious rhythm that has made it a favorite for romantic occasions and joyful celebrations. From the very first note, the song’s upbeat tempo and catchy melody invite listeners to smile and tap their feet, creating an irresistible feel-good atmosphere that’s impossible to ignore.
Cole’s vocal performance is effortlessly smooth and charming, with each letter of “L-O-V-E” being pronounced with such enthusiasm that it becomes contagious. The playful and whimsical nature of the song, paired with its catchy chorus, makes it an enduring classic. It’s a track that has stood the test of time, frequently featured in movies, advertisements, and at weddings, making it synonymous with love and happiness. Cole’s charismatic delivery turns a simple message into something celebratory, turning “L-O-V-E” into more than just a song—it’s a statement about the joy that love brings.
While many of Nat King Cole’s songs evoke a sense of introspection and emotional depth, “L-O-V-E” is all about the pure joy of love, free from complications and simply focused on the happiness it brings. Its fun, lighthearted nature makes it a perfect contrast to some of Cole’s other hits, and its timeless charm ensures it continues to be loved by listeners across generations. Today, “L-O-V-E” remains one of Cole’s most widely recognized and enduring songs, its upbeat message reminding us of the simple, beautiful things in life.
5. “Nature Boy” (1948)
Released in 1948, “Nature Boy” is one of Nat King Cole’s most hauntingly beautiful and introspective songs. Written by eden ahbez, the song tells the story of a mysterious “nature boy” who imparts a profound lesson on love: “The greatest thing you’ll ever learn is just to love and be loved in return.” The message is simple yet deeply philosophical, offering a timeless truth about human connection. Cole’s delivery of this message is gentle and poignant, his voice carrying the weight of the lyrics with grace and vulnerability. The minimalist orchestration, which complements Cole’s voice perfectly, gives the song an ethereal, dream-like quality, adding to its sense of mystery and wonder.
The song’s mystical tone, paired with its profound message, made it a standout in Cole’s catalog and an immediate hit. “Nature Boy” was a departure from the more traditional pop songs of the time, with its deeply introspective lyrics and unique musical arrangement. Its haunting melody, combined with Cole’s emotional delivery, creates a sense of quiet reverence that lingers long after the song ends.
“Nature Boy” is a track that has remained beloved for its simplicity and its message of universal love. Its mystical quality, combined with its timeless theme of love as the greatest human experience, has allowed it to resonate with audiences for decades. The song continues to be remembered as one of Cole’s most unique and profound contributions to music, a track that speaks to the heart in a way that few others do.
6. “Too Young” (1951)
Released in 1951, “Too Young” became one of Nat King Cole’s biggest hits, securing his place as a dominant figure in popular music. Written by Sidney Lippman and Sylvia Dee, the song tells the story of young love—an emotion that many people have experienced but may be dismissed by others as fleeting or immature. The lyrics convey the innocent yet powerful feelings of two young people who are in love, despite the fact that society may question the sincerity or longevity of their emotions. Nat King Cole’s vocal performance gives the song a sense of depth and sincerity, transforming what could have been a simple love song into a moving reflection on the authenticity of young love.
Cole’s gentle delivery and emotional investment in the song’s lyrics bring the message of the song to life. There’s a timeless quality in the way he sings about love—his voice is both tender and powerful, making listeners believe in the depth of the emotions being described. The lush orchestration and delicate arrangement further amplify the song’s emotional pull, providing the perfect backdrop for Cole’s voice to shine.
“Too Young” struck a chord with audiences, becoming one of the best-selling songs of 1951. Its relatable message about love, regardless of age, resonated with people from all walks of life, making it an enduring classic. Over the years, the song has been covered by numerous artists, but Nat King Cole’s version remains the most beloved. His heartfelt performance captures the essence of young love in a way that transcends time, and the song continues to evoke deep emotions from listeners of all ages. It’s a testament to Cole’s incredible talent that “Too Young” remains a favorite, even decades after its release.
7. “When I Fall in Love” (1956)
Released in 1956, “When I Fall in Love” became one of Nat King Cole’s most romantic and enduring hits. Written by Victor Young and Edward Heyman, the song expresses the longing and hope that comes with the anticipation of true, lasting love. The lyrics speak to the idea that love, when it finally arrives, will be perfect and all-encompassing. Cole’s smooth, romantic vocals are the ideal vehicle for this dream-like message, and his interpretation of the lyrics adds a layer of warmth and sincerity that makes the song feel personal and intimate.
The lush string arrangement, coupled with Cole’s effortless delivery, creates a timeless atmosphere of romance. From the opening notes, it’s clear that the song is about more than just love—it’s about the purity and promise of a love that is real and enduring. Cole’s voice conveys both the excitement and the tenderness of someone who is ready to fall in love, and this emotional depth is what makes the song so universally appealing. It taps into the hopes and dreams of anyone who has ever yearned for true love, and Cole’s delivery makes the lyrics feel as though they were written just for the listener.
Over the years, “When I Fall in Love” has been covered by numerous artists, but Nat King Cole’s version remains the definitive interpretation. His voice captures the essence of the song’s message in a way that no one else has quite matched. The song continues to be a classic, frequently played at weddings, anniversaries, and other romantic occasions. Its lasting appeal is a testament to the timeless power of love, and Nat King Cole’s portrayal of that feeling is nothing short of magical.
8. “Straighten Up and Fly Right” (1943)
Released in 1943, “Straighten Up and Fly Right” marked one of Nat King Cole’s early successes, and it helped solidify his place as a leading figure in both jazz and pop music. Written by Cole himself, alongside Irving Mills, the song blends humor, catchy rhythms, and a moral message that resonated with wartime audiences. Based on a folk tale his father used to tell him, “Straighten Up and Fly Right” tells the story of a bird who learns the importance of staying on the right path and avoiding trouble. The song’s upbeat, swingy rhythm is infectious, and the message about making wise choices is both lighthearted and insightful.
The song’s lively, jazzy arrangement gives it a fun, bouncy energy, and Nat King Cole’s charismatic delivery adds to the playful tone. His smooth, rich voice glides effortlessly over the energetic rhythm, giving the song a unique blend of charm and sophistication. “Straighten Up and Fly Right” quickly became a hit, and its catchy chorus and memorable melody made it a favorite among listeners. The song’s humorous yet wise message about staying on course was especially relatable to wartime audiences, who appreciated the upbeat energy and optimism the song conveyed.
“Straighten Up and Fly Right” is a standout in Nat King Cole’s catalog because it highlights his versatility as an artist. It’s a fun, swingin’ track that shows a different side of Cole, one that was playful and full of personality. The song has remained a classic, frequently featured in films, television, and performances, and it continues to be a reminder of Cole’s skill at blending music with storytelling. Its timeless appeal and infectious energy ensure that it will remain a favorite for years to come.
9. “Smile” (1954)
“Smile,” released in 1954, is one of Nat King Cole’s most uplifting and inspirational songs. Originally composed by Charlie Chaplin for his 1936 film Modern Times, the song’s lyrics were later added by John Turner and Geoffrey Parsons. The song’s message is simple but profound: in the face of adversity, we can always choose to smile and find hope. Cole’s version of “Smile” is filled with warmth and optimism, and his smooth, comforting voice lends a sense of peace and encouragement to the song’s tender melody.
Cole’s interpretation of the song turns what could have been a simple tune into something deeply emotional and inspiring. His voice, full of empathy and sincerity, transforms the lyrics into a powerful reminder that no matter the challenges we face, there is always room for hope and joy. The gentle orchestration, with its soothing strings and soft piano accompaniment, adds to the song’s sense of calm and reassurance, creating a sense of serenity that makes “Smile” a song that lifts the spirits of anyone who listens.
Over the years, “Smile” has been covered by many artists, but Nat King Cole’s version remains the definitive one. His ability to convey a message of positivity and strength through music is what makes this song so special. “Smile” continues to be a beacon of hope, reminding us to find joy even in difficult times. Its timeless message and beautiful melody make it a song that will continue to inspire listeners for generations to come.
10. “Route 66” (1946)
Released in 1946, “Route 66” is an upbeat, jazzy anthem that became synonymous with the spirit of adventure and freedom. Written by Bobby Troup, the song captures the excitement of taking a cross-country road trip along the famous U.S. Route 66, a journey that represents the open road, new experiences, and endless possibilities. Nat King Cole’s swinging rendition of the song, with its infectious rhythm and lively piano, perfectly embodies the sense of fun and freedom that comes with traveling. The song quickly became a hit, and its catchy chorus, “Get your kicks on Route 66,” has remained a symbol of American culture and wanderlust.
The song’s lively pace and playful lyrics make it an enduring classic, and Cole’s charismatic delivery ensures that “Route 66” has remained a favorite for decades. His voice, full of energy and charm, makes the listener feel as though they are joining in on an exciting adventure. The lively piano and brass sections further amplify the song’s spirit of exploration, giving it an undeniable sense of joy and movement.
“Route 66” has been covered by many artists over the years, but Nat King Cole’s version remains the definitive recording. His upbeat, energetic performance is the perfect representation of the carefree spirit of the open road, and it continues to be a popular choice for road trips, travel documentaries, and celebrations of American culture. With its catchy melody and infectious energy, “Route 66” is a song that remains as timeless and adventurous as the highway it celebrates.
Edward Tomlin is a frequent contributor to Singers Room. Since 2005, Singersroom has been the voice of R&B around the world. Connect with us via social media below.
