Few voices in the history of music have left as lasting an impression as Nat King Cole’s. With a voice that could melt hearts and a piano style that dazzled audiences worldwide, Cole became one of the most beloved musicians of the 20th century. His smooth, velvety vocals and timeless melodies have a way of transporting listeners to a different time, where romance, elegance, and emotion reign supreme. Whether you’re hearing his classics on the radio for the first time or revisiting his songs for the hundredth, there’s no denying the magic he brought to every note.
In this article, we celebrate the musical legacy of Nat King Cole by diving into his top 10 most popular songs of all time. These tracks, spanning decades, showcase the breadth of his talent and the universal appeal of his music. From unforgettable love ballads to jazz-infused masterpieces, these songs have not only stood the test of time but continue to captivate new generations of listeners. So, sit back, relax, and let the enchanting sounds of Nat King Cole carry you away as we count down his greatest hits that have cemented his place as a true icon in music history.
1. “Unforgettable” (1951)
Released in 1951, “Unforgettable” remains one of Nat King Cole’s most iconic and beloved songs. Written by Irving Gordon, this romantic ballad captures the essence of timeless love, making it a staple in the world of classic jazz and pop. What makes this song truly remarkable is the way Nat King Cole’s warm, velvety voice elevates the melody, transforming a simple tune into something deeply emotional and profoundly moving. His voice glides effortlessly over the lush orchestration, creating a sense of intimacy and closeness, as though he’s speaking directly to the listener. The lyrics, which describe the lasting impact of a person’s love, resonate with audiences of all ages. The way Cole delivers the line “Unforgettable, that’s what you are,” with such gentle sincerity, makes it feel personal, as though he’s singing to someone in particular. This ability to make listeners feel as though the song is meant for them is one of Cole’s most endearing qualities. The song has not only stood the test of time, but it has also become synonymous with moments of love and celebration, often heard at weddings, anniversaries, and romantic milestones. In 1991, the song was reimagined when Cole’s daughter, Natalie Cole, recorded a remarkable duet version with a posthumous vocal from her father, bringing a new generation of listeners to this timeless classic. The 1991 version helped to solidify “Unforgettable” as not just a song, but a symbol of love that transcends time. It remains a track that tugs at the heartstrings, reminding us all of the power of music to preserve and celebrate love’s most enduring moments.
2. “The Christmas Song (Chestnuts Roasting on an Open Fire)” (1946)
First recorded by Nat King Cole in 1946, “The Christmas Song (Chestnuts Roasting on an Open Fire)” has since become one of the most recognized and beloved holiday tunes of all time. Written by Mel Tormé and Bob Wells, the song was initially a reflection on the simple, heartwarming pleasures of the holiday season. Nat King Cole’s smooth, soothing vocals add a layer of warmth and nostalgia, capturing the spirit of Christmas like no other artist could. From the opening line, “Chestnuts roasting on an open fire,” Cole’s voice immediately conjures images of cozy winter evenings, sparkling lights, and joyful gatherings. His ability to infuse the song with a sense of comfort and cheer made it an instant holiday classic. The track has been re-recorded numerous times over the years, but it’s Cole’s 1961 version with a lush orchestral arrangement that has become the definitive version for many listeners. The rich strings and the gentle sway of the melody perfectly complement Cole’s tender delivery, making it a timeless favorite. Every year, as the holiday season approaches, “The Christmas Song” plays a key role in setting the festive tone, bringing families and friends together to celebrate. Its enduring popularity has ensured its place in holiday playlists around the world, providing both comfort and joy to listeners year after year. The song’s nostalgic feel, paired with the universal message of warmth and togetherness, makes it an essential part of Christmas music traditions, and a true testament to Cole’s ability to capture the magic of the season in song.
3. “Mona Lisa” (1950)
In 1950, Nat King Cole released “Mona Lisa,” a song that quickly became one of his signature hits. Written by Ray Evans and Jay Livingston, it was featured in the film Captain Carey, U.S.A. and went on to win the Academy Award for Best Original Song. With its mysterious and alluring lyrics, “Mona Lisa” draws inspiration from the world-renowned painting of the same name, creating a captivating narrative that mirrors the intrigue and beauty associated with the subject. The song itself features a gentle, lilting melody that perfectly complements Cole’s smooth and tender vocal delivery. His voice, rich and full of emotion, conveys a sense of mystery and longing, drawing listeners in as he sings about the enigmatic woman in the famous painting. There’s an undeniable sophistication in Cole’s performance, as he effortlessly weaves between the song’s reflective moments and more expressive, passionate lines. The arrangement is minimal, allowing Cole’s voice to remain the focal point of the track, with subtle orchestration that adds depth and beauty to the song. “Mona Lisa” became a massive commercial success, topping the charts and solidifying Cole’s place as one of the greatest vocalists of his era. The song’s timeless charm continues to captivate listeners today, as it remains one of Nat King Cole’s most beloved songs. Its unique blend of romance, elegance, and mystery has made it a staple in jazz and pop repertoires alike, with its allure showing no signs of fading with the passage of time.
4. “L-O-V-E” (1965)
“L-O-V-E,” released in 1965, is a joyful and playful tune that showcases Nat King Cole’s versatility as an artist. The song’s upbeat tempo and catchy melody, paired with Cole’s signature smooth vocal delivery, make it an instant feel-good anthem. “L-O-V-E” is a celebration of love in its simplest, most joyful form. The track’s clever structure spells out the word “LOVE,” making it both a charming and easy-to-remember tune that has resonated with listeners across generations. With its jazzy, upbeat rhythm and bouncy melody, the song exudes an infectious energy that captures the carefree spirit of romance. Cole’s delivery is light and full of warmth, making it easy for listeners to get swept up in the positive vibes of the song. The playful lyrics, which describe the many facets of love, further enhance the track’s cheerful tone, making it not just a love song, but an uplifting reminder of the happiness and joy that love brings. The song was one of Cole’s final major hits before his passing, but it remains a timeless favorite, continuing to appear in films, commercials, and playlists around the world. Its enduring popularity is a testament to its universal appeal and Cole’s ability to capture the spirit of love in a way that feels fresh and exciting, no matter the era. Today, “L-O-V-E” continues to be a cherished classic, spreading joy and positivity every time it’s played.
5. “Nature Boy” (1948)
Released in 1948, “Nature Boy” is one of Nat King Cole’s most haunting and introspective songs. Written by eden ahbez, the track’s philosophical lyrics and ethereal melody set it apart from many of Cole’s other hits. The song tells the story of a “strange, enchanted boy” who imparts wisdom about love and life, urging listeners to embrace the importance of love above all else. The message of the song—”The greatest thing you’ll ever learn is just to love and be loved in return”—is as timeless as the song itself, resonating with anyone who has ever felt the power of love in their lives. Cole’s vocals are dreamy and soothing, perfectly complementing the song’s minimalist orchestration. The music itself creates a dreamlike atmosphere, allowing Cole’s voice to float effortlessly above the delicate accompaniment. His interpretation of the song is both ethereal and heartfelt, giving it a mystical quality that captivated audiences upon its release. “Nature Boy” became an immediate hit, reaching number one on the charts and cementing Cole’s place as both a pop and jazz icon. The track’s success helped to further elevate Cole’s career, showcasing his ability to tackle more complex and introspective material with the same grace and ease he applied to his more conventional love songs. “Nature Boy” is still considered one of his finest moments, a testament to his emotional depth and musical prowess. The song’s timeless message about the transformative power of love continues to resonate with listeners around the world, making it a classic that has only grown in significance over the years.
6. “Too Young” (1951)
Released in 1951, “Too Young” became one of Nat King Cole’s biggest hits, spending five weeks at the top of the Billboard charts. The song’s tender lyrics, combined with Cole’s emotive delivery, make it one of the most memorable ballads in his catalog. Written by Sidney Lippman and Sylvia Dee, “Too Young” reflects on the uncertainties and fears that accompany young love. The song’s central theme is the idea that, despite feeling deeply in love, the individuals involved are “too young” to fully understand or navigate the complexities of romantic relationships. There is a bittersweet quality to the song, as the narrator expresses both the sweetness and the difficulty of young love. Cole’s rich, warm voice gives the song an extra layer of vulnerability, making it feel personal and intimate. His delivery of the lyrics is both tender and heartfelt, allowing listeners to connect with the emotions at the song’s core. The gentle melody, paired with Cole’s deep, soulful voice, gives the song a nostalgic quality, making it feel timeless despite its era-specific themes. “Too Young” became one of the best-selling records of the year, and its success solidified Cole’s place as one of the greatest vocalists of the time. The song’s appeal has lasted for decades, with its delicate balance of youth, longing, and the fleeting nature of first love continuing to captivate new generations of listeners.
7. “Ramblin’ Rose” (1962)
“Ramblin’ Rose,” released in 1962, is a breezy, country-inspired tune that became one of Nat King Cole’s biggest hits. Written by brothers Noel and Joe Sherman, the song tells the story of a free-spirited woman named Ramblin’ Rose, who is described as a wanderer, always moving from place to place with a carefree attitude. The track features simple yet poignant lyrics that paint a picture of a woman who lives life on her own terms, with no regard for the conventions of society. Nat King Cole’s delivery is easygoing and relaxed, perfectly matching the song’s lighthearted, folksy melody. His voice brings a sense of warmth and charm to the lyrics, making Ramblin’ Rose a character that listeners can’t help but love. The song was a major commercial success, reaching number two on the Billboard Hot 100 and becoming one of Cole’s signature songs. Its catchy chorus and upbeat rhythm make it an infectious and joyful tune that still resonates with listeners today. “Ramblin’ Rose” became a fixture in Cole’s live performances, and its charm continues to win over new generations of fans, proving that Nat King Cole’s musical legacy transcends genres and generations. The song’s playful spirit and infectious energy are timeless, making it one of the most enduring tracks in his catalog. “Ramblin’ Rose” remains a testament to Cole’s ability to cross musical boundaries and bring people together with his warm, inviting sound.
8. “Straighten Up and Fly Right” (1943)
“Straighten Up and Fly Right,” released in 1943, marked a pivotal moment in Nat King Cole’s career. The song was co-written by Cole and is based on a folk tale his father used to tell him, featuring a humorous dialogue between a monkey and a buzzard. The song’s catchy swing rhythm and playful lyrics made it an instant hit, and it showcased Cole’s early talent as a jazz pianist and bandleader. At a time when swing and big band music were dominating the airwaves, Cole’s ability to blend jazz with pop made him stand out from the crowd. The song’s witty lyrics, which describe the monkey being scolded for his foolishness, added a sense of humor that resonated with audiences. The track’s infectious rhythm, tight instrumentation, and Cole’s smooth vocal delivery all combined to create a song that is both fun and musically sophisticated. “Straighten Up and Fly Right” became an instant hit and was a key moment in Cole’s transition from jazz pianist to mainstream pop and jazz star. It was a defining moment in his career, as it marked the beginning of his rise to national prominence. Over the years, the song has become a jazz standard, with its playful energy and sharp musicianship continuing to entertain and delight audiences. Its success helped solidify Cole’s place in the pantheon of jazz and pop greats, and it remains a beloved classic to this day.
9. “When I Fall in Love” (1956)
“When I Fall in Love,” released in 1956, is one of the most romantic ballads ever recorded by Nat King Cole. Written by Victor Young and Edward Heyman, the song has been covered by many artists over the years, but it is Cole’s version that remains definitive. With its lush orchestration and Cole’s warm, tender voice, the song paints a picture of the idealized, deep connection between two people falling in love. The lyrics speak of the promises of love—true, lasting, and faithful love. Cole’s voice, rich and expressive, perfectly conveys the vulnerability and hope that come with falling in love, capturing the emotion and sincerity of the lyrics. His smooth delivery creates a sense of intimacy, making listeners feel as though he is singing directly to them, expressing the very emotions they may have experienced in their own love stories. The song’s theme of unconditional love, and the promise of devotion, has made it a timeless classic, and it is a go-to track for romantic occasions, particularly weddings and anniversaries. The song’s delicate melody, paired with the lush strings and Cole’s heartfelt delivery, creates a timeless atmosphere of love and longing. “When I Fall in Love” remains one of Cole’s most enduring hits, a testament to his ability to evoke deep emotional responses through his music, and it continues to captivate listeners with its beauty and sincerity.
10. “Smile” (1954)
“Smile,” first recorded by Nat King Cole in 1954, is a song that carries a message of hope and resilience. With music by Charlie Chaplin and lyrics by John Turner and Geoffrey Parsons, the song encourages listeners to face life’s difficulties with a smile. It’s a simple yet profound message that resonates with people facing challenges, offering them a reminder that, even in hard times, it’s possible to find strength in positivity. Cole’s rendition of “Smile” is both comforting and uplifting, as he uses his soulful voice to convey a deep sense of optimism. The song’s theme of perseverance is timeless, and Cole’s heartfelt delivery enhances the impact of its message. His voice, soothing and warm, provides comfort to listeners, creating a sense of calm in the face of adversity. The gentle orchestration, paired with Cole’s emotive vocals, evokes a feeling of hope and tranquility, making the song feel like a personal reassurance from the artist himself. “Smile” has become a universal anthem for resilience, offering listeners an emotional lift whenever they hear it. The song’s enduring popularity is a testament to its universal message and Cole’s ability to bring both grace and emotion to every performance. It continues to inspire people around the world, reminding them that, no matter the circumstances, there is always a reason to smile and keep moving forward.
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.
