Few voices in the history of music are as timeless and captivating as that of Nat King Cole. A true pioneer of jazz, pop, and R&B, Cole’s smooth baritone and effortless charm have influenced generations of artists and enchanted listeners for decades. Whether crooning a heartfelt ballad or delivering a toe-tapping swing number, Cole had an unmatched ability to convey deep emotion with every note. His music transcends genres and eras, making him one of the most celebrated and beloved artists of the 20th century.
In this article, we dive into the top 10 most popular Nat King Cole songs of all time—a collection of timeless classics that continue to resonate with fans old and new. From chart-topping hits that defined the golden age of jazz to soul-stirring love songs that have become wedding staples, Cole’s music evokes a sense of nostalgia, romance, and elegance that remains unparalleled. Whether you’re a longtime fan or discovering his genius for the first time, these unforgettable tracks are a testament to Nat King Cole’s enduring legacy and his place as one of the greatest voices in music history. Get ready to be swept away by the magic of Nat King Cole’s greatest hits!
1. “Unforgettable” (1951)
Arguably Nat King Cole’s most iconic song, “Unforgettable” was released in 1951 and remains an enduring classic. Written by Irving Gordon, this romantic ballad is a testament to Cole’s smooth, velvety vocals, which effortlessly convey love and longing. The lush orchestration complements his voice perfectly, creating a dreamy, almost ethereal atmosphere. The song’s timeless appeal has made it a favorite for weddings and special occasions, and it even became more famous when Cole’s daughter, Natalie Cole, recorded a duet version in 1991, using her father’s original vocals. Nonetheless, the original 1951 recording stands as a hallmark of elegance and musical mastery, cementing Cole’s place in history as a crooner for the ages.
2. “Mona Lisa” (1950)
“Mona Lisa,” first released in 1950, is another unforgettable gem in Nat King Cole’s repertoire. Written by Ray Evans and Jay Livingston, the song was crafted for the film Captain Carey, U.S.A., and went on to win the Academy Award for Best Original Song. Cole’s rendition is nothing short of magical, with his voice flowing like silk over the gentle, lilting melody. The lyrics compare a love interest to the enigmatic beauty of the Mona Lisa painting, and Cole’s tender delivery adds a layer of warmth and mystery. “Mona Lisa” not only topped the charts but also became one of the definitive songs of the era, highlighting Cole’s unparalleled ability to interpret a song with depth and emotion.
3. “The Christmas Song (Chestnuts Roasting on an Open Fire)” (1946)
No holiday season is complete without hearing Nat King Cole’s soothing rendition of “The Christmas Song (Chestnuts Roasting on an Open Fire).” Released in 1946, this song has become a beloved Christmas standard, capturing the warmth and nostalgia of the holiday season. Written by Mel Tormé and Bob Wells, the comforting lyrics paint a picture of cozy fireplaces and festive gatherings, while Cole’s rich, mellow voice wraps around the listener like a blanket. His 1961 re-recording with a full orchestra is often considered the definitive version, but the original 1946 recording remains a classic in its own right, reminding us of the timeless beauty of Cole’s voice.
4. “L-O-V-E” (1965)
“L-O-V-E” is one of Nat King Cole’s later recordings, released in 1965, and it’s a joyful celebration of love in all its forms. With its upbeat tempo, jazzy instrumentation, and playful lyrics, the song became an instant hit. Cole’s voice sparkles with charm as he sings the cleverly constructed verses, spelling out the word “love” in a way that feels both whimsical and sincere. This track became a favorite in both the pop and jazz worlds, and its universal appeal has kept it in the public’s consciousness for decades. “L-O-V-E” stands as a testament to Cole’s versatility, proving he could deliver upbeat, catchy tunes just as well as tender ballads.
5. “Nature Boy” (1948)
“Nature Boy,” first released in 1948, is a haunting and mystical song that showcases a different side of Nat King Cole’s artistry. Written by the enigmatic Eden Ahbez, the song tells the story of a “strange enchanted boy” who imparts the wisdom that “the greatest thing you’ll ever learn is just to love and be loved in return.” Cole’s rendition is ethereal, his voice floating over the minimalist arrangement of strings and piano. The song’s haunting melody and philosophical lyrics made it a standout hit, climbing to the top of the Billboard charts. “Nature Boy” remains a unique and unforgettable piece in Cole’s catalog, offering a spiritual depth that continues to resonate with listeners today.
6. “Too Young” (1951)
Released in 1951, “Too Young” became one of Nat King Cole’s biggest hits, capturing the universal theme of young love. The song’s gentle melody and Cole’s tender delivery made it a chart-topping success. Written by Sylvia Dee and Sidney Lippman, the lyrics tell the story of a couple in love who are told they’re “too young” to truly understand their feelings. Cole’s performance, however, suggests otherwise, as every note exudes sincerity and passion. “Too Young” went on to become a defining song of the early 1950s, resonating with listeners of all ages, and firmly establishing Cole as one of the most beloved vocalists of his time.
7. “Smile” (1954)
“Smile,” released in 1954, is a song that blends melancholy with hope, and no one could deliver its message better than Nat King Cole. Originally composed by Charlie Chaplin for his 1936 film Modern Times, lyrics were later added by John Turner and Geoffrey Parsons. Cole’s version became the definitive interpretation, with his voice gently guiding the listener through the song’s bittersweet lyrics. “Smile, though your heart is aching,” Cole sings, offering comfort and solace in difficult times. His performance is both tender and uplifting, making “Smile” a timeless anthem for resilience and optimism in the face of hardship.
8. “Route 66” (1946)
“Route 66” was released in 1946 and became an instant hit, celebrating the iconic American highway that stretches from Chicago to Los Angeles. Written by Bobby Troup, the song is a lively, jazzy number that perfectly captures the spirit of postwar America. Nat King Cole’s version, with his Trio, brings a sense of excitement and adventure to the track, making it an enduring favorite. The swinging rhythm and Cole’s cool, laid-back delivery make you feel like you’re cruising down the open road, soaking in the sights and sounds of America. “Route 66” is a quintessential road trip anthem, and Cole’s version remains the gold standard.
9. “Straighten Up and Fly Right” (1943)
“Straighten Up and Fly Right,” released in 1943, was one of Nat King Cole’s earliest hits and helped establish him as a force in both the jazz and pop worlds. Written by Cole and inspired by one of his father’s sermons, the song uses a humorous metaphor about a buzzard and a monkey to deliver a message of self-reliance and determination. The infectious swing rhythm and clever lyrics made it a hit during World War II, and it remains a fun, energetic track that showcases Cole’s early jazz roots. “Straighten Up and Fly Right” is a perfect example of Cole’s versatility, blending wit, charm, and musicianship into a timeless classic.
10. “When I Fall in Love” (1956)
“When I Fall in Love,” released in 1956, is one of the most romantic songs ever recorded, and Nat King Cole’s rendition is nothing short of perfection. With lush orchestration and Cole’s velvety voice, the song captures the essence of true love and commitment. Written by Victor Young and Edward Heyman, the song has been covered by many artists over the years, but Cole’s version remains the definitive take. His heartfelt delivery and the sweeping arrangement make “When I Fall in Love” a timeless classic, perfect for those special, intimate moments. It’s no wonder that this song has become a staple for weddings and romantic occasions worldwide.
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.
