Bing Crosby’s legacy as the quintessential crooner shaped the sound of 20th-century popular music, setting a high standard for warmth, charm, and emotional storytelling.
His smooth baritone voice, pioneering microphone technique, and timeless interpretations of jazz standards left an indelible mark on music history.
This article explores the careers of singers who share Crosby’s signature style and enduring influence, showcasing the timeless appeal of classic crooning.
21 Most Famous Singers Similar to Bing Crosby of All Time
Contents
- 1 21 Most Famous Singers Similar to Bing Crosby of All Time
- 2 #1 Frank Sinatra
- 3 #2 Dean Martin
- 4 #3 Nat King Cole
- 5 #4 Perry Como
- 6 #5 Tony Bennett
- 7 #6 Mel Tormé
- 8 #7 Vic Damone
- 9 #8 Andy Williams
- 10 #9 Bobby Darin
- 11 #10 Johnny Mathis
- 12 #11 Jack Jones
- 13 #12 Sammy Davis Jr.
- 14 #13 Fred Astaire
- 15 #14 Matt Monro
- 16 #15 Michael Bublé
- 17 #16 Harry Connick Jr.
- 18 #17 Steve Lawrence
- 19 #18 Louis Armstrong
- 20 #19 Paul Anka
- 21 #20 Fred Astaire
- 22 #21 Engelbert Humperdinck
- 23 Frequently Asked Questions
These singers share Bing Crosby’s talent for storytelling through song, his relaxed vocal style, and his impact on the development of traditional pop and jazz music.
Here’s a list of 21 singers like Bing Crosby, known for their smooth vocals, charm, and contributions to traditional pop and jazz standards:
#1 Frank Sinatra
Frank Sinatra, often called “The Voice,” is one of the most influential singers in music history. Known for his velvety baritone and impeccable phrasing, Sinatra brought depth and sophistication to hits like “My Way,” “Fly Me to the Moon,” and “New York, New York.” His artistry elevated the crooner style, setting a benchmark for vocal performance in jazz and traditional pop.
Beyond his musical achievements, Sinatra excelled as an actor, earning an Academy Award for From Here to Eternity. His charismatic stage presence and ability to connect emotionally with audiences cemented his legacy as a cultural icon, much like Bing Crosby before him.
#2 Dean Martin
Dean Martin, famously known as “The King of Cool,” was a singer, actor, and comedian who exuded effortless charm. With hits like “That’s Amore” and “Everybody Loves Somebody,” Martin combined a smooth baritone with a laid-back delivery that resonated deeply with fans. His voice carried the same warmth and ease that defined Bing Crosby’s style.
In addition to his music, Martin was a key member of the Rat Pack and enjoyed a successful career in television and film. His relaxed demeanor and ability to make music sound conversational made him a natural successor to Crosby’s crooning tradition.
#3 Nat King Cole
Nat King Cole was a master of vocal jazz and traditional pop, known for his silky voice and emotive interpretations. Songs like “Unforgettable,” “Mona Lisa,” and “The Christmas Song” showcased his ability to combine elegance with heartfelt emotion. Cole’s career began as a jazz pianist, but his transition to vocal performances brought him worldwide acclaim.
Much like Bing Crosby, Cole’s music had a universal appeal, and he broke barriers as the first African-American to host a national television show. His timeless recordings continue to influence generations of singers and solidify his place among the greatest vocalists of all time.
#4 Perry Como
Perry Como was one of the most beloved crooners of the mid-20th century, known for his soothing baritone and relaxed demeanor. Songs like “Catch a Falling Star” and “Magic Moments” showcased his ability to deliver romantic ballads with heartfelt sincerity. Como’s warm and approachable style was often compared to Bing Crosby’s, earning him widespread admiration.
In addition to his music career, Como was a successful television host, bringing his charm to millions of viewers. His ability to make listeners feel at ease and his dedication to timeless music made him a natural successor to Crosby’s legacy.
#5 Tony Bennett
Tony Bennett is a legendary crooner whose career has spanned more than seven decades. Known for hits like “I Left My Heart in San Francisco” and “The Way You Look Tonight,” Bennett’s elegant delivery and mastery of the Great American Songbook have earned him a place among the greatest singers in history. His voice, rich with emotion and control, carries the same timeless quality that defined Bing Crosby’s music.
Bennett’s collaborations with modern artists like Lady Gaga have brought his music to new audiences, proving his enduring appeal. His ability to connect with listeners through romantic and jazz-infused melodies aligns him closely with Crosby’s legacy.
#6 Mel Tormé
Mel Tormé, affectionately known as “The Velvet Fog,” was a jazz vocalist and songwriter celebrated for his silky voice and exceptional musicianship. Hits like “Blue Moon” and his co-written classic “The Christmas Song” showcased his mastery of phrasing and tonal richness. Tormé’s scat-singing abilities and technical brilliance made him a standout in jazz and traditional pop.
Like Bing Crosby, Tormé seamlessly blended emotion and precision in his performances, leaving a lasting impact on music. His dedication to the art of singing and his ability to elevate standards to new heights make him a kindred spirit to Crosby’s style.
#7 Vic Damone
Vic Damone was known for his rich baritone voice and romantic interpretations of timeless standards. With hits like “On the Street Where You Live” and “An Affair to Remember,” Damone earned his place as one of the most admired crooners of his era. His ability to convey warmth and emotion through his singing drew comparisons to Bing Crosby’s iconic style.
Throughout his career, Damone performed on prestigious stages worldwide and became a staple of Las Vegas entertainment. His dedication to classic love songs and effortless vocal delivery ensured his lasting legacy as one of the greatest traditional pop vocalists.
#8 Andy Williams
Andy Williams was a beloved crooner whose soothing voice and timeless ballads made him a household name. Known for songs like “Moon River” and “Can’t Get Used to Losing You,” Williams embodied the romanticism and charm of traditional pop music. His performances exuded a sincerity that resonated deeply with audiences, much like Bing Crosby’s.
In addition to his music, Williams hosted The Andy Williams Show, which showcased his talent and brought his music into homes across America. His holiday albums and concerts remain iconic, solidifying his legacy as one of the great interpreters of traditional standards.
#9 Bobby Darin
Bobby Darin was a versatile artist whose career spanned multiple genres, including jazz, swing, and pop. Known for hits like “Mack the Knife” and “Beyond the Sea,” Darin’s dynamic stage presence and rich voice made him a standout among crooners. His ability to infuse energy and charisma into his music set him apart.
Darin also pursued a successful acting career, earning critical acclaim and an Academy Award nomination. His contributions to music and entertainment, along with his timeless recordings, ensure his place among the greats, following in the footsteps of Bing Crosby.
#10 Johnny Mathis
Johnny Mathis is a legendary vocalist celebrated for his lush voice and romantic ballads. With hits like “Chances Are” and “Misty,” Mathis has enchanted audiences for decades, blending pop, jazz, and soul into his unique sound. His smooth delivery and heartfelt performances have earned him comparisons to Bing Crosby’s timeless artistry.
Mathis’s career spans more than six decades, with over 350 million records sold worldwide. His dedication to love songs and classic standards has solidified his status as one of the most enduring figures in music history.
#11 Jack Jones
Jack Jones is a Grammy-winning singer known for his elegant interpretations of traditional pop and jazz standards. Songs like “Wives and Lovers” and “The Impossible Dream” highlighted his ability to bring sophistication and emotion to every performance. His rich baritone voice and impeccable phrasing made him a natural successor to Bing Crosby’s style.
Jones has performed on prestigious stages worldwide, earning a reputation as one of the great crooners of his time. His dedication to the Great American Songbook has ensured his lasting influence in the world of classic music.
#12 Sammy Davis Jr.
Sammy Davis Jr. was a multi-talented entertainer whose voice, charisma, and versatility made him one of the most dynamic performers of his era. Known for songs like “Mr. Bojangles” and “The Candy Man,” Davis’s ability to blend soul, jazz, and pop earned him widespread acclaim. His vibrant stage presence and emotional depth were reminiscent of Bing Crosby’s showmanship.
Davis also broke barriers as a prominent African-American artist during a time of segregation. His groundbreaking contributions to music and entertainment have left an enduring legacy, inspiring countless artists.
#13 Fred Astaire
Fred Astaire was an iconic entertainer known for his elegance and versatility in music and dance. While best known for his role in classic Hollywood musicals, Astaire’s smooth voice made songs like “Cheek to Cheek” and “They Can’t Take That Away from Me” timeless. His ability to pair his vocals with sophisticated orchestral arrangements mirrored Bing Crosby’s effortless style.
Astaire’s contributions to music, film, and dance have made him a legend whose influence extends across multiple art forms. His recordings continue to charm listeners with their grace and timeless appeal.
#14 Matt Monro
Matt Monro, often called “The Man with the Golden Voice,” was a British crooner renowned for his smooth delivery and emotional performances. Songs like “Born Free” and “Portrait of My Love” showcased his ability to convey deep sentiment through his music. Monro’s effortless style and clarity earned him international recognition.
His collaborations with composers like John Barry further elevated his career, and his recordings remain beloved classics. Monro’s dedication to quality and timeless music makes him a natural fit among singers inspired by Bing Crosby’s legacy.
#15 Michael Bublé
Michael Bublé is a modern crooner whose career has been built on revitalizing jazz standards and traditional pop for contemporary audiences. Known for songs like “Haven’t Met You Yet” and covers of classics such as “Feeling Good,” Bublé’s smooth voice and romantic delivery evoke the charm of Bing Crosby’s era. His ability to connect emotionally with his audience has made him a global sensation.
Bublé’s live performances are a blend of charisma, humor, and heartfelt music, showcasing his dedication to keeping timeless melodies alive. His blend of nostalgia and modernity ensures his place among the greatest crooners of all time.
#16 Harry Connick Jr.
Harry Connick Jr. is a multi-talented artist whose rich voice and jazz piano skills have made him a standout among contemporary crooners. With hits like “It Had to Be You” and “We Are in Love,” Connick brings a fresh take on jazz and traditional pop standards. His ability to reinterpret classic songs while infusing them with his unique style mirrors Bing Crosby’s innovative approach.
In addition to his musical success, Connick has enjoyed a flourishing acting career in films like Hope Floats and Dolphin Tale. His dedication to preserving classic music for modern audiences aligns him with Crosby’s legacy.
#17 Steve Lawrence
Steve Lawrence is a celebrated crooner known for his rich voice and sophisticated delivery of traditional pop and jazz standards. Songs like “Go Away Little Girl” and “Pretty Blue Eyes” highlight his ability to blend emotional depth with technical precision. His career flourished alongside his wife, Eydie Gormé, as part of a beloved musical duo.
Lawrence’s performances on stage and television made him a household name, bringing timeless music to fans across generations. His commitment to preserving the elegance and charm of classic music places him firmly in the tradition of artists like Bing Crosby.
#18 Louis Armstrong
Louis Armstrong, often called “Satchmo,” was a groundbreaking musician whose gravelly voice and virtuosic trumpet playing defined jazz for decades. Hits like “What a Wonderful World” and “Hello, Dolly!” showcased his ability to convey joy and emotion through his unique vocal style. Armstrong’s influence extended beyond music, breaking barriers and popularizing jazz on a global scale.
While his style was distinct from Bing Crosby’s, Armstrong’s ability to connect with audiences and elevate classic standards cemented his status as an icon. His collaborations with artists like Crosby bridged the worlds of jazz and pop, creating timeless moments in music history.
#19 Paul Anka
Paul Anka is a legendary singer-songwriter whose career has spanned over six decades. Known for hits like “Diana” and “Put Your Head on My Shoulder,” Anka’s smooth vocals and romantic lyrics evoke the timeless appeal of crooners like Bing Crosby. He also penned “My Way,” famously performed by Frank Sinatra, solidifying his place in music history.
Anka’s adaptability has allowed him to remain relevant across generations, collaborating with contemporary artists while maintaining his connection to classic pop. His dedication to timeless melodies and heartfelt performances makes him a natural successor to Crosby’s legacy.
#20 Fred Astaire
Fred Astaire, best known for his iconic dance routines, also possessed a smooth, sophisticated voice that lent itself perfectly to traditional pop and jazz standards. Songs like “Cheek to Cheek” and “The Way You Look Tonight” highlighted his ability to deliver lyrics with grace and charm. His vocal style complemented his legendary on-screen elegance.
Astaire’s influence extends beyond music, as he redefined the role of performers in Hollywood musicals. His recordings continue to captivate audiences, and his timeless artistry aligns closely with Bing Crosby’s effortless charisma.
#21 Engelbert Humperdinck
Engelbert Humperdinck is a British crooner celebrated for his rich voice and romantic ballads. Hits like “Release Me” and “The Last Waltz” exemplify his ability to convey deep emotion through lush arrangements and heartfelt delivery. His dramatic vocal style resonated with audiences around the world, earning him international fame.
Humperdinck’s career spans over five decades, during which he has remained a prominent figure in traditional pop. His dedication to love songs and timeless music places him in the lineage of great crooners like Bing Crosby.
Frequently Asked Questions
What made Bing Crosby’s singing style unique?
Bing Crosby’s relaxed baritone voice, impeccable phrasing, and conversational delivery set him apart as a pioneer of crooning. His ability to blend warmth and intimacy with technical mastery made his music timeless.
Who are some artists similar to Bing Crosby?
Artists like Frank Sinatra, Nat King Cole, and Perry Como share Bing Crosby’s smooth vocal style and focus on jazz and traditional pop standards. These singers also excel in creating emotionally resonant and timeless music.
Why are singers like Bing Crosby still relevant today?
Singers like Bing Crosby continue to resonate because their music captures universal emotions through timeless melodies and heartfelt lyrics. Their influence can be heard in modern crooners who carry forward their legacy.
Are there modern singers influenced by Bing Crosby’s style?
Yes, artists like Michael Bublé and Harry Connick Jr. draw significant inspiration from Bing Crosby’s charm, elegance, and approach to traditional pop. They bring his classic crooning style to contemporary audiences.
