Famous 20th Century Country Singers

Right IconThis ranking is based on an algorithm that combines various factors, including the votes of our users and search trends on the internet.

Vote for Your Favourite 20th Century Country Singers
 1 
Johnny Cash
(One of the Best-Selling Music Artists of All Time)
Johnny Cash
22
Birthdate: February 26, 1932
Sun Sign: Pisces
Birthplace: Kingsland, Arkansas, United States
Died: September 12, 2003

Johnny Cash, the American singer, songwriter and actor, was known for sorrow, moral suffering and redemption themes in his music. His genre was country, rock and roll, blues, folk and gospel sounds and he is one of the best-selling artists of all time. Cash had issues with drinking and drug abuse. Later he was diagnosed with a neurodegenerative disease.

 2 
Dolly Parton
(Singer-songwriter)
Dolly Parton
30
Birthdate: January 19, 1946
Sun Sign: Capricorn
Birthplace: Sevier County, Tennessee, United States

Multifaceted personality, Dolly Parton is a singer, songwriter, record producer, actress, author and businesswoman and is known mainly for her work in country music. She has received various accolades and awards in her very successful singing career spanning several decades and has composed over 3,000 songs. She has also worked in several movies and is a prolific songwriter.

 3 
Shania Twain
(Singer Known for Her Album 'Come On Over')
Shania Twain
15
Birthdate: August 28, 1965
Sun Sign: Virgo
Birthplace: Windsor, Canada

Widely regarded as the Queen of Country Pop, Shania Twain is the best-selling female artist in the history of country music, having sold more than 100 million records worldwide. She is also one of the best-selling music artists ever. According to Billboard, Shania Twain is the 13th Greatest Music Video Female Solo Artist ever.

Recommended Lists:
 4 
Kenny Rogers
(Best-Selling Country Music Artists of All Time)
Kenny Rogers
19
Birthdate: August 21, 1938
Sun Sign: Leo
Birthplace: Houston, Texas, United States
Died: March 20, 2020

Kenny Rogers was an American singer-songwriter. He is among the best-selling musicians of all-time list, having sold over 100 million records. His songs and albums remain influential among country music lovers. A multi-talented personality, Rogers was also successful as an actor and entrepreneur; he was the co-founder of the Kenny Rogers Roasters chain of restaurants.

 5 
Reba McEntire
26
Birthdate: March 28, 1955
Sun Sign: Aries
Birthplace: McAlester, Oklahoma, United States
The Queen of Country Reba McEntire initially performed with the family band the Singing McEntires. She was discovered by Red Steagall and has since delivered 24 number one singles and 16 number one albums. She has won 12 American Music Awards for Favorite Country Female Artist, the highest to date.
 6 
Troyal Garth Brooks
(Only Best-Selling Music Artist in History to have Nine Albums That Achieved Diamond Status in the US)
Troyal Garth Brooks
12
Birthdate: February 7, 1962
Sun Sign: Aquarius
Birthplace: Tulsa, Oklahoma, United States

Troyal Garth Brooks is an American singer-songwriter. Having sold over 170 million records worldwide, Brooks is one of the best-selling musicians in the world. He is also the best-selling solo albums musician in the US. Also known for his charitable activities, Garth Brooks established the Teammates for Kids Foundation in 1999, which provides financial support to charities for kids.

 7 
Loretta Lynn
(Country Singer-Songwriter Known for Her Hits ‘You Ain't Woman Enough' and 'Fist City')
Loretta Lynn
11
Birthdate: April 14, 1932
Sun Sign: Aries
Birthplace: Butcher Hollow, Kentucky, United States

Loretta Lynn is an American singer known for her groundbreaking contribution to country music. In a career spanning six decades, she has released multiple gold albums and has won Grammy Award thrice. Apart from being the most decorated female country singer, Loretta is also the only female Academy of Country Music (ACM) Artist of the Decade (the 1970s).

 8 
Patsy Cline
(Singer)
Patsy Cline
10
Birthdate: September 8, 1932
Sun Sign: Virgo
Birthplace: Winchester, Virginia, United States
Died: March 5, 1963

Patsy Cline was an American singer widely regarded as one of 20th century's most influential, celebrated, and respected vocalists. Her singing style helped influence several artists and musical genres. She also helped define the Nashville Sound style associated with country music. She has been a major influence on artists, such as Loretta Lynn, Reba McEntire, Linda Ronstadt, and Dottie West.

 9 
Jerry Lee Lewis
(Singer-Songwriter and One of the Most Influential Pianists of the 20th Century)
Jerry Lee Lewis
12
Birthdate: September 29, 1935
Sun Sign: Libra
Birthplace: Ferriday, Louisiana, United States
Four-time Grammy-winner Jerry Lee Lewis, nicknamed “The Killer,” is best known for his track Great Balls of Fire. A controversy surrounding his marriage to his 13-year-old cousin Myra destroyed his career. Named to Rolling Stone’s 100 Greatest Artists of All Time, he was also part of the Million Dollar Quartet.
 10 
Waylon Jennings
(Country Singer Known for First no.1 Single 'Dreaming My Dreams')
Waylon Jennings
7
Birthdate: June 15, 1937
Sun Sign: Gemini
Birthplace: Littlefield, Texas, United States
Died: February 13, 2002
Waylon Jennings was one of the pioneers of outlaw country music. He began performing on KVOW radio, at age 12, and then performed with several bands, such as The Texas Longhorns, The Waylors, and The Highwaymen. He also contributed to Wanted! The Outlaws, the first platinum country album. 
 11 
Randy Travis
(Country Singer Known for His Album 'Storms of Life' & Single 'Three Wooden Crosses')
Randy Travis
8
Birthdate: May 4, 1959
Sun Sign: Taurus
Birthplace: Marshville, North Carolina, United States
Randy Travis is a country music singer and songwriter. He is widely regarded as an important figure in country music history and his debut studio album Storms of Life played a major role in the neotraditional country movement. Randy Travis has sold more than 25 million records and has several prestigious awards under his belt.
 12 
Willie Nelson
(One of the Most Recognized Artists in Country Music)
Willie Nelson
8
Birthdate: April 30, 1933
Sun Sign: Taurus
Birthplace: Abbott, Texas, United States

An accomplished musician and one of the most popular names of the late 20th century American country music, Willie Nelson garnered fame with his albums Shotgun Willie, Red Headed Stranger, Stardust and Always on My Mind. The multiple Grammy award winning musician, who continues to record even today, has also appeared in numerous films and authored a number of books.

 13 
Keith Urban
(Known for His Work in Country Music)
Keith Urban
12
Birthdate: October 26, 1967
Sun Sign: Scorpio
Birthplace: Whangārei, New Zealand

Four-time Grammy-winner Keith Urban had already tasted success in Australia, before making his American debut with a platinum-certified solo album. He knows how to play a variety of instruments, including the sitar, guitar, piano, and mandolin. His track Somebody Like You was named Billboard’s greatest country hit of the 2000s.

 14 
Alan Jackson
(One of the Best-Selling Music Artists of All Time)
Alan Jackson
3
Birthdate: October 17, 1958
Sun Sign: Libra
Birthplace: Newnan, Georgia, United States

Singer and songwriter Alan Jackson is famous for popularizing the “neotraditional country” genre of music that has elements of traditional honky-tonk and mainstream country-pop sounds. Having sold over 75 million records worldwide, he is one of the best-selling music artists of all-time. In 2017, he was inducted into the Country Music Hall of Fame.

 15 
Buddy Holly
(Singer-Songwriter & Pioneer in Mid 1950's Rock and Roll)
Buddy Holly
9
Birthdate: September 7, 1936
Sun Sign: Virgo
Birthplace: Lubbock, Texas, United States
Died: February 3, 1959

Musician and singer-songwriter Buddy Holly was a central figure of mid-1950s rock and roll. Born to a musical family, he learned to sing and play the guitar as a child. He began his career as a teenager and found much success within a short period. Sadly, he died in an aircraft crash when he was just 22 years old.

 16 
Vince Gill
(Country Music Singer, Songwriter and Musician)
Vince Gill
7
Birthdate: April 12, 1957
Sun Sign: Aries
Birthplace: Norman, Oklahoma, United States

Vince Gill is an American multi-instrumentalist, singer, and songwriter. He currently holds the record for the most number of Grammy Awards won by a male country music artist with 22 awards under his belt. He was inducted into the Country Music Hall of Fame in 2007. Vince Gill also has a star on the Hollywood Walk of Fame. 

 17 
Conway Twitty
(Country Singer-Songwriter Known for His Hit Songs 'Hello Darlin' and ‘You've Never Been This Far Before’)
Conway Twitty
9
Birthdate: September 1, 1933
Sun Sign: Virgo
Birthplace: Friars Point, Mississippi, United States
Died: June 5, 1993
Country singer Harold Lloyd Jenkins, better known as Conway Twitty, gained fame with his duets with Loretta Lynn. The Country Music Hall of Fame inductee released chartbusting singles such as Hello Darlin. He constructed an entertainment hub in Hendersonville, Tennessee, called Twitty City. He was also a skilled baseball player.
 18 
Jennette McCurdy
(Filmmaker, Podcaster and Former Actress Best Known for Her Role as ‘Sam Puckett’ in the Nickelodeon Sitcom ‘iCarly’)
Jennette McCurdy
11
Birthdate: June 26, 1992
Sun Sign: Cancer
Birthplace: Long Beach, California, United States

An American actress, singer, songwriter, filmmaker, writer, and YouTuber, Jennette McCurdy is truly an inspiration to several young girls and women; despite suffering from conditions like obsessive-compulsive disorder, anorexia, and bulimia, McCurdy has managed to establish herself as a successful entertainer. As a writer, she has contributed immensely to publications like The Huffington Post, The Wall Street Journal, and Seventeen.

 19 
Hank Williams
(One of the Most Significant and Influential Singers and Songwriters of the 20th Century)
Hank Williams
6
Birthdate: September 17, 1923
Sun Sign: Virgo
Birthplace: Mount Olive, Alabama, United States
Died: January 1, 1953

Musician Hank Williams is widely considered one of the most influential and significant American singer-songwriters of the 20th century. Hank Williams influenced several singers, such as Elvis Presley, Jerry Lee Lewis, Chuck Berry, Johnny Cash, and Charley Pride to name a few. Since his untimely death at the age of 29, many artists have released tribute albums honoring Hank Williams.  

 20 
June Carter Cash
(Country Singer, Five-Time Grammy Award-Winner)
June Carter Cash
5
Birthdate: June 23, 1929
Sun Sign: Cancer
Birthplace: Maces Spring, Virginia, United States
Died: May 15, 2003

A woman of many talents, June Carter Cash was an American singer-songwriter, author, comedian, actress, and dancer. In 2003, she was named in Country Music Television's 40 Greatest Women of Country Music list. Her relationship with Johnny Cash inspired the 2005 film Walk the Line, where she was portrayed by Reese Witherspoon. June was also a well-known philanthropist.

 21 
Tammy Wynette
(Singer-songwriter)
Tammy Wynette
11
Birthdate: May 5, 1942
Sun Sign: Taurus
Birthplace: Itawamba County, Mississippi, United States
Died: April 6, 1998
Country singer Tammy Wynette, named the First Lady of Country Music, is best remembered for the track Stand by Your Man. She remains one of the best-selling female country artists of all time. She was also married to country singer George Jones, which made them a musical power couple.
 22 
Jewel
(Singer-Songwriter)
Jewel
10
Birthdate: May 23, 1974
Sun Sign: Gemini
Birthplace: Payson, Utah, United States
 23 
Olivia Newton-John
(One of the Best-selling Artists, Who Starred in the Musical 'Grease')
Olivia Newton-John
28
Birthdate: September 26, 1948
Sun Sign: Libra
Birthplace: Cambridge, England, US
Died: August 8, 2022

Olivia Newton-John's breathy voice and stunning beauty made her one of the biggest pop stars of the 1970s. She charmed generations of movie viewers in the blockbuster film Grease. Following a string of country and soft-rock hits, Newton-John starred opposite John Travolta in the 1978  blockbuster Grease, considered as one the most popular movie musicals of all time.

 24 
Billy Ray Cyrus
(American singer-songwriter)
Billy Ray Cyrus
14
Birthdate: August 25, 1961
Sun Sign: Virgo
Birthplace: Flatwoods, Kentucky, United States

Billy Ray Cyrus’s song Achy Breaky Heart was the first triple-platinum single in Australia. Its music video made the line dance a trend. Billy has eight top-10 Billboard Hot Country charters. His debut album, Some Gave All, spent the longest time by any debut artist on Billboard 200.

 25 
Robert Plant
(Lead Singer and Lyricist of the English Rock Band 'Led Zeppelin')
Robert Plant
23
Birthdate: August 20, 1948
Sun Sign: Leo
Birthplace: West Bromwich, England, United Kingdom

Regarded as one of the most influential music artists of all time, Robert Anthony Plant was the lead singer and song writer of the extremely successful rock group Led Zeppelin. After the band disbanded, the Grammy award winning artist, with his powerful and wide vocal range, established a successful solo career. He has also collaborated with other artists and bands.

 26 
Tim McGraw
(Country Music Singer - one of the Best-Selling Music Artists of All Time)
Tim McGraw
6
Birthdate: May 1, 1967
Sun Sign: Taurus
Birthplace: Start, Louisiana, United States
Three-time Grammy-winning country artist Tim McGraw has released 15 albums, 10 of which have topped the Top Country Albums chart. He also has 25 Hot Country Songs chart-toppers. He has also appeared in movies such as The Blind Side and Tomorrowland and is a minority owner of the Nashville Kats.
 27 
George Strait
(Singer-Songwriter)
George Strait
7
Birthdate: May 18, 1952
Sun Sign: Taurus
Birthplace: Poteet, Texas, United States

Country music singer, songwriter, and actor George Strait is regarded as one of the most influential recording artists of all time. Lovingly nicknamed the "King of Country", he has sold more than 100 million records worldwide and is certified as the 12th-best selling artist in American history. He was inducted into the Country Music Hall of Fame in 2006. 

 28 
Barry Gibb
(Member of the Music Group "Bee Gees," One of the Best-Selling Groups of All Time)
Barry Gibb
21
Birthdate: September 1, 1946
Sun Sign: Virgo
Birthplace: Douglas, Isle of Man

A Rock and Roll Hall of Fame inductee, Barry Gibb of the Bee Gees is known for his versatility. Barry ranks second on the Guinness World Records list of successful songwriters and has gifted his fans cult classics of pop/disco music of the 1960s and 1970s, such as Stayin’ Alive.

 29 
Keith Whitley
(Country Music Singer and Songwriter.)
Keith Whitley
6
Birthdate: July 1, 1955
Sun Sign: Cancer
Birthplace: Bedford, Kentucky, United States
Died: May 9, 1989

Keith Whitley was an American singer whose career was cut short by his sudden death at the age of 34. Before his death, due to alcohol intoxication, Whitley recorded two albums, which spawned 12 chart-busting singles. His third and final studio album was released posthumously.

 30 
Faith Hill
(One of the Most Successful Country Music Artists of All Time)
Faith Hill
7
Birthdate: September 21, 1967
Sun Sign: Virgo
Birthplace: Star, Mississippi, United States
Country music legend Faith Hill is best known for her hits This Kiss and Breathe. Her track There You'll Be was part of the Pearl Harbor soundtrack. She has won five Grammys and 15 ACM Awards and has appeared in movies such as Dixieland and The Stepford Wives.
 31 
Sheryl Crow
(One of the Best Selling Pop, Rock Singer-Songwriter with Nine Grammy Awards)
Sheryl Crow
5
Birthdate: February 11, 1962
Sun Sign: Aquarius
Birthplace: Kennett, Missouri, United States

Sheryl Crow is an American musician, actress, and singer-songwriter. Over the years, Crow has contributed to several film soundtracks, including the iconic theme song for the popular James Bond movie Tomorrow Never Dies. After being diagnosed with intraductal carcinoma, a form of breast cancer, Sheryl Crow opened the Sheryl Crow Imaging Center by joining hands with her surgeon Kristi Funk.

 32 
Jimmy Buffett
(Musician)
Jimmy Buffett
7
Birthdate: December 25, 1946
Sun Sign: Capricorn
Birthplace: Pascagoula, Mississippi

Jimmy Buffett is an American musician, singer-songwriter, actor, author, and businessman. Buffett, who owns the Margaritaville Cafe chain of restaurants, is one of the richest musicians in the world. Also known for his charity work, Jimmy Buffett is credited with founding a non-profit group called Save the Manatee Club, which works towards the conservation of manatees.

 33 
Merle Haggard
(Country Singer & Leader of the Band ‘The Strangers’)
Merle Haggard
6
Birthdate: April 6, 1937
Sun Sign: Aries
Birthplace: Oildale, California, United States
Died: April 6, 2016
Country singer Merle Haggard initially gained fame performing with The Strangers. He had several brushes with the law in his younger days, before he launched his music career. His songs reflected the angst of the working class. He won several accolades, including a Grammy Lifetime Achievement Award.
 34 
Nancy Sinatra
(Actress and Singer Best Known for Her Song 'These Boots Are Made for Walkin')
Nancy Sinatra
6
Birthdate: June 8, 1940
Sun Sign: Gemini
Birthplace: Jersey City, New Jersey, United States

The oldest daughter of Frank Sinatra, Nancy Sinatra established herself as a popular singer and actress during the 1960s and 1970s. At the age of 54, she posed for Playboy magazine, becoming one of the oldest women to do so. In 2006, she was honored with a star on the Hollywood Walk of Fame.

 35 
Dwight Yoakam
(Singer-songwriter)
Dwight Yoakam
5
Birthdate: October 23, 1956
Sun Sign: Libra
Birthplace: Pikeville, Kentucky, United States

Dwight Yoakam is an American musician, singer-songwriter, and actor. He is credited with popularizing honky tonk music, which he pioneered. In 2014, his song Guitars, Cadillacs was named in Rolling Stone magazine's 100 greatest country songs list. Yoakam has also starred in several films, such as Sling Blade, Panic Room, and The Minus Man.

 36 
Gordon Lightfoot
(Singer, Songwriter)
Gordon Lightfoot
9
Birthdate: November 17, 1938
Sun Sign: Scorpio
Birthplace: Orillia
Canadian folk-rock sensation Gordon Meredith Lightfoot Jr. is best known for his chart-topping tracks such as If You Could Read My Mind and Ribbon of Darkness. He set the tone for the folk-pop genre in the 1960s and 1970s. The 16-time Juno-winner has earned the Governor General's Performing Arts Award.
 37 
Trisha Yearwood
(Country Singer Best Known for Her Hit single ‘She's in Love with the Boy’)
Trisha Yearwood
12
Birthdate: September 19, 1964
Sun Sign: Virgo
Birthplace: Monticello, Georgia, United States

Trisha Yearwood is an American recording artist, television personality, actress, author, and celebrity chef. She is credited with releasing several chart-busting albums that have sold millions of copies worldwide. Also known for her philanthropic activities Trisha Yearwood has been supporting Habitat for Humanity, a charity home building group, for many years now.

 38 
Brad Douglas Paisley
(Singer-songwriter)
Brad Douglas Paisley
9
Birthdate: October 28, 1972
Sun Sign: Scorpio
Birthplace: Glen Dale, West Virginia, United States

Brad Douglas Paisley is an American singer-songwriter. One of the most decorated male country music singers of the current generation, Paisley has won multiple American Music Awards, Grammy Awards, Country Music Association Awards, and Academy of Country Music Awards. Brad Paisley is also known for his skills as a guitarist and one particular model of guitar is named after him.

 39 
John Corbett
(Actor and Country Music Singer)
John Corbett
7
Birthdate: May 9, 1961
Sun Sign: Taurus
Birthplace: Wheeling, West Virginia, United States

John Corbett is an American actor. Widely recognized for his distinctive hairstyle, Corbett himself is a licensed hairstylist as he attended hairdressing classes before becoming an actor. Apart from being an actor, John Corbett is also a successful singer whose debut self-titled album peaked at number 45 on Top Country Albums chart.

 40 
Hank Williams Jr.
(Country Music Singer, Musician and Son of Legendary Singer Hank Williams)
Hank Williams Jr.
12
Birthdate: May 26, 1949
Sun Sign: Gemini
Birthplace: Shreveport, Louisiana, United States

Hank Williams Jr. is a musician and singer-songwriter. Although he initially gained fame for imitating his father Hank Williams' style, he later established his own style, winning several awards like Grammy Awards. In 2017, he was included in Rolling Stone's 100 Greatest Country Artists of All Time list. In 2020, he was inducted into the Country Music Hall of Fame.  

 41 
Buck Owens
(Musician)
Buck Owens
10
Birthdate: August 12, 1929
Sun Sign: Leo
Birthplace: Sherman, Texas, United States
Died: March 25, 2006
 42 
Emmylou Harris
(Singer, Songwriter and Musician)
Emmylou Harris
12
Birthdate: April 2, 1947
Sun Sign: Aries
Birthplace: Birmingham, Alabama, United States

Emmylou Harris is an American musician, singer, and songwriter. Apart from being a bandleader, a solo artist, and an interpreter of other artists' works, Harris is also an activist; since 1999, she has been conducting Concerts for a Landmine Free World, an annual benefit tour. She is also an ardent supporter of animal rights organizations, such as PETA.

 43 
John Prine
(Known for an Often Humorous Style of Original Music That Has Elements of Protest and Social Commentary)
John Prine
8
Birthdate: October 10, 1946
Sun Sign: Libra
Birthplace: Maywood, Illinois, United States
Died: April 7, 2020
 44 
Charley Pride
(Country Singer and One of Three African-American Members of the 'Grand Ole Opr')
Charley Pride
6
Birthdate: March 18, 1934
Sun Sign: Pisces
Birthplace: Sledge, Mississippi, United States
Died: December 12, 2020
Charley Pride was an American professional baseball player, guitarist, and singer. During the 1970s, Pride became the best-selling singer for RCA Records since Elvis Presley. In his illustrious career, Pride won many awards including three American Music Awards and four Grammy Awards. In 2000, Pride was inducted into the Country Music Hall of Fame.
 45 
Jimmy Dean
(Singer and Actor Best Known for His 1960s Hit ‘Big Bad John')
Jimmy Dean
4
Birthdate: August 10, 1928
Sun Sign: Leo
Birthplace: Plainview, Texas, United States
Died: June 13, 2010
Jimmy Dean was an American television host, country music singer, businessman, and actor. He is credited with creating and popularizing a food company named Jimmy Dean Foods. He was posthumously inducted into the Country Music Hall of Fame, although he was still alive when he was nominated for the honor in 2010.
 46 
Wynonna Judd
(One of the Best-Selling Country Artists of All Time)
Wynonna Judd
4
Birthdate: May 30, 1964
Sun Sign: Gemini
Birthplace: Ashland, Kentucky, United States

Wynonna Judd is an American country music singer. One of the most decorated female country singers of her generation, Judd was honored with a star on the Music City Walk of Fame for her contribution to music. Also a philanthropist, Judd joined hands with Habitat for Humanity and helped raise more than $90 million to aid victims of natural disasters.

 47 
Jerry Reed
(Singer-songwriter, Musician)
Jerry Reed
4
Birthdate: March 20, 1937
Sun Sign: Pisces
Birthplace: Atlanta, Georgia, United States
Died: September 1, 2008

Jerry Reed was an American guitarist, country music singer, songwriter, composer, and actor. He won three Grammy Awards and two Country Music Association awards during his illustrious career. In 2017, he was posthumously inducted into the Country Music Hall of Fame. Jerry Reed was also inducted into the Musicians Hall of Fame and Museum.

 48 
Alison Krauss
9
Birthdate: July 23, 1971
Sun Sign: Leo
Birthplace: Champaign, Illinois, United States
 49 
Toby Keith
(Country Music Singer Known for His Rousing Anthems to the U.S. Soldiers Serving in the Middle East)
Toby Keith
9
Birthdate: July 8, 1961
Sun Sign: Cancer
Birthplace: Clinton, Oklahoma, United States

Toby Keith is a record producer, country music singer, songwriter, and actor. He is credited with founding a record label named Show Dog Nashville which was renamed Show Dog-Universal Music in 2009 after merging with Universal South Records. Also a philanthropist, Keith supports many non-profit organizations like Ally's House. In 2021, he was honored with the National Medal of Arts.

 50 
Crystal Gayle
(Country Singer-Songwriter Best Known for Her 1977 Hit Single 'Don't It Make My Brown Eyes Blue')
Crystal Gayle
11
Birthdate: January 9, 1951
Sun Sign: Capricorn
Birthplace: Paintsville, Kentucky, United States
Country-pop crossover singer Crystal Gayle is best known for her Billboard-topping track Don't It Make My Brown Eyes Blue and her Hot 100-charting single Talking in Your Sleep. She also gained fame for her signature floor-length hair and was named to Country Music Television’s 40 Greatest Women of Country Music.