Famous 20th Century Country Singers

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 1 Johnny Cash

Johnny Cash
20
Famous As: One of the Best-Selling Music Artists of All Time
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

Dolly Parton
28
Famous As: Singer-songwriter
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

Shania Twain
15
Famous As: Singer
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.

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 4 Kenny Rogers

Kenny Rogers
19
Famous As: Best-Selling Country Music Artists of All Time
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

Reba McEntire
25
Famous As: Singer
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

Troyal Garth Brooks
12
Famous As: Singer-songwriter
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

Loretta Lynn
10
Famous As: Singer-songwriter
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).

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 8 Patsy Cline

Patsy Cline
10
Famous As: Singer
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

Jerry Lee Lewis
11
Famous As: Singer-songwriter
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

Waylon Jennings
6
Famous As: Singer-songwriter
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

Randy Travis
8
Famous As: Singer-Songwriter
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 Mandy Moore

Mandy Moore
8
Famous As: Singer, Actress
Birthdate: April 10, 1984
Sun Sign: Aries
Birthplace: Nashua, New Hampshire, United States

Mandy Moore is a popular singer, songwriter, and actress who has a star on the Hollywood Walk of Fame. Apart from her entertainment career, Moore is a known philanthropist who endorses the philosophy of effective altruism. In 2017, she was an active participant at the Los Angeles Women's March.

 13 Willie Nelson

Willie Nelson
8
Famous As: One of the Most Recognized Artists in Country Music
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.

 14 Keith Urban

Keith Urban
10
Famous As: Musician
Birthdate: October 26, 1967
Sun Sign: Scorpio
Birthplace: Whang─ürei, 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.

 15 Vince Gill

Vince Gill
7
Famous As: Singer-Songwriter
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. 

 16 Kris Kristofferson

Kris Kristofferson
5
Famous As: Singer-songwriter
Birthdate: June 22, 1936
Sun Sign: Cancer
Birthplace: Brownsville, Texas, United States

Kris Kristofferson is a popular singer-songwriter and actor. Over the years, Kris has played a major role in the success of many famous singers, having contributed to their musical albums as a songwriter. For his achievements in the field of music, Kris Kristofferson was made a Country Music Hall of Fame inductee in 2004.

 17 Conway Twitty

Conway Twitty
7
Famous As: Singer-songwriter
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 Buddy Holly

Buddy Holly
9
Famous As: Singer-songwriter
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.

 19 Miley Cyrus

Miley Cyrus
33
Famous As: Singer-songwriter
Birthdate: November 23, 1992
Sun Sign: Sagittarius
Birthplace: Franklin, Tennessee, United States

Miley Cyrus, the American singer-songwriter and actress, is known for her wide range in music, spanning from pop and country pop to hip hop. The portrayal of the title character of television series, Hannah Montana, made her a teen idol. Her personal life has often sparked controversy, especially when she came out as pansexual and talked about use of cannabis.

 20 Tammy Wynette

Tammy Wynette
10
Famous As: Singer-songwriter
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.

 21 Hank Williams

Hank Williams
5
Famous As: Singer-songwriter
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.  

 22 Olivia Newton-John

Olivia Newton-John
25
Famous As: Singer-songwriter
Birthdate: September 26, 1948
Sun Sign: Libra
Birthplace: Cambridge, England

A singer, actress, businesswoman and activist, Olivia Newton-John is an DBE honouree who has donned on many hats and shined in all of them. Her five Billboard No.1 singles and two Billboard No.1 albums made her a household name. Turning her personal pain into a global mission for cancer awareness, this four-time Grammy winner is truly a symbol of resilience.

 23 Billy Ray Cyrus

Billy Ray Cyrus
13
Famous As: American singer-songwriter
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.

 24 June Carter Cash

June Carter Cash
4
Famous As: Singer-Songwriter
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.

 25 Jennette McCurdy

Jennette McCurdy
9
Famous As: Actress & Singer
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.

 26 Jewel

Jewel
9
Famous As: Singer-Songwriter
Birthdate: May 23, 1974
Sun Sign: Gemini
Birthplace: Payson, Utah, United States

 27 Robert Plant

Robert Plant
22
Famous As: Singer-songwriter
Birthdate: August 20, 1948
Sun Sign: Leo
Birthplace: West Bromwich, England

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.

 28 Tim McGraw

Tim McGraw
5
Famous As: Singer
Birthdate: May 1, 1967
Sun Sign: Taurus
Birthplace: Delhi, 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.

 29 George Strait

George Strait
6
Famous As: Singer-Songwriter
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. 

 30 Barry Gibb

Barry Gibb
20
Famous As: Musician
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.

 31 Keith Whitley

Keith Whitley
6
Famous As: Singer-songwriter
Birthdate: July 1, 1955
Sun Sign: Cancer
Birthplace: Ashland, 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.

 32 Merle Haggard

Merle Haggard
5
Famous As: Singer-songwriter
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.

 33 Faith Hill

Faith Hill
6
Famous As: Singer
Birthdate: September 21, 1967
Sun Sign: Virgo
Birthplace: Ridgeland, 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.

 34 Kenny Chesney

Kenny Chesney
4
Famous As: Singer
Birthdate: March 26, 1968
Sun Sign: Aries
Birthplace: Knoxville, Tennessee, United States
Country singer Kenneth Chesney has over 40 Top 10 Billboard tracks to his credit. He has won six Academy of Country Music awards and nine Country Music Association awards. He also co-directed the ESPN film The Boys of Fall. His Flip-Flop Summer Tour was the highest-grossing country tour of 2007. 

 35 Jimmy Buffett

Jimmy Buffett
6
Famous As: Musician
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.

 36 Dwight Yoakam

Dwight Yoakam
5
Famous As: Singer-songwriter
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.

 37 John Corbett

John Corbett
6
Famous As: Actor
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.

 38 Brad Douglas Paisley

Brad Douglas Paisley
7
Famous As: Singer-songwriter
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 Gordon Lightfoot

Gordon Lightfoot
8
Famous As: Singer, Songwriter
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.

 40 Trisha Yearwood

Trisha Yearwood
12
Famous As: Singer
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.

 41 Hank Williams Jr.

Hank Williams Jr.
12
Famous As: Singer-songwriter
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.  

 42 John Prine

John Prine
7
Famous As: Singer-songwriter
Birthdate: October 10, 1946
Sun Sign: Libra
Birthplace: Maywood, Illinois, United States
Died: April 7, 2020

 43 Buck Owens

Buck Owens
9
Famous As: Musician
Birthdate: August 12, 1929
Sun Sign: Leo
Birthplace: Sherman, Texas, United States
Died: March 25, 2006

 44 Charley Pride

Charley Pride
5
Famous As: Singer
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 Emmylou Harris

Emmylou Harris
11
Famous As: Singer-songwriter
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.

 46 Crystal Gayle

Crystal Gayle
10
Famous As: Singer
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.

 47 Alison Krauss

Alison Krauss
8
Famous As: Singer
Birthdate: July 23, 1971
Sun Sign: Leo
Birthplace: Champaign, Illinois, United States

 48 Kellie Pickler

Kellie Pickler
6
Famous As: Singer-Songwriter
Birthdate: June 28, 1986
Sun Sign: Cancer
Birthplace: Albemarle, North Carolina, United States

 49 Jerry Reed

Jerry Reed
4
Famous As: Singer-songwriter, Musician
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.

 50 Eric Church

Eric Church
9
Famous As: Singer-songwriter
Birthdate: May 3, 1977
Sun Sign: Taurus
Birthplace: Granite Falls, North Carolina, United States