Music

The Best Country Singers From Kentucky  

Ranker Music
737 votes 143 voters 2.5k views 51 items

List Rules Only country singers born or raised in Kentucky.

Here are the best country artists and country bands from Kentucky. Kentucky has served as the birthplace of many fantastic country artists. The sound of twanging guitars has permeated the state for decades. In particular, Renfro Valley, which is home to the Kentucky Music Hall of Fame as well as the Renfro Valley Entertainment Center, has been dubbed Kentucky's Country Music Capital. It is a destination where many influential artists got their start. Some of your favorite acts may be country singers from Kentucky, and this list gives you a chance to learn more about the singers and bands who changed your life. 

Chris Stapleton was born in Lexington. He's a singer in his own right, but he has also written over 170 songs for various other artists. He's a legend in his own right, and he represents everything Kentucky residents are capable of. Sturgill Simpson is another popular artist from the state. He brought back the stylings of outlaw country in a big way in recent years, and he's won various accolades, including a Grammy. 

Some of the the most famous country artists in the music industry are on this list. You can vote for your favorite Kentucky country singers and bands to let other readers know who they should be listening to. 

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list ordered by
1
Chris Stapleton is listed (or ranked) 1 on the list The Best Country Singers From Kentucky
Chris Stapleton is an American country, bluegrass, and rock musician signed to Universal Music Group Nashville. He is an established songwriter. with four number one songs including the 5-week ...more
2
Loretta Lynn is listed (or ranked) 2 on the list The Best Country Singers From Kentucky
Loretta Lynn, is a multiple gold album American country music singer-songwriter whose work spans more than 50 years. She has received numerous awards and other accolades for her groundbreaking ...more
3
Tyler Childers is listed (or ranked) 3 on the list The Best Country Singers From Kentucky
Tyler Childers (born June 21, 1991) is an American country music singer and songwriter. He released his breakout album titled Purgatory in August 2017. The album was produced by Sturgill Simpson ...more
4
Tom T. Hall is listed (or ranked) 4 on the list The Best Country Singers From Kentucky
Thomas "Tom T." Hall is a retired American country music songwriter, singer, novelist, and short-story writer. He has written 11 No. 1 hit songs, with 26 more that reached the Top 10, ...more
5
Patty Loveless is listed (or ranked) 5 on the list The Best Country Singers From Kentucky
Patty Loveless, is an American country music singer. Since her emergence on the country music scene in late 1986 with her first album, Loveless has been one of the most popular female singers of ...more
6
Sturgill Simpson is listed (or ranked) 6 on the list The Best Country Singers From Kentucky
John Sturgill Simpson (born June 8, 1978) is an American country music singer-songwriter. As of August 2017, he has released three albums as a solo artist. He released two albums independently, ...more
7
Th' Legendary Shack*Shakers is listed (or ranked) 7 on the list The Best Country Singers From Kentucky
The Legendary Shack Shakers are an American rockabilly/blues band that formed in Paducah, Kentucky in the mid-1990s. They are inspired by rock 'n roll, country blues, old time music, carnival ...more
8
Troy Gentry is listed (or ranked) 8 on the list The Best Country Singers From Kentucky
Troy Gentry is a member of the musical group, Montgomery Gentry.
9
Montgomery Gentry is listed (or ranked) 9 on the list The Best Country Singers From Kentucky
Montgomery Gentry is an American country music duo composed of vocalists Eddie Montgomery and Troy Gentry, both natives of Kentucky. The two began performing in the 1990s as part of two ...more
10
Bill Carlisle is listed (or ranked) 10 on the list The Best Country Singers From Kentucky
William Toliver "Jumpin' Bill" Carlisle was an American country music singer, songwriter, comedian and guitarist popular in the late 1940s and 1950s but who influenced the genre for ...more
11
Ashley Gorley is listed (or ranked) 11 on the list The Best Country Singers From Kentucky
Ashley Gorley is an award winning songwriter, publisher and producer in Nashville Tennessee. Gorley has written eighteen number one singles and has over two hundred songs accorded by well-known ...more
12
Cliff Carlisle is listed (or ranked) 12 on the list The Best Country Singers From Kentucky
Cliff Carlisle was an American country and blues singer. Carlisle was a yodeler and was a pioneer in the use of the Hawaiian steel guitar in country music. He was a brother of country music star ...more
13
David Grissom is listed (or ranked) 13 on the list The Best Country Singers From Kentucky
David Grissom is an American guitarist who has played and toured with several of America's leading bands and recording artists.
14
Kevin Denney is listed (or ranked) 14 on the list The Best Country Singers From Kentucky
Kevin Denney is an American country music artist. Signed to Lyric Street Records in 2001, he made his debut on the country music scene with the release of his self-titled album, which produced ...more
15
Jackie DeShannon is listed (or ranked) 15 on the list The Best Country Singers From Kentucky
Jackie DeShannon is an American singer-songwriter with a string of hit song credits from the 1960s onwards. She was one of the first female singer-songwriters of the rock 'n' roll period. ...more
16
Stephen Cochran is listed (or ranked) 16 on the list The Best Country Singers From Kentucky
Stephen Cochran is an American Country music singer and songwriter. In 2009 Stephen was named as a spokesman for the United States Department of Veterans Affairs Research and Development. The VA ...more
17
Will Chase is listed (or ranked) 17 on the list The Best Country Singers From Kentucky
Will Chase is an American Tony-Award-nominated actor and singer, best known for his work in Broadway musicals and in his current role as country superstar Luke Wheeler on ABC's Nashville.
18
Chris Knight is listed (or ranked) 18 on the list The Best Country Singers From Kentucky
Chris Knight is an American singer-songwriter from Slaughters, Kentucky. In addition to releasing solo records of his own material, Knight has had a successful career writing songs that have ...more
19
Wynonna Judd is listed (or ranked) 19 on the list The Best Country Singers From Kentucky
Wynonna Ellen Judd is an American country music singer. Her solo albums and singles are all credited to the singular name Wynonna. Wynonna first rose to fame in the 1980s alongside her mother, ...more
20
The Kentucky Headhunters is listed (or ranked) 20 on the list The Best Country Singers From Kentucky
The Kentucky Headhunters is an American country rock and Southern rock band. They were founded in 1968 as Itchy Brother, which consisted of brothers Richard Young and Fred Young along with Greg ...more
21
The Judds is listed (or ranked) 21 on the list The Best Country Singers From Kentucky
The Judds were an American country music duo composed of Naomi Judd and her daughter, Wynonna Judd. Signed to RCA Records in 1983, the duo released six studio albums between then and 1991. One ...more
22
New Grass Revival is listed (or ranked) 22 on the list The Best Country Singers From Kentucky
New Grass Revival was an American progressive bluegrass band founded in 1971, and composed of Sam Bush, Courtney Johnson, Ebo Walker, Curtis Burch, Butch Robins, John Cowan, Béla Fleck ...more
23
Courtney Johnson is listed (or ranked) 23 on the list The Best Country Singers From Kentucky
Courtney Johnson was an American banjo player, best known for his work as an original member of the band New Grass Revival. Influenced by Ralph Stanley and his Clinch Mountain Boys, Johnson is ...more
24
Dawn Landes is listed (or ranked) 24 on the list The Best Country Singers From Kentucky
Dawn Landes is an American singer-songwriter and musician. She is originally from Louisville, Kentucky, but has been for decades a Brooklyn, New York transplant, having arrived as a New York ...more
25
The Osborne Brothers is listed (or ranked) 25 on the list The Best Country Singers From Kentucky
The Osborne Brothers, Sonny Osborne and Bobby Osborne, were an influential and popular bluegrass act during the 1960s and 1970s. They are probably best known for their No. 33 1967 country hit ...more