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The essential classic country playlist
David Redfern/Redferns

The essential classic country playlist

To say the very least, country music has seen a great deal of change throughout the decades. From its origins in the 1930s to the present, the genre has spanned a truly impressive range of sounds and styles.

But to truly understand country music, one must dig deep into its roots. There are countless classic country tunes — generally referring to songs released in the 1950s through the 1980s — to enjoy, but these 20 tracks are essential additions to any classic country playlist. 

 
1 of 20

"Hey Good Lookin'," Hank Williams

"Hey Good Lookin'," Hank Williams
Blank Archives/Getty Images

Arguably the most recognizable hit from country icon Hank Williams, "Hey Good Lookin'" topped the charts upon its release in 1951. Influenced by a similarly named track by composer Cole Porter and imbued with Williams's characteristic vocals, it exemplifies this legend's influence on the traditional country sound. A

 
2 of 20

"Honky Tonk Angels," Kitty Wells

"Honky Tonk Angels," Kitty Wells
GAB Archive/Redferns

According to Kitty Wells, "it wasn't God who made honky tonk angels." Released in 1952, the song was surprisingly progressive for its day. "Too many times married men think they're still single," Wells sings. "And that's caused many a good girl to go wrong." 

 
3 of 20

"Folsom Prison Blues," Johnny Cash

"Folsom Prison Blues," Johnny Cash
Donaldson Collection/Getty Images

Appearing on Johnny Cash's 1955 debut, "Folsom Prison Blues" inspired one of the most iconic performances in country music history, held at the actual Folsom Prison in California. It was an instant hit for Cash and earned him a Grammy Award the following year. 

 
4 of 20

"Crazy," Patsy Cline

"Crazy," Patsy Cline
GAB Archive/Redferns

Written by Willie Nelson, Patsy Cline's melancholy vocals helped turn "Crazy" into a smash hit in 1961. 

 
5 of 20

"He Stopped Loving Her Today," George Jones

"He Stopped Loving Her Today," George Jones
Jack Vartoogian/Getty Images

Frequently described as the greatest song in country music history, this 1980 hit is one of George Jones's most notable vocal performances. 

 
6 of 20

"Coal Miner's Daughter," Loretta Lynn

"Coal Miner's Daughter," Loretta Lynn
Erika Goldring/WireImage

A true storytelling tale of Lynn's humble upbringing as the daughter of a coal miner in Kentucky, "Coal Miner's Daughter" exemplifies the working-class ethos that defined this era of country music. It also inspired an award-winning film with the same name, starring Sissy Spacek. 

 
7 of 20

"Whiskey River," Willie Nelson

"Whiskey River," Willie Nelson
Rick Kern/WireImage for Shock Ink

Country music is packed with fine drinking songs, but there are none finer than Willie Nelson's 1972 classic "Whiskey River." If you've never had the chance to hear this song live, it's definitely something to add to any country fan's bucket list. 

 
8 of 20

"Your Cheatin' Heart," Hank Williams

"Your Cheatin' Heart," Hank Williams
Michael Ochs Archives/Getty Images

Pretty much nobody in country music has ever done a heartbreak song like Hank Williams, and "Your Cheatin' Heart" remains one of the genre's finest. An instant success upon its release in 1953, it's the kind of tune that country traditionalists pine for today. 

 
9 of 20

"Mama Tried," Merle Haggard

"Mama Tried," Merle Haggard
Paul Natkin/Getty Images

It is actually true that Merle Haggard was doing time at San Quentin State Prison around the time he was 20 years old, lending a hefty dose of authenticity to that iconic "I turned 21 in prison doing life without parole" lyric. Since its release, "Mama Tried" has become an iconic refrain for outlaws of all stripes. 

 
10 of 20

"King of the Road," Roger Miller

"King of the Road," Roger Miller
GAB Archive/Redferns

No genre does storytelling better than country music, and Roger Miller's "King of the Road" is proof. Telling the tale of a rambling troubadour who's freed himself from the confines of conventional society, this song has been covered by countless country legends, including Merle Haggard and Dolly Parton, since its release in 1965. 

 
11 of 20

"Jolene," Dolly Parton

"Jolene," Dolly Parton
Keystone/Getty Images

There are so many legendary songs associated with prolific songwriter Dolly Parton, but none more so than "Jolene." It's a stunning showcase of Parton's songwriting and vocal abilities, one that continues to resonate with music fans today. 

 
12 of 20

"Good Hearted Woman," Waylon Jennings

"Good Hearted Woman," Waylon Jennings
Clayton Call/Redferns

Co-written by Willie Nelson and Waylon Jennings, "Good Hearted Woman" was actually inspired by the tumultuous and abusive relationship between Tina Turner, the "good-hearted woman," and "two-timin' man" Ike Turner. The song was a #1 twice, once upon its initial release and later in a duet between Jennings and Nelson. 

 
13 of 20

"Stand By Your Man," Tammy Wynette

"Stand By Your Man," Tammy Wynette
Michael Putland/Getty Images

The wife of George Jones and an immensely talented performer, Tammy Wynette's tumultuous life was often reflected in songs like "Stand By Your Man," a #1 hit that earned the artist crossover success upon its release in 1968. 

 
14 of 20

"Wichita Lineman," Glen Campbell

"Wichita Lineman," Glen Campbell
Donaldson Collection/Getty Images

The king of "countrypolitan," Glen Campbell blurred the lines between pop and country with songs like "Wichita Lineman." Written originally by Jimmy Webb, the song is considered one of the genre's greatest songs thanks to its contemplative lyrics and Campbell's stunning vocal performance. 

 
15 of 20

"The Devil Went Down to Georgia," The Charlie Daniels Band

"The Devil Went Down to Georgia," The Charlie Daniels Band
Joey Foley/FilmMagic

There's no story more compelling in country music than the tale of how a fiddle player named Johnny beat the Devil himself in a musical contest for the ages. Released by the Charlie Daniels Band in 1979, the song was a massive hit, peaking at #3 on the all-genre Billboard Hot 100. 

 
16 of 20

"Back In The Saddle Again," Gene Autry

"Back In The Saddle Again," Gene Autry
Silver Screen Collection/Getty Images

Cowboy tunes are an essential part of country music's history, and Gene Autry is one of the most compelling purveyors of those tales. "Back In The Saddle Again," released in 1939, is more western than country, but still an early progenitor of later cowboys like Chris LeDoux and George Strait. 

 
17 of 20

"Blue Moon of Kentucky," Bill Monroe

"Blue Moon of Kentucky," Bill Monroe
Bettmann

It's a bluegrass song, sure, but there's no denying the influence that Bill Monroe's "Blue Moon of Kentucky" — and so much else in his body of work — has had on country music. 

 
18 of 20

"Hello Darlin," Conway Twitty

"Hello Darlin," Conway Twitty
Jeff Hochberg/Getty Images

With his seductive vocals and commanding stage presence, Conway Twitty was a staple of '70s country. Released in 1970, this eternal love tune was inducted into the Grammy Hall of Fame in 1999. 

 
19 of 20

"Delta Dawn," Tanya Tucker

"Delta Dawn," Tanya Tucker
Michael Putland/Getty Images

In 1972, Tanya Tucker recorded her version of "Delta Dawn" at the ripe old age of 13. It still remains one of her most legendary vocal performances, along with being one of the most curious — and compelling — story songs in the genre. 

 
20 of 20

"Kiss An Angel Good Morning," Charley Pride

"Kiss An Angel Good Morning," Charley Pride
Mike Prior/Redferns

In 1970, Charley Pride became a household name with the release of "Kiss An Angel Good Morning," which was a success on both the pop and country charts. It's an endlessly catchy tune, with an upbeat melody that just makes sense on any classic country playlist. 

Amy McCarthy is a Texas-based journalist. Follow her on twitter at @aemccarthy

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