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100 Greatest Country Songs of All Time

From “Blue Moon of Kentucky” to the Paisley croon of modern Nashville

100 Greatest Country Songs of All Time

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What makes a great country song? It tells a story. It draws a line. It has a twang you can feel down to the soles of your feet. Some get mad, some get weepy, some just get you down the road. But these are 100 essential songs that map out the story of country music, from Hank Williams howling at the moon to George Jones pouring one out for all the desperate lovers to Taylor Swift singing the suburban cowgirl blues.

Listen to Rolling Stone’s 100 Greatest Country Songs

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23. Lefty Frizzell, ‘If You’ve Got the Money, I’ve Got the Time’ (1950)

Arkansas-bred Frizzell had a gentle drawl that made even his rowdiest songs go down sweet. His debut single – covered by George Jones, Merle Haggard, and Willie Nelson – taught an entire generation of country vocalists how to sing. The honky-tonker was immediate hit, selling a whopping 500,000 copies in two months. Frizzell was barely 22 when he co-wrote the song with A&R man Jim Beck, who first discovered the young Arkansas singer in Texas. Lefty came up with the idea for the lyrics when one of his friends tried to convince Frizzell to go out with him one night. "He said, 'Lefty, do you want to go?' And I said, 'Well if you got the money, I got the time,'" says Frizzell. "It dawned on me this would be a beautiful idea for a song." By Jonathan Bernstein

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22. Ernest Tubb, ‘Walking the Floor Over You’ (1941)

Tubb started his career as a Jimmie Rodgers mimic but lost his yodel in 1939 when a doctor took out his tonsils. He soldiered on and became one of pop's first great terrible singers, with a voice so wooden that even he made fun of it. But like basically every successful youth-oriented musician of the last century, he had the keen idea to quicken the pace and firm up the beat, making the song as much about the accompaniment as the lead. "Walking" was an early instance of country music's fascination with the electric guitar, a rude instrument used in places of questionable morality. If anything, Tubb's voice only helped foster the idea that he was authentic – a regular dude who made good on his shortcomings and sold millions. By Mike Powell

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21. The Carter Family, ‘Can the Circle Be Unbroken’ (1935)

A.P. Carter, patriarch of country music's First Family, took a rather severe Christian hymn dating back at least to 1907 (when the sheet music for "Will The Circle Be Unbroken" was first published), altered the title slightly, changed the lyrics substantially, and produced a stirring, stoic, nondenominational expression of collective sorrow in the face of death on a 78 rpm disc. It would become a harmony-powered, genre-transcending standard, at funerals and elsewhere, in gospel, folk, country and country-rock. Notable in the latter is the pioneering version by the Nitty Gritty Dirt Band on their all-star 1972 triple LP Will The Circle Be Unbroken, featuring vocals by "Mother" Maybelle Carter herself. By Will Hermes

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20. Kenny Rogers, ‘The Gambler’ (1978)

"I thought that one was a home run the minute I heard it," Kenny Rogers has said of the most famous story-song in country history. Don Schlitz wrote most of the gambling allegory in 1976 while walking home from a meeting on Music Row, but it took the songwriter six weeks to come up with the inconclusive final verse. Producer Larry Butler gave the song to both Johnny Cash and Kenny Rogers to record, but he placed his faith in Rogers. "I got a funny feeling," Butler told the singer, "that if you do this, you will become the Gambler." Butler's prophecy proved true, as the classic country narrative quickly became Rogers' signature tune, earning him a Number One spot on the country charts, a Grammy and a series of television movies, starring Rogers as the Gambler. By Jonathan Bernstein

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19. Loretta Lynn, ‘Don’t Come Home A’ Drinkin’ (With Lovin’ on Your Mind)’ (1966)

"We didn't have much money for entertainment," Loretta Lynn wrote in her 1976 autobiography Coal Miner's Daughter. "I never went out much because we couldn't afford a babysitter. Besides, Doo [Oliver Vanetta Lynn, her husband of nearly 50 years] liked to go out with the boys and have a few beers." Cue this prickly 1966 smash, her first Number One, co-written with sister Peggy Sue ("My bank account loves that song as much as I do"), a spritely rejection of whiskey-dick'd marital overtures. It touched off a feud via Jay Lee Webb's cold-blooded 1967 answer record "I Come Home A Drinkin' (To a Worn-Out Wife Like You)," but the best cover version is a 2010 rave-up from Gretchen Wilson. By Rob Harvilla

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18. George Strait, ‘All My Ex’s Live in Texas’ (1987)

George Strait stands tall as the most influential country star of recent decades – a dashing but down-to-earth Texan stud in a white hat, keeping the old-school verities alive without getting lost in show-biz glitz or folkie purity. His white hat was such a signature that Strait could fire up insane amounts of fan controversy any time he put on a black one. Over his amazingly long-lived career (he's currently on his farewell tour), he's avoided pop crossover like the plague, yet this 1987 smash (written by Sanger D. Schafer – with his fourth wife) became his most famous song. Strait laments that all his exes live in Texas – with the punch line, "That's why I hang my hat in Tennessee." By Rob Sheffield

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17. Bob Wills & His Texas Playboys, ‘New San Antonio Rose’ (1940)

The western swing pioneer wrote "Spanish Two-Step" in his early days of entertaining Mexican audiences, created the original "San Antonio Rose" at a 1938 session by playing the its bridge backwards, and added new lyrics two years later to score his first national hit. Uptight traditionalists have criticized innovative country stars for deviating from some imaginary idea of "real country" for just about as long as there have been country stars to criticize, and Wills was no exception, outraging the cranks when he played his signature tune at the Opry with drums and horns. By Keith Harris

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16. Glen Campbell, ‘Witchita Lineman’ (1968)

The romantic story about "Wichita Lineman" is that Jimmy Webb wrote it after seeing a lonely guy working at the top of a telephone pole while driving through the voids of rural Oklahoma. The truth is that Webb's last song for Glen Campbell, "By the Time I Get to Phoenix," had been a hit, and Capitol Records had called to demand more. "I really sat down to write something that would please them mostly," Webb confessed to the Dallas Observer in 2006. The sound – a haze of soapy violins and expensive chord changes – had more to do with the onset of soft rock than the rudiments of country, but the subject matter was a new spin on an old story. Country calls it individualism; Webb called it loneliness. By Mike Powell

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15. Kitty Wells, ‘It Wasn’t God Who Made Honky Tonk Angels’ (1952)

There's a great history in American music of answer songs that trump their targets – "This Land Is Your Land," "Roll with Me, Henry," "Sweet Home Alabama," "Roxanne's Revenge" – and this includes Kitty Wells' riposte to Hank Thompson's 1952 hit "The Wild Side of Life." The original condemned an ex-fiancée (whom the singer appears to have stalked) as a common floozy. Wells' revved-up reply (via songwriter Jay Miller, with husband Johnnie Wright on bass!) indicted unfaithful men for making their own empty beds, and scored the first Number One country hit for a solo female artist, inspiring generations to resist submissive stereotypes. As testament to Wells' groundbreaking courage in recording the song, NBC Radio banned it and the Grand Ole Opry forbade her from performing the song on its hallowed stage. By Charles Aaron

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14. Hank Williams, ‘Settin’ the Woods on Fire’ (1952)

While Hank Williams' down-and-out singles tend to get more attention (see "I'm So Lonesome I Could Cry" and "Your Cheatin' Heart"), the giddy songs from Williams' up-cycle swings were phenomenal too. That goes for this fight-for-your-right-to-party invitation to date night, a weekend call to arms for the honky-tonk set that perfectly predates modern country bonfires-and-booze songs by Florida Georgia Line and Brantley Gilbert. "Settin' the Woods on Fire" is Williams at his goofiest, rhyming "silly" with "dilly" and "chili" while working "a little time to fix a flat or two" into the evening's itinerary. By David Menconi

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13. Bill Monroe and The Blue Grass Boys, ‘Blue Moon of Kentucky’ (1947)

As the master builder of bluegrass, Bill Monroe took the fiddle music he learned on the Kentucky farm of his childhood, tricked it out with blues, gospel and swing, then stepped on the gas with his meticulously on-point band the Bluegrass Boys (led by Earl Scruggs). But his signature tune was timeless, beyond genre, a waltz featuring Monroe on mandolin and falsetto testifying, speaking straight to country folk about a blue moon guiding him back home, not bestowing bad luck. As Monroe told NPR in 1983: "It's got Baptists and Holiness and Methodists singing in it and Scotch bagpipe and the old Southern blues… It really touches your heart, and it's a good, clean music." Ironic, then, that Elvis Presley's jacked-up 4/4 version seven years later jet-propelled his taboo-busting career, and by extension, rock & roll itself. By Charles Aaron

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12. Buck Owens and the Buckaroos, ‘I’ve Got a Tiger By the Tail’ (1964)

This hilarious tune about a hard-partying woman is powered by a wiry guitar style that influenced the Beatles and the Byrds. An essential example of the spunky Bakersfield sound that toughened up Sixties country. The idea for the single came to the singer during a drive with legendary songwriting partner Harlan Howard. Upon noticing a sign with the Esso gas slogan "Put a Tiger In Your Tank," Owens said to Howard, "How about 'Tiger by the Tail' for a title?" Howard jotted down some lyrics in the backseat, Owens improvised a melody on the spot, and the song was complete before the trip was over. Howard, who considered "Tiger" a novelty tune, was skeptical of the song's potential, but "Tiger" proved to be Owens' biggest hit to date, quickly reaching Number One on the country charts and eventually providing the Nashville establishment outsider with the first (and highest charting) crossover pop single of his career. By Jonathan Bernstein

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11. Stanley Brothers, ‘Man of Constant Sorrow’ (1951)

With likely origins as a 19th-century Baptist hymn, "Man of Constant Sorrow" was revived by the Stanley Brothers in 1951; covered by Joan Baez, Bob Dylan and Judy Collins in quick succession a decade later; and launched a full-on Americana revival with its prominent placement in the Coen Brothers' O Brother, Where Art Thou? in 2000. Its ambiguous provenance can be attributed to blind Kentucky fiddler Dick Burnett, who published it in 1913 as "Farewell Song" and, when asked its origin, replied, "I think I got the ballad from somebody… I dunno. It may be my song." Ralph Stanley heard his daddy sing a version, which he and brother Carter added words to and transformed into a high, lonesome landmark of post-breakup misery and transient unease. By Richard Gehr

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10. Waylon Jennings and Willie Nelson, ‘Mammas, Don’t Let Your Babies Grow Up to Be Cowboys’ (1978)

The best buddy team in country history took the cowboy song tradition of Roy Rogers into the Seventies, with a front-porch charisma that any doctor or lawyer would be lucky to have. Songwriter Ed Bruce's version of this cautionary tale, released in late 1975, became a minor country hit. But shortly thereafter, Waylon and Willie took the song to Number One. Their combined star power and road-weary charm romanticized the emotionally inaccessible male drifter more powerfully perhaps than any country song had before. Despite the combined efforts of the singers' and countless mammas, however, the years since have seen no marked decline in baby-to-cowboy transformations. By Keith Harris

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9. Dolly Parton, ‘Jolene’ (1973)

Inspired by the sight of her husband flirting with a bank teller, "Jolene" is Parton's most heartrending triumph and the most devastating cheating song of them all. These days, contemporary country charts are overloaded with blustery assertions of self-sufficiency – from Marina McBride to Miranda Lambert – which makes it even more heartbreaking to hear one of country's most beloved matriarchs sounding so vulnerable. "Jolene," a hit for Parton in 1973, sees her imploring another woman to leave her man alone. By Amanda Petrusich

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8. Merle Haggard, ‘Mama Tried’ (1968)

No one could write a prison number like ex-con Merle Haggard. Despite its humble origin as a commission for Killers Three, a B-movie produced by and starring Dick Clark, this 1968 Platonic ideal of a country song turned out to be the Hag's most autobiographical statement. With its James Burton dobro vamp and haiku-like Roy Nichols Fender solo, "Mama Tried" is a celebration of cussed stubbornness disguised as an apology. Haggard was indeed sent to San Quentin in 1957, but "instead of life in prison I was doing one-to-15 years," he told a reporter. "I just couldn't get that to rhyme." Oddly upbeat compared to his earlier "Sing Me Back Home," "Mama Tried" was adopted by perennial band-on-the-the-run the Grateful Dead, who performed it at Woodstock and on more than 300 subsequent occasions. By Richard Gehr

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7. Ray Charles, ‘You Don’t Know Me’ (1962)

This Cindy Walker-penned gem was pulled from about 250 country tunes Ray Charles considered for his 1962 album, Modern Sounds in Country and Western Music. Backed by a chorus and sumptuous strings, Charles constructs a lump in his throat and an ache in his heart while working his jazz and R&B expertise into "hillbilly" material. "[T]he words to country songs are very earthy like the blues, see, very down," he once told Rolling Stone. "Country songs and the blues is like it is." Elvis Presley, Bob Dylan and Willie Nelson all went on to cover what became a Number Two pop hit for Charles, but a somber version by Richard Manuel of the Band comes closest to reliving this version's woes. Modern Sounds galvanized racial integration in the music industry, made Nashville songwriters the hottest of the time, and showed Charles exercising artistic control unprecedented for black artists at the time. By Reed Fischer

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6. Tammy Wynette, ‘Stand By Your Man’ (1968)

A family-values tract with its share of contradictions (Wynette was a four-time divorcée). But there’s no mistaking the power in her voice or the beauty in Billy Sherrill’s lush production. Many heard her signature tune, written with producer Billy Sherrill, as a reactionary riposte to the then-emerging women’s liberation movement, rendering the song inextricable from the Baby Boomer culture wars. In 1992, Hillary Clinton even referred to it disparagingly when a 60 Minutes interview confronted her with questions about her husband’s infidelities. Wynette later said she spent 20 minutes writing this and 20 years defending it. By Keith Harris