Random Best Classic Country Songs (195 items)

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  (#1) He Stopped Loving Her Today

  • George Jones

  Classic and heartbreaking song by George Jones
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  (#2) Mama Tried

  • Merle Haggard

  As Merle Haggard says, "mamma tried" to raise her boy right, but it just didn't work out that way.
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  (#3) Your Cheatin' Heart

  • Hank Williams

  This sad Hank Williams song is one to which your can drown your sorrows in a tall glass of wine or beer.
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  (#4) Mammas Don't Let Your Babies Grow Up to Be Cowboys

  • Waylon Jennings & Willie Nelson

  The name is pretty self-explanatory on this one. 
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  (#5) I'm So Lonesome I Could Cry

  • Hank Williams

  This sad sack Hank Williams song was made even more famous when Elvis re-recorded it.
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  (#6) Crazy

  • Patsy Cline

  This heart-breaking and flagellating song by Patsy Cline has always been a country classic. 
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  (#7) Folsom Prison Blues

  • Johnny Cash

  Johnny Cash's signature song with the famous line, "I shot a ran in Reno, just to watch him die." 
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  (#8) Jolene

  • Dolly Parton

  Another Dolly Parton hit to make the list, this song is about the pleas on one woman to Jolene to stop cheating with her husband.
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  (#9) Stand By Your Man

  • Tammy Wynette

  This wailing tune from Tammy Wynette is an ode to being faithful that is quintessentially country.
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  (#10) Take Me Home Country Roads

  • John Denver

  John Denver's ode to the Blue Ridge Mountains and Shenandoah River.
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  (#11) Hello Darlin

  • Conway Twitty

  An ode to a lost love that Conway Twitty done wrong. 
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  (#12) Amarillo by Morning

  • George Strait

  George Straight sings about the understated woes of a rodeo cowboy. 
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  (#13) I Fall to Pieces

  • Patsy Cline

  Nobody quite does self pity like Cline, another classic and cry-worthy tune from her makes the list.
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  (#14) Good-Hearted Woman

  • Waylon Jennings

  A 1969 Waylon Jennings hit that was reportedly inspired by Ike and Tina Turner
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  (#15) Always on My Mind

  • Willie Nelson

  This WIllie Nelson song about eternal love is so classic its practically been covered to death.
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  (#16) Coal Miner's Daughter

  • Loretta Lynn

  Another ode to the occupations of the south and the lives lived by the hard-driving coal workers and their family. This Loretta Lynn song is a classic.
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  (#17) The Devil Went Down to Georgia

  • The Charlie Daniels Band
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  (#18) I Will Always Love You (Original)

  • Dolly Parton

  This Dolly Parton love song is a country classic that was made a mainstream hit when it was re-recorded by Whitney Houston
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  (#19) The Gambler

  • Kenny Rogers

  A veteran gambler teaches a young man when to hold 'em and when to fold 'em. 
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  (#20) El Paso

  • Marty Robbins

  Beuatiful song that's an ode to the city which includes a the wonderful music of a Spanish guitar. Song won a grammy in 1961
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  (#21) Hey Good Lookin

  • Hank Williams

  This Hank Williams tune was inducted tot he Grammy Hall of Fame
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  (#22) Friends in Low Places

  • Garth Brooks
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  (#23) Sunday Morning Comin' Down

  • Johnny Cash

  Another country song about hard drikning and that tough Sundway morning hangover.
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  (#24) A Boy Named Sue

  • Johnny Cash
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  (#25) King of the Road

  • Roger Miller
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  (#26) A Country Boy Can Survive

  • Hank Williams, Jr.
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  (#27) Blue Eyes Crying in the Rain

  • Willie Nelson
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  (#28) Coat of Many Colors

  • Dolly Parton

  An homage song to Parton's childhood in a poor family, the song tells the tale about a patchwork coat made from whatever mama could find.
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  (#29) Sixteen Tons

  A classic folksy tune about the life and sorrows of a coal miner.
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  (#30) Today I Started Loving You Again

  This Merle Haggard 
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  (#31) Jackson

  • June Carter Cash, Johnny Cash
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  (#32) Luckenbach, Texas (Back to the Basics of Love)

  • Waylon Jennings
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  (#33) On the Road Again

  • Willie Nelson
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  (#34) The Battle of New Orleans

  • Johnny Horton

  Song about the 1815 Battle of New Orleans as written from the perspective of an aAmerican soldier.
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  (#35) Take This Job an' Shove It

  • Johnny Paycheck
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  (#36) White Lightning

  • George Jones

  This song is an ode to the white lightening aka moonshine that George Jones' father used to bootleg
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  (#37) East Bound and Down

  • Jerry Reed
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  (#38) Guitars, Cadillacs

  • Dwight Yoakam
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  (#39) Rose Garden

  • Lynn Anderson
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  (#40) Kiss an Angel Good Mornin

  • Charley Pride
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  (#41) Flowers on the Wall

  • The Statler Brothers
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  (#42) Make the World Go Away

  • Ray Price

  A popular country song for Eddy Arnold and Ray Price tha would later be recorded by countless others.
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  (#43) I Think I'll Just Stay Here and Drink

  • Merle Haggard

  Classic country wouldn't be classic without those sad drikning songs. This Merle Haggard classic is another one that makes the list.
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  (#44) For the Good Times

  • Ray Price

  A country cover of the Kirs Kirstofferson song, this was a country hit for Ray Price.
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  (#45) Harper Valley P.t.a.

  • Jeannie C Riley
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  (#46) Are You Sure Hank Done It This Way

  • Waylon Jennings
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  (#47) Suspicious Minds

  • Elvis Presley

  Song by Mark James whose recording of it failed until Elvis Preseley re-released the song.
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  (#48) I Saw the Light

  • Hank Williams
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  (#49) Theme from The Dukes of Hazzard (Good Ol' Boys)

  • Waylon Jennings
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  (#50) Hey Good Lookin

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