music The Saddest Country Songs  

Ranker Music
5.2k votes 671 voters 35.7k views 93 items Embed

List Rules Vote up the saddest country songs.

Few things are as difficult as missing someone you love, heartache, or death. Whether they have passed away, have moved on, or are just not near you, these can be difficult things to deal with. Often these are topics that the saddest of country songs deal with. The best of these songs on this list are the best.

These saddest country songs provide kind of emotional connection that musicians hope people discover in their music. They are heartbreaking and often make us cry. They provide the type of emotion that gives us solace.

Vote up the greatest country songs about feeling sad below, or add a song makes you sad and want to cry whenever you hear it, if it isn't already on the list.
list ordered by

188 39
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He Stopped Loving Her Today A song about a mans undying love for a woman

The Best Country Songs About Gambling The (Male) Singer You Most Wish You Could Sound Like

200 46
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Whiskey Lullaby Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

110 34
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If You're Reading This Based on a letter s fallen soldier writes home to his family.

92 35
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I Drive Your Truck A song about a man who misses his buddy who has passed away.

98 39
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Go Rest High On That Mountain A song about the passing of a loved one

111 48
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Don't Take the Girl Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

88 34
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Alyssa Lies A sad song about a little girl who is a victim of abuse.

79 30
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Holes in the Floor of Heaven Another sad song about loss, love and life

86 35
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Concrete Angel A song about a forgotten little girl who has to take care of herself.

79 32
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I’m Already There A song about a lost loved one who is already in heaven.

103 49
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What Hurts the Most A song about wondering what could have been

75 30
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American Soldier Toby Keith - A song about soldiers who must go off to fight.

70 27
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If Heaven Wasn’t So Far Away A song about missing a grandfather who has passed away.

71 30
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I'm So Lonesome I Could Cry Johnny Cash - The title says it all

72 32
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Paint Me a Birmingham A song about lost love and plans of a life that never came

The Best Country Songs About Women The 37 Greatest On-Stage Falls of All Time

82 40
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Jolene A song about a woman pleading to beuatiful Jolene not to steal her man.

49 17
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jeremy-fisher added Don't Laugh at Me Mark Wills

67 33
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Just a Dream A song about a young couple marrying before the man goes off to war

65 32
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When I Call Your Name Vince Gill - A sad song about a man finding his wife has left him.

70 36
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Travelin' Soldier Dixie Chicks - A song about a soldier who doesn't come home

27 4
Remember When by Alan Jackson is listed (or ranked) 21 on the list The Saddest Country Songs

61 30
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Coat of Many Colors Dolly Parton - A song about bullying and unkind children

56 26
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How Can I Help You Say Goodbye Patty Loveless - A song about life's many sad occassions

63 32
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Always on My Mind Willie Nelson - A song about regrets and unforgettable love.

49 21
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Wish You Were Here A song about a lover lost in a plane crash

53 27
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Your Cheatin' Heart Patsy Cline - A song about a cheating lover

24 5
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RodPatrick added Hurt Johnny Cash

47 27
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Help Me Make It Through the Night A sad song about a night of love that shouldn't have been

48 28
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The Baby A song about a son and his dying mother.

The Best Country Songs About Memories Experiences Every Person Who Wants To Be Outgoing But Has Social Anxiety Has Had

49 29
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The Best I Ever Had A song about remembering a lost love.

44 25
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I’m No Stranger to the Rain The rain, that perfect and constant euphamism for sadness and lonliness.

19 3
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RodPatrick added Blue Eyes Crying in the Rain Willie Nelson

46 29
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Don’t It Make My Brown Eyes Blue It's right there in the title, this is a song for crying.

43 28
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God's Will A song about a terminally sick child

35 21
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erika-steen added The Little Girl John Michael Montgomery

18 5
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RodPatrick added I Told You So Randy Travis

43 30
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Highway 20 Ride Zac Brown Band - A song about a man who must be away from his family.

38 26
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Love,Me A song about lover's trying to be together whatever the consewuences.

18 7
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RodPatrick added The House That Built Me Miranda Lambert

35 25
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I’m Gonna Love You Through It A song about loving and caring for someone through their battle with cancer.

36 27
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Today I Started Loving You Again A song about realizing love too late.

18 9
Drink a Beer is listed (or ranked) 42 on the list The Saddest Country Songs
AidanBitterman added Drink a Beer

17 8
You Should Be Here is listed (or ranked) 43 on the list The Saddest Country Songs
AidanBitterman added You Should Be Here

The Best Country Songs About Sports The Best British Documentaries

36 29
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Somewhere in My Broken Heart Billy Dean - A sad song about heartache

14 7
Colder Weather is listed (or ranked) 45 on the list The Saddest Country Songs
FireFront55 added Colder Weather

13 6
Please Remember Me by Tim Mcgr... is listed (or ranked) 46 on the list The Saddest Country Songs

34 30
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A Picture of Me (Without You) A devasted lover sings about life without his love.

24 21
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Craig Brewster added Chiseled in Stone Vern Gosdin

13 9
Love Triangle is listed (or ranked) 49 on the list The Saddest Country Songs
FireFront55 added Love Triangle

30 29
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Believe A song about losing an old friend