Country Music The Saddest Country Songs  

Ranker Music
10.3k votes 1.4k voters 56.7k views 101 items

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.

375 94
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Whiskey Lullaby Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

358 89
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He Stopped Loving Her Today A song about a mans undying love for a woman

184 37
Remember When by Alan Jackson is listed (or ranked) 3 on the list The Saddest Country Songs

238 72
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If You're Reading This Based on a letter s fallen soldier writes home to his family.

202 64
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Go Rest High On That Mountain A song about the passing of a loved one

174 56
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I’m Already There A song about a lost loved one who is already in heaven.

224 83
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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'

170 56
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If Heaven Wasn’t So Far Away A song about missing a grandfather who has passed away.

186 70
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I Drive Your Truck A song about a man who misses his buddy who has passed away.

165 59
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Alyssa Lies A sad song about a little girl who is a victim of abuse.

110 28
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RodPatrick added Hurt Johnny Cash

188 79
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What Hurts the Most A song about wondering what could have been

160 63
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Concrete Angel A song about a forgotten little girl who has to take care of herself.

133 49
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Holes in the Floor of Heaven Another sad song about loss, love and life

128 46
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I'm So Lonesome I Could Cry Johnny Cash - The title says it all

120 45
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Always on My Mind Willie Nelson - A song about regrets and unforgettable love.

130 53
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American Soldier Toby Keith - A song about soldiers who must go off to fight.

135 56
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Travelin' Soldier Dixie Chicks - A song about a soldier who doesn't come home

97 33
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jeremy-fisher added Don't Laugh at Me Mark Wills

115 47
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Just a Dream A song about a young couple marrying before the man goes off to war

122 54
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Paint Me a Birmingham A song about lost love and plans of a life that never came

69 20
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RodPatrick added Blue Eyes Crying in the Rain Willie Nelson

74 24
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RodPatrick added The House That Built Me Miranda Lambert

103 45
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How Can I Help You Say Goodbye Patty Loveless - A song about life's many sad occassions

102 47
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When I Call Your Name Vince Gill - A sad song about a man finding his wife has left him.

99 47
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Coat of Many Colors Dolly Parton - A song about bullying and unkind children

60 19
Please Remember Me by Tim Mcgr... is listed (or ranked) 27 on the list The Saddest Country Songs

84 38
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I’m No Stranger to the Rain The rain, that perfect and constant euphamism for sadness and lonliness.

126 71
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Jolene A song about a woman pleading to beuatiful Jolene not to steal her man.

81 37
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Wish You Were Here A song about a lover lost in a plane crash

83 39
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Help Me Make It Through the Night A sad song about a night of love that shouldn't have been

86 42
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Your Cheatin' Heart Patsy Cline - A song about a cheating lover

71 34
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erika-steen added The Little Girl John Michael Montgomery

48 15
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DebbyHood added Don't Close Your Eyes Keith Whitley

84 47
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The Best I Ever Had A song about remembering a lost love.

63 29
You Should Be Here is listed (or ranked) 36 on the list The Saddest Country Songs
AidanBitterman added You Should Be Here

79 43
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The Baby A song about a son and his dying mother.

38 10
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DebbyHood added Anymore Travis Tritt - "my heart can't take the beating, Not having you to hold, A small voice keeps repeating, Deep inside my soul. it says I can't keep pretending, I don't love you anymore."

56 26
Colder Weather is listed (or ranked) 39 on the list The Saddest Country Songs
FireFront55 added Colder Weather

58 29
Drink a Beer is listed (or ranked) 40 on the list The Saddest Country Songs
AidanBitterman added Drink a Beer

47 20
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RodPatrick added I Told You So Randy Travis

74 44
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God's Will A song about a terminally sick child

67 42
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A Picture of Me (Without You) A devasted lover sings about life without his love.

69 46
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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.

37 18
For the Good Times Ray Price is listed (or ranked) 45 on the list The Saddest Country Songs
DebbyHood added For the Good Times Ray Price "Don't look So Sad, I know it's over. But Life goes on,and this old world will keep on turning. just be glad we had this time to spend together. theres' no need to watch the bridges that we're burning"  

61 41
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I’m Gonna Love You Through It A song about loving and caring for someone through their battle with cancer.

66 46
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Today I Started Loving You Again A song about realizing love too late.

70 51
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Highway 20 Ride Zac Brown Band - A song about a man who must be away from his family.

29 12
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DebbyHood added Sing Me Back Home- Merle Haggard A man on death row  

59 42
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Love,Me A song about lover's trying to be together whatever the consewuences.