country music The Saddest Country Songs  

Ranker Music
9.5k votes 1.2k voters 52.1k views 100 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.
list ordered by

332 76
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He Stopped Loving Her Today A song about a mans undying love for a woman

341 88
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Whiskey Lullaby Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

159 31
Remember When by Alan Jackson is listed (or ranked) 3 on the list The Saddest Country Songs

222 65
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If You're Reading This Based on a letter s fallen soldier writes home to his family.

183 61
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Go Rest High On That Mountain A song about the passing of a loved one

157 49
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I’m Already There A song about a lost loved one who is already in heaven.

205 75
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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'

155 51
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If Heaven Wasn’t So Far Away A song about missing a grandfather who has passed away.

156 56
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Alyssa Lies A sad song about a little girl who is a victim of abuse.

168 67
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I Drive Your Truck A song about a man who misses his buddy who has passed away.

94 24
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RodPatrick added Hurt Johnny Cash

176 75
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What Hurts the Most A song about wondering what could have been

145 58
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Concrete Angel A song about a forgotten little girl who has to take care of herself.

114 42
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Always on My Mind Willie Nelson - A song about regrets and unforgettable love.

Famous Actors Who Were Almost James Bond

117 45
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I'm So Lonesome I Could Cry Johnny Cash - The title says it all

120 48
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Holes in the Floor of Heaven Another sad song about loss, love and life

120 51
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American Soldier Toby Keith - A song about soldiers who must go off to fight.

122 54
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Travelin' Soldier Dixie Chicks - A song about a soldier who doesn't come home

107 44
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Just a Dream A song about a young couple marrying before the man goes off to war

89 32
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jeremy-fisher added Don't Laugh at Me Mark Wills

113 51
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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 Home

96 42
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How Can I Help You Say Goodbye Patty Loveless - A song about life's many sad occassions

94 44
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Coat of Many Colors Dolly Parton - A song about bullying and unkind children

61 21
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RodPatrick added The House That Built Me Miranda Lambert

58 19
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RodPatrick added Blue Eyes Crying in the Rain Willie Nelson

94 46
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When I Call Your Name Vince Gill - A sad song about a man finding his wife has left him.

120 67
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Jolene A song about a woman pleading to beuatiful Jolene not to steal her man.

76 36
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Wish You Were Here A song about a lover lost in a plane crash

The Best Country Songs About Memories

80 40
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Your Cheatin' Heart Patsy Cline - A song about a cheating lover

76 37
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Help Me Make It Through the Night A sad song about a night of love that shouldn't have been

49 17
Please Remember Me by Tim Mcgr... is listed (or ranked) 31 on the list The Saddest Country Songs

74 37
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I’m No Stranger to the Rain The rain, that perfect and constant euphamism for sadness and lonliness.

58 26
You Should Be Here is listed (or ranked) 33 on the list The Saddest Country Songs
AidanBitterman added You Should Be Here

78 43
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The Best I Ever Had A song about remembering a lost love.

63 32
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erika-steen added The Little Girl John Michael Montgomery

The Druggiest Rock Stars of All Time

72 41
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The Baby A song about a son and his dying mother.

71 42
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God's Will A song about a terminally sick child

52 26
Drink a Beer is listed (or ranked) 38 on the list The Saddest Country Songs
AidanBitterman added Drink a Beer

48 24
Colder Weather is listed (or ranked) 39 on the list The Saddest Country Songs
FireFront55 added Colder Weather

35 14
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DebbyHood added Don't Close Your Eyes Keith Whitley

28 8
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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."

40 19
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RodPatrick added I Told You So Randy Travis

Every Song in Newsies, Ranked by Singability

66 43
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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.

59 37
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I’m Gonna Love You Through It A song about loving and caring for someone through their battle with cancer.

67 49
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Highway 20 Ride Zac Brown Band - A song about a man who must be away from his family.

58 42
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A Picture of Me (Without You) A devasted lover sings about life without his love.

30 15
For the Good Times Ray Price is listed (or ranked) 47 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"  

58 44
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Today I Started Loving You Again A song about realizing love too late.

55 42
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Love,Me A song about lover's trying to be together whatever the consewuences.

24 12
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