Country Music The Saddest Country Songs  

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12.9k votes 1.7k voters 67.4k views 109 items

List Rules Vote up the saddest country songs.

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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

484 124
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Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

452 113
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A song about a mans undying love for a woman

259 58
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RodPatrick added Alan Jackson

253 82
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A song about the passing of a loved one

169 41
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RodPatrick added Johnny Cash

291 102
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Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

222 72
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A song about a lost loved one who is already in heaven.

230 86
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A song about a man who misses his buddy who has passed away.

234 90
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A song about wondering what could have been

201 73
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A song about missing a grandfather who has passed away.

203 76
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A sad song about a little girl who is a victim of abuse.

194 73
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A song about a forgotten little girl who has to take care of herself.

162 56
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Johnny Cash - The title says it all

155 52
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Willie Nelson - A song about regrets and unforgettable love.

170 64
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Toby Keith - A song about soldiers who must go off to fight.

157 57
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Another sad song about loss, love and life

167 65
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Dixie Chicks - A song about a soldier who doesn't come home

100 25
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RodPatrick added Willie Nelson

113 33
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RodPatrick added Miranda Lambert

149 58
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A song about lost love and plans of a life that never came

149 58
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A song about a young couple marrying before the man goes off to war

122 43
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jeremy-fisher added Mark Wills

132 52
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Vince Gill - A sad song about a man finding his wife has left him.

29 2
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89 28
Please Remember Me by Tim Mcgr... is listed (or ranked) 25 on the list The Saddest Country Songs