Country Music The Saddest Country Songs  

Ranker Music
13.5k votes 1.8k voters 68.7k views 109 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

1
502 127
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Brad Paisley, Alison Krauss
A sad song about alcholosim and death.

2
466 115
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A song about a mans undying love for a woman

3
273 62
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RodPatrick added Alan Jackson

4
306 105
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Tim McGraw
A tale of a young man's life and his sad pleas not to 'take the girl'

5
179 43
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RodPatrick added Johnny Cash

6
260 85
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A song about the passing of a loved one

7
233 73
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A song about a lost loved one who is already in heaven.

8
246 87
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A song about a man who misses his buddy who has passed away.

9
241 93
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A song about wondering what could have been

10
213 78
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A sad song about a little girl who is a victim of abuse.

11
208 76
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A song about missing a grandfather who has passed away.

12
165 53
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Willie Nelson
A song about regrets and unforgettable love.

13
204 77
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A song about a forgotten little girl who has to take care of herself.

14
170 58
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Johnny Cash
The title says it all

15
177 66
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Toby Keith
A song about soldiers who must go off to fight.

16
178 67
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Dixie Chicks
A song about a soldier who doesn't come home

17
107 26
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RodPatrick added Willie Nelson

18
122 35
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RodPatrick added Miranda Lambert

19
162 59
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Another sad song about loss, love and life

20
158 58
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A song about lost love and plans of a life that never came

21
14 0
I'm So Lonesome I Could Cry is listed (or ranked) 21 on the list The Saddest Country Songs
ScribbleScrabble added

Hank Williams (He wrote the dang thing)

22
40 3
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23
129 44
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jeremy-fisher added Mark Wills

24
153 61
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A song about a young couple marrying before the man goes off to war

25
135 53
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Vince Gill
A sad song about a man finding his wife has left him.