Country Music The Saddest Country Songs  

Ranker Music
11.9k votes 1.6k voters 63.4k views 106 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
411 102
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A song about a mans undying love for a woman

2
435 111
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Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

3
231 50
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RodPatrick added Alan Jackson

4
270 91
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Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

5
234 74
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A song about the passing of a loved one

6
207 67
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A song about a lost loved one who is already in heaven.

7
142 36
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RodPatrick added Johnny Cash

8
216 81
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A song about a man who misses his buddy who has passed away.

9
190 67
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A song about missing a grandfather who has passed away.

10
186 70
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A sad song about a little girl who is a victim of abuse.

11
182 69
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A song about a forgotten little girl who has to take care of herself.

12
212 88
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A song about wondering what could have been

13
142 48
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Willie Nelson - A song about regrets and unforgettable love.

14
147 51
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Johnny Cash - The title says it all

15
149 54
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Another sad song about loss, love and life

16
158 60
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Toby Keith - A song about soldiers who must go off to fight.

17
92 22
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RodPatrick added Willie Nelson

18
154 62
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Dixie Chicks - A song about a soldier who doesn't come home

19
139 56
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A song about lost love and plans of a life that never came

20
94 29
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RodPatrick added Miranda Lambert

21
112 41
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jeremy-fisher added Mark Wills

22
124 49
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Vince Gill - A sad song about a man finding his wife has left him.

23
133 55
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A song about a young couple marrying before the man goes off to war

24
117 51
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Patty Loveless - A song about life's many sad occassions

25
118 53
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Dolly Parton - A song about bullying and unkind children

26
77 25
Please Remember Me by Tim Mcgr... is listed (or ranked) 26 on the list The Saddest Country Songs

27
102 43
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The rain, that perfect and constant euphamism for sadness and lonliness.

28
66 18
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DebbyHood added Keith Whitley

29
100 45
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Patsy Cline - A song about a cheating lover

30
95 42
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A sad song about a night of love that shouldn't have been

31
143 78
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A song about a woman pleading to beuatiful Jolene not to steal her man.

32
85 37
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erika-steen added John Michael Montgomery

33
91 42
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A song about a lover lost in a plane crash

34
78 33
You Should Be Here is listed (or ranked) 34 on the list The Saddest Country Songs
AidanBitterman added

35
75 32
Colder Weather is listed (or ranked) 35 on the list The Saddest Country Songs
FireFront55 added

36
47 13
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DebbyHood added 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."

37
58 22
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RodPatrick added Randy Travis

38
87 47
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A song about a son and his dying mother.

39
72 37
Drink a Beer is listed (or ranked) 39 on the list The Saddest Country Songs
AidanBitterman added

40
90 52
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A song about remembering a lost love.

41
79 44
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A devasted lover sings about life without his love.

42
42 13
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DebbyHood added

A man on death row

 

43
82 49
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A song about a terminally sick child

44
77 49
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A song about realizing love too late.

45
45 22
For the Good Times Ray Price is listed (or ranked) 45 on the list The Saddest Country Songs
DebbyHood added

"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"
 

46
74 50
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It's right there in the title, this is a song for crying.

47
67 44
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A song about loving and caring for someone through their battle with cancer.

48
45 25
I Sang Dixie Dwight Yoakam is listed (or ranked) 48 on the list The Saddest Country Songs
RodPatrick added

49
35 16
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50
77 57
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Zac Brown Band - A song about a man who must be away from his family.