Country Music The Saddest Country Songs  

Ranker Music
12.6k votes 1.7k voters 66k 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
463 121
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Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

2
433 111
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A song about a mans undying love for a woman

3
250 57
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RodPatrick added Alan Jackson

4
248 80
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A song about the passing of a loved one

5
283 99
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Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

6
161 41
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RodPatrick added Johnny Cash

7
219 72
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A song about a lost loved one who is already in heaven.

8
225 86
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A song about a man who misses his buddy who has passed away.

9
198 72
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A song about missing a grandfather who has passed away.

10
225 90
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A song about wondering what could have been

11
197 75
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A sad song about a little girl who is a victim of abuse.

12
189 73
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A song about a forgotten little girl who has to take care of herself.

13
156 54
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Johnny Cash - The title says it all

14
150 51
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Willie Nelson - A song about regrets and unforgettable love.

15
166 62
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Toby Keith - A song about soldiers who must go off to fight.

16
153 57
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Another sad song about loss, love and life

17
98 24
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RodPatrick added Willie Nelson

18
159 65
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Dixie Chicks - A song about a soldier who doesn't come home

19
145 58
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A song about lost love and plans of a life that never came

20
104 33
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RodPatrick added Miranda Lambert

21
141 57
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A song about a young couple marrying before the man goes off to war

22
119 43
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jeremy-fisher added Mark Wills

23
128 52
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Vince Gill - A sad song about a man finding his wife has left him.

24
122 52
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Patty Loveless - A song about life's many sad occassions

25
122 55
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Dolly Parton - A song about bullying and unkind children

26
72 20
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DebbyHood added Keith Whitley

27
83 28
Please Remember Me by Tim Mcgr... is listed (or ranked) 27 on the list The Saddest Country Songs

28
106 45
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The rain, that perfect and constant euphamism for sadness and lonliness.

29
103 47
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Patsy Cline - A song about a cheating lover

30
19 1
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31
150 82
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A song about a woman pleading to beuatiful Jolene not to steal her man.

32
98 44
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A sad song about a night of love that shouldn't have been

33
92 40
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erika-steen added John Michael Montgomery

34
94 44
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A song about a lover lost in a plane crash

35
81 35
You Should Be Here is listed (or ranked) 35 on the list The Saddest Country Songs
AidanBitterman added

36
81 35
Colder Weather is listed (or ranked) 36 on the list The Saddest Country Songs
FireFront55 added

37
63 24
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RodPatrick added Randy Travis

38
51 15
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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."

39
95 53
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A song about remembering a lost love.

40
91 50
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A song about a son and his dying mother.

41
75 38
Drink a Beer is listed (or ranked) 41 on the list The Saddest Country Songs
AidanBitterman added

42
45 14
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DebbyHood added

A man on death row

 

43
82 45
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A devasted lover sings about life without his love.

44
87 50
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A song about a terminally sick child

45
50 23
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
80 50
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A song about realizing love too late.

47
77 51
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It's right there in the title, this is a song for crying.

48
70 45
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A song about loving and caring for someone through their battle with cancer.

49
49 26
I Sang Dixie Dwight Yoakam is listed (or ranked) 49 on the list The Saddest Country Songs
RodPatrick added

50
38 17
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