Country Music The Saddest Country Songs  

Ranker Music
12.5k votes 1.6k voters 65.6k 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
459 119
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Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

2
427 110
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A song about a mans undying love for a woman

3
247 56
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RodPatrick added Alan Jackson

4
243 79
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A song about the passing of a loved one

5
281 98
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Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

6
217 70
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A song about a lost loved one who is already in heaven.

7
157 40
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RodPatrick added Johnny Cash

8
197 71
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A song about missing a grandfather who has passed away.

9
222 85
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A song about a man who misses his buddy who has passed away.

10
222 90
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A song about wondering what could have been

11
194 74
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A sad song about a little girl who is a victim of abuse.

12
188 73
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A song about a forgotten little girl who has to take care of herself.

13
150 51
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Willie Nelson - A song about regrets and unforgettable love.

14
154 54
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Johnny Cash - The title says it all

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

16
98 24
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RodPatrick added Willie Nelson

17
152 57
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Another sad song about loss, love and life

18
158 64
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Dixie Chicks - A song about a soldier who doesn't come home

19
119 42
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jeremy-fisher added Mark Wills

20
142 58
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A song about lost love and plans of a life that never came

21
139 57
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A song about a young couple marrying before the man goes off to war

22
102 33
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RodPatrick added Miranda Lambert

23
127 52
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Vince Gill - A sad song about a man finding his wife has left him.

24
121 52
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Patty Loveless - A song about life's many sad occassions

25
121 55
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Dolly Parton - A song about bullying and unkind children

26
71 20
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DebbyHood added Keith Whitley

27
106 45
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The rain, that perfect and constant euphamism for sadness and lonliness.

28
82 28
Please Remember Me by Tim Mcgr... is listed (or ranked) 28 on the list The Saddest Country Songs

29
98 44
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A sad song about a night of love that shouldn't have been

30
102 47
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Patsy Cline - A song about a cheating lover

31
92 40
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erika-steen added John Michael Montgomery

32
147 81
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A song about a woman pleading to beuatiful Jolene not to steal her man.

33
93 44
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A song about a lover lost in a plane crash

34
81 35
You Should Be Here is listed (or ranked) 34 on the list The Saddest Country Songs
AidanBitterman added

35
79 35
Colder Weather is listed (or ranked) 35 on the list The Saddest Country Songs
FireFront55 added

36
62 24
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RodPatrick added Randy Travis

37
17 1
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38
50 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
90 49
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A song about a son and his dying mother.

40
94 53
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A song about remembering a lost love.

41
74 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
85 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
70 45
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A song about loving and caring for someone through their battle with cancer.

48
49 26
I Sang Dixie Dwight Yoakam is listed (or ranked) 48 on the list The Saddest Country Songs
RodPatrick added

49
76 51
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It's right there in the title, this is a song for crying.

50
38 17
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