Country Music The Saddest Country Songs  

Ranker Music
11.3k votes 1.5k voters 61.8k 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
419 103
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Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

2
397 99
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A song about a mans undying love for a woman

3
220 43
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RodPatrick added Alan Jackson

4
226 68
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A song about the passing of a loved one

5
255 86
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Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

6
199 62
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A song about a lost loved one who is already in heaven.

7
134 33
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RodPatrick added Johnny Cash

8
185 62
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A song about missing a grandfather who has passed away.

9
207 74
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A song about a man who misses his buddy who has passed away.

10
180 65
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A sad song about a little girl who is a victim of abuse.

11
177 67
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A song about a forgotten little girl who has to take care of herself.

12
205 84
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A song about wondering what could have been

13
141 49
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Johnny Cash - The title says it all

14
151 55
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Toby Keith - A song about soldiers who must go off to fight.

15
143 51
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Another sad song about loss, love and life

16
135 47
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Willie Nelson - A song about regrets and unforgettable love.

17
149 58
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Dixie Chicks - A song about a soldier who doesn't come home

18
109 36
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jeremy-fisher added Mark Wills

19
85 21
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RodPatrick added Willie Nelson

20
127 51
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A song about a young couple marrying before the man goes off to war

21
132 55
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A song about lost love and plans of a life that never came

22
87 26
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RodPatrick added Miranda Lambert

23
118 48
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Vince Gill - A sad song about a man finding his wife has left him.

24
112 47
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Patty Loveless - A song about life's many sad occassions

25
70 22
Please Remember Me by Tim Mcgr... is listed (or ranked) 25 on the list The Saddest Country Songs

26
60 16
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DebbyHood added Keith Whitley

27
108 51
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Dolly Parton - A song about bullying and unkind children

28
94 41
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The rain, that perfect and constant euphamism for sadness and lonliness.

29
87 38
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A song about a lover lost in a plane crash

30
93 44
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Patsy Cline - A song about a cheating lover

31
135 76
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A song about a woman pleading to beuatiful Jolene not to steal her man.

32
79 34
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erika-steen added John Michael Montgomery

33
88 41
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A sad song about a night of love that shouldn't have been

34
72 29
You Should Be Here is listed (or ranked) 34 on the list The Saddest Country Songs
AidanBitterman added

35
69 28
Colder Weather is listed (or ranked) 35 on the list The Saddest Country Songs
FireFront55 added

36
86 43
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A song about a son and his dying mother.

37
43 11
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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."

38
69 32
Drink a Beer is listed (or ranked) 38 on the list The Saddest Country Songs
AidanBitterman added

39
87 50
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A song about remembering a lost love.

40
80 46
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A song about a terminally sick child

41
51 22
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RodPatrick added Randy Travis

42
74 43
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A devasted lover sings about life without his love.

43
37 12
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DebbyHood added

A man on death row

 

44
73 47
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A song about realizing love too late.

45
66 41
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A song about loving and caring for someone through their battle with cancer.

46
41 20
For the Good Times Ray Price is listed (or ranked) 46 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"
 

47
76 53
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Zac Brown Band - A song about a man who must be away from his family.

48
70 48
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It's right there in the title, this is a song for crying.

49
41 23
I Sang Dixie Dwight Yoakam is listed (or ranked) 49 on the list The Saddest Country Songs
RodPatrick added

50
63 44
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A song about lover's trying to be together whatever the consewuences.