Country Music The Saddest Country Songs  

Ranker Music
10.8k votes 1.4k voters 59.3k views 102 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
399 98
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Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

2
380 93
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A song about a mans undying love for a woman

3
196 40
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RodPatrick added Alan Jackson

4
213 65
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A song about the passing of a loved one

5
236 84
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Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

6
183 58
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A song about a lost loved one who is already in heaven.

7
177 57
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A song about missing a grandfather who has passed away.

8
195 71
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A song about a man who misses his buddy who has passed away.

9
121 31
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RodPatrick added Johnny Cash

10
173 61
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A sad song about a little girl who is a victim of abuse.

11
169 65
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A song about a forgotten little girl who has to take care of herself.

12
194 82
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A song about wondering what could have been

13
134 47
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Johnny Cash - The title says it all

14
138 50
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Another sad song about loss, love and life

15
128 46
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Willie Nelson - A song about regrets and unforgettable love.

16
142 57
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Dixie Chicks - A song about a soldier who doesn't come home

17
138 55
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Toby Keith - A song about soldiers who must go off to fight.

18
103 34
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jeremy-fisher added Mark Wills

19
77 21
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RodPatrick added Willie Nelson

20
126 54
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A song about lost love and plans of a life that never came

21
118 49
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A song about a young couple marrying before the man goes off to war

22
108 45
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Patty Loveless - A song about life's many sad occassions

23
109 47
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Vince Gill - A sad song about a man finding his wife has left him.

24
77 25
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RodPatrick added Miranda Lambert

25
103 48
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Dolly Parton - A song about bullying and unkind children

26
88 39
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The rain, that perfect and constant euphamism for sadness and lonliness.

27
63 21
Please Remember Me by Tim Mcgr... is listed (or ranked) 27 on the list The Saddest Country Songs

28
84 37
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A song about a lover lost in a plane crash

29
129 73
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A song about a woman pleading to beuatiful Jolene not to steal her man.

30
85 40
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A sad song about a night of love that shouldn't have been

31
52 15
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DebbyHood added Keith Whitley

32
88 43
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Patsy Cline - A song about a cheating lover

33
75 34
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erika-steen added John Michael Montgomery

34
67 29
You Should Be Here is listed (or ranked) 34 on the list The Saddest Country Songs
AidanBitterman added

35
63 27
Colder Weather is listed (or ranked) 35 on the list The Saddest Country Songs
FireFront55 added

36
82 43
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A song about a son and his dying mother.

37
39 10
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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
84 49
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A song about remembering a lost love.

39
62 31
Drink a Beer is listed (or ranked) 39 on the list The Saddest Country Songs
AidanBitterman added

40
78 45
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A song about a terminally sick child

41
47 21
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RodPatrick added Randy Travis

42
69 43
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A devasted lover sings about life without his love.

43
65 41
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A song about loving and caring for someone through their battle with cancer.

44
33 12
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DebbyHood added A man on death row  

45
69 47
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A song about realizing love too late.

46
69 48
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It's right there in the title, this is a song for crying.

47
72 52
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Zac Brown Band - A song about a man who must be away from his family.

48
37 20
For the Good Times Ray Price is listed (or ranked) 48 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"  

49
60 44
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A song about lover's trying to be together whatever the consewuences.

50
38 23
I Sang Dixie Dwight Yoakam is listed (or ranked) 50 on the list The Saddest Country Songs
RodPatrick added