music The Saddest Country Songs  

Ranker Music
5.2k votes 671 voters 35.7k views 93 items Embed

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
188 39
Ranker Video
He Stopped Loving Her Today A song about a mans undying love for a woman

The Best Country Songs About Gambling The (Male) Singer You Most Wish You Could Sound Like

2
200 46
Ranker Video
Whiskey Lullaby Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

3
110 34
Ranker Video
If You're Reading This Based on a letter s fallen soldier writes home to his family.

4
92 35
Ranker Video
I Drive Your Truck A song about a man who misses his buddy who has passed away.

5
98 39
Ranker Video
Go Rest High On That Mountain A song about the passing of a loved one

6
111 48
Ranker Video
Don't Take the Girl Tim McGraw - A tale of a young man's life and his sad pleas not to 'take the girl'

7
88 34
Ranker Video
Alyssa Lies A sad song about a little girl who is a victim of abuse.

8
79 30
Ranker Video
Holes in the Floor of Heaven Another sad song about loss, love and life

9
86 35
Ranker Video
Concrete Angel A song about a forgotten little girl who has to take care of herself.

10
79 32
Ranker Video
I’m Already There A song about a lost loved one who is already in heaven.

11
103 49
Ranker Video
What Hurts the Most A song about wondering what could have been

12
75 30
Ranker Video
American Soldier Toby Keith - A song about soldiers who must go off to fight.

13
70 27
Ranker Video
If Heaven Wasn’t So Far Away A song about missing a grandfather who has passed away.

14
71 30
Ranker Video
I'm So Lonesome I Could Cry Johnny Cash - The title says it all

15
72 32
Ranker Video
Paint Me a Birmingham A song about lost love and plans of a life that never came

The Best Country Songs About Women The 37 Greatest On-Stage Falls of All Time

16
82 40
Ranker Video
Jolene A song about a woman pleading to beuatiful Jolene not to steal her man.

17
49 17
Ranker Video
jeremy-fisher added Don't Laugh at Me Mark Wills

18
67 33
Ranker Video
Just a Dream A song about a young couple marrying before the man goes off to war

19
65 32
Ranker Video
When I Call Your Name Vince Gill - A sad song about a man finding his wife has left him.

20
70 36
Ranker Video
Travelin' Soldier Dixie Chicks - A song about a soldier who doesn't come home

21
27 4
Remember When by Alan Jackson is listed (or ranked) 21 on the list The Saddest Country Songs

22
61 30
Ranker Video
Coat of Many Colors Dolly Parton - A song about bullying and unkind children

23
56 26
Ranker Video
How Can I Help You Say Goodbye Patty Loveless - A song about life's many sad occassions

24
63 32
Ranker Video
Always on My Mind Willie Nelson - A song about regrets and unforgettable love.

25
49 21
Ranker Video
Wish You Were Here A song about a lover lost in a plane crash

26
53 27
Ranker Video
Your Cheatin' Heart Patsy Cline - A song about a cheating lover

27
24 5
Ranker Video
RodPatrick added Hurt Johnny Cash

28
47 27
Ranker Video
Help Me Make It Through the Night A sad song about a night of love that shouldn't have been

29
48 28
Ranker Video
The Baby A song about a son and his dying mother.

The Best Country Songs About Memories Experiences Every Person Who Wants To Be Outgoing But Has Social Anxiety Has Had

30
49 29
Ranker Video
The Best I Ever Had A song about remembering a lost love.

31
44 25
Ranker Video
I’m No Stranger to the Rain The rain, that perfect and constant euphamism for sadness and lonliness.

32
19 3
Ranker Video
RodPatrick added Blue Eyes Crying in the Rain Willie Nelson

33
46 29
Ranker Video
Don’t It Make My Brown Eyes Blue It's right there in the title, this is a song for crying.

34
43 28
Ranker Video
God's Will A song about a terminally sick child

35
35 21
Ranker Video
erika-steen added The Little Girl John Michael Montgomery

36
18 5
Ranker Video
RodPatrick added I Told You So Randy Travis

37
43 30
Ranker Video
Highway 20 Ride Zac Brown Band - A song about a man who must be away from his family.

38
38 26
Ranker Video
Love,Me A song about lover's trying to be together whatever the consewuences.

39
18 7
Ranker Video
RodPatrick added The House That Built Me Miranda Lambert

40
35 25
Ranker Video
I’m Gonna Love You Through It A song about loving and caring for someone through their battle with cancer.

41
36 27
Ranker Video
Today I Started Loving You Again A song about realizing love too late.

42
18 9
Drink a Beer is listed (or ranked) 42 on the list The Saddest Country Songs
AidanBitterman added Drink a Beer

43
17 8
You Should Be Here is listed (or ranked) 43 on the list The Saddest Country Songs
AidanBitterman added You Should Be Here

The Best Country Songs About Sports The Best British Documentaries

44
36 29
Ranker Video
Somewhere in My Broken Heart Billy Dean - A sad song about heartache

45
14 7
Colder Weather is listed (or ranked) 45 on the list The Saddest Country Songs
FireFront55 added Colder Weather

46
13 6
Please Remember Me by Tim Mcgr... is listed (or ranked) 46 on the list The Saddest Country Songs

47
34 30
Ranker Video
A Picture of Me (Without You) A devasted lover sings about life without his love.

48
24 21
Ranker Video
Craig Brewster added Chiseled in Stone Vern Gosdin

49
13 9
Love Triangle is listed (or ranked) 49 on the list The Saddest Country Songs
FireFront55 added Love Triangle

50
30 29
Ranker Video
Believe A song about losing an old friend