Country Music The Saddest Country Songs  

Ranker Music
9.7k votes 1.3k voters 54.7k views 100 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.

345 82
Ranker Video
He Stopped Loving Her Today A song about a mans undying love for a woman

355 92
Ranker Video
Whiskey Lullaby Brad Paisley, Alison Krauss - A sad song about alcholosim and death.

168 36
Remember When by Alan Jackson is listed (or ranked) 3 on the list The Saddest Country Songs

231 67
Ranker Video
If You're Reading This Based on a letter s fallen soldier writes home to his family.

189 63
Ranker Video
Go Rest High On That Mountain A song about the passing of a loved one

166 53
Ranker Video
I’m Already There A song about a lost loved one who is already in heaven.

212 78
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'

162 53
Ranker Video
If Heaven Wasn’t So Far Away A song about missing a grandfather who has passed away.

160 57
Ranker Video
Alyssa Lies A sad song about a little girl who is a victim of abuse.

176 68
Ranker Video
I Drive Your Truck A song about a man who misses his buddy who has passed away.

100 26
Ranker Video
RodPatrick added Hurt Johnny Cash

180 76
Ranker Video
What Hurts the Most A song about wondering what could have been

151 60
Ranker Video
Concrete Angel A song about a forgotten little girl who has to take care of herself.

126 48
Ranker Video
Holes in the Floor of Heaven Another sad song about loss, love and life

Famous Actors Who Were Almost James Bond

120 45
Ranker Video
I'm So Lonesome I Could Cry Johnny Cash - The title says it all

114 43
Ranker Video
Always on My Mind Willie Nelson - A song about regrets and unforgettable love.

124 52
Ranker Video
American Soldier Toby Keith - A song about soldiers who must go off to fight.

127 55
Ranker Video
Travelin' Soldier Dixie Chicks - A song about a soldier who doesn't come home

92 32
Ranker Video
jeremy-fisher added Don't Laugh at Me Mark Wills

110 45
Ranker Video
Just a Dream A song about a young couple marrying before the man goes off to war

117 52
Ranker Video
Paint Me a Birmingham A song about lost love and plans of a life that never came

The Best Country Songs About Home

100 43
Ranker Video
How Can I Help You Say Goodbye Patty Loveless - A song about life's many sad occassions

63 19
Ranker Video
RodPatrick added Blue Eyes Crying in the Rain Willie Nelson

65 22
Ranker Video
RodPatrick added The House That Built Me Miranda Lambert

95 45
Ranker Video
Coat of Many Colors Dolly Parton - A song about bullying and unkind children

95 46
Ranker Video
When I Call Your Name Vince Gill - A sad song about a man finding his wife has left him.

123 69
Ranker Video
Jolene A song about a woman pleading to beuatiful Jolene not to steal her man.

53 17
Please Remember Me by Tim Mcgr... is listed (or ranked) 28 on the list The Saddest Country Songs

The Best Country Songs About Memories

76 36
Ranker Video
Wish You Were Here A song about a lover lost in a plane crash

77 37
Ranker Video
Help Me Make It Through the Night A sad song about a night of love that shouldn't have been

75 37
Ranker Video
I’m No Stranger to the Rain The rain, that perfect and constant euphamism for sadness and lonliness.

80 41
Ranker Video
Your Cheatin' Heart Patsy Cline - A song about a cheating lover

61 26
You Should Be Here is listed (or ranked) 33 on the list The Saddest Country Songs
AidanBitterman added You Should Be Here

68 32
Ranker Video
erika-steen added The Little Girl John Michael Montgomery

80 44
Ranker Video
The Best I Ever Had A song about remembering a lost love.

The Druggiest Rock Stars of All Time

76 41
Ranker Video
The Baby A song about a son and his dying mother.

51 24
Colder Weather is listed (or ranked) 37 on the list The Saddest Country Songs
FireFront55 added Colder Weather

72 42
Ranker Video
God's Will A song about a terminally sick child

39 14
Ranker Video
DebbyHood added Don't Close Your Eyes Keith Whitley

54 27
Drink a Beer is listed (or ranked) 40 on the list The Saddest Country Songs
AidanBitterman added Drink a Beer

31 9
Ranker Video
DebbyHood added Anymore 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."

41 19
Ranker Video
RodPatrick added I Told You So Randy Travis

Every Song in Newsies, Ranked by Singability

66 44
Ranker Video
Don’t It Make My Brown Eyes Blue It's right there in the title, this is a song for crying.

59 38
Ranker Video
I’m Gonna Love You Through It A song about loving and caring for someone through their battle with cancer.

69 49
Ranker Video
Highway 20 Ride Zac Brown Band - A song about a man who must be away from his family.

60 42
Ranker Video
A Picture of Me (Without You) A devasted lover sings about life without his love.

60 44
Ranker Video
Today I Started Loving You Again A song about realizing love too late.

30 16
For the Good Times Ray Price is listed (or ranked) 48 on the list The Saddest Country Songs
DebbyHood added For the Good Times Ray Price "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"  

24 11
Ranker Video
DebbyHood added Sing Me Back Home- Merle Haggard A man on death row  

33 20
I Sang Dixie Dwight Yoakam is listed (or ranked) 50 on the list The Saddest Country Songs
RodPatrick added I Sang Dixie Dwight Yoakam