Country legends like Dolly Parton, Reba McEntire and Patsy Cline are just the beginning of this list of the all-time saddest ...

The 2020s may only be halfway over, but already, this decade has produced a bumper crop of heartbreak songs and tear-jerkers. Some artists opened up about their mental health struggles and ...

There are a lot of great songs in country music, but these have yet to receive the recognition they deserve, even from some well-known artists.

Country music is the lifeblood of Whiskey Riff, and we pride ourselves on standing firmly in the corner of the independent artists, and those few in the mainstream still doing it the right way.

George Jones is the master of sad country songs and this one about life after a breakup or divorce might be the saddest one in his catalog. “The Grand Tour” is for those who have been single ...

This 1975 song from Willie Nelson is probably the most well-known country breakup song of all time. It’s a classic, moody, and gloomy track from the iconic album Red Headed Stranger .

Best Country Songs of All Time: ... Listening to Cline unspool fresh heartbreak in the classic country standard from 1961 is particularly devastating because of its distinctly self-effacing tone.

Country Stars Join Forces For Epic Collab originally appeared on Parade. Country bombshells Jessie JamesDecker and Jana ...

Flip through the slideshow below for 20 of country's saddest songs. Few genres are better at exploring themes of love, loss, and heartbreak than country music. NEWSLETTERS ...

In 2015, she unveiled her debut album, “The First Time,” to critical acclaim, becoming the only female country artist to hit No. 1 with three consecutive singles from a freshman release.

Cole Swindell will release his newest album later this month and the chart-topping country music star is already starting ... as “You Should Be Here,” “Middle of a Memory” and “Break Up In The End.” ...

Best Country Songs of All Time: 100 Billboard staff picks. ... There are bring-you-to-your knees, heartbreak songs and songs that embrace both fleeting and everlasting love.