It's difficult to imagine the modern Americana ballad without the examples provided time and again by the legendary Townes ...

Tragically yet thankfully, these three songs finally reached No. 1 hit status following the passing of these three iconic ...

Fleetwood Mac's Christine McVie had it all. Fame, fortune and talent by the bucketload. So why was she so sad at the way her ...

It would have been startling to hear a chirpier version of the 65-year-old pop up on their first album in over 15 years. But ...

Juan Karlos 'JK' Labajo’s music is like a love letter—raw, unapologetic, and deeply personal. Each melody and lyric sounds ...

But a younger colleague recently told me that “the music from 2008 through 2016 was top tier ... with happy and sad feelings ...

Read through Taste of Country's two roundups below to see the best sad songs of both decades, and compare and contrast for yourself. The '90s might provide an all-around stouter list of classics.

But no matter whether you prefer the solid-country 2000s or the sonically experimental 2010s, one thing's for certain: In each decade, our No. 1 pick is a weeper. Scroll through the lists below to ...

Donovan quoted another 1960s rock star to explain the darkness behind his most famous song: "Season of the Witch." ...

“Country” is more than just a steel guitar. It’s a lifestyle. A mindset. A cold beer, hot grill, the game on and the great ...

“Delicate,” one of her softest, most beautiful love songs, also shows that “Tay has no idea how bars work. You don’t send ...