10 Best Chris Stapleton Songs

by

Arden Lambert

Updated

September 13, 2021

Updated

September 13, 2021

Updated

September 13, 2021

After Chris Stapleton’s breakout performance at the 2015 Country Music Association, he quickly became a household name – and ultimately, an undisputed ruler of country music. Chris Stapleton songs lingered atop the charts and took home awards left and right.

Six years later, the impact and reach of Stapleton’s soulful voice is more prevalent than ever. With that said, let’s check out some of Chris Stapleton‘s greatest hits so far.

1. “Whiskey And You”

From: Traveller (2015)

Stapleton co-wrote “Whiskey and You” with Lee Thomas Miller, where he compared heartache to a hangover from drinking your sorrow away. However, he wasn’t the first one to record the song – Tim McGraw did!

But it was Stapleton’s version that earned attention after it was included on his 2015 album Traveller.

2. “Broken Halos”

From: From a Room: Volume 1 (2016)

Stapleton debuted this country-rock together with his wife Morgane in 2016 during Dolly Parton’s Smoky Mountains Rise: A Benefit for the My People Fund telethon. He dedicated “Broken Halos” – which is about “people who had passed away before their time” – to the fourteen people who died after the Gatlinburg wildfires, including the several families whose homes were destroyed.

3. “Fire Away”

From: Traveller (2015)

Love isn’t always easy, and this song is here to remind you to stick to each other even in those most challenging times. “Fire Away” comes with a powerful music video that follows a young couple’s happy marriage that took a turn for the worse when the woman got affected by severe mental illness.

4. “Traveller”

From: Traveller (2015)

 “Traveller” was released as Stapleton’s debut single in 2015 – introducing his lyrical prowess and extraordinary vocal chops into the world. It went to successfully win a Grammy Award for Best Solo Country Performance.

5. “Tennessee Whiskey”

From: Traveller (2015)

Whiskey is indeed the subject of a myriad of country songs. 

Written by Dean Dillon and Linda Hargrove, “Tennessee Whiskey” is actually a cover that Stapleton took on from country legend George Jones – yet he made it his own with his unique vocal stylings.

6. “Parachute”

From: Traveller (2015)

It may not have climbed as high on the charts as his later release, but the upbeat love song has remarkably captured Stapleton’s sheer vocal prowess. And with lyrics about profession of love even in the hard times – the song captivated many audiences and rapidly expanded his fanbase. 

7. “Second One to Know”

From: From a Room: Volume 1 (2017)

This rock-infused ballad about trying to keep a relationship from fading away showed off Stapleton’s amazing guitar skills while his voice also shines. It comes with a music video wherein Stapleton and his family were animated as Lego people.

8. “Daddy Doesn’t Pray Anymore”

From: Traveller (2015)

A somber acoustic ballad, it finds Stapleton watching his father losing his belief in God. He wrote the song back in the middle of the 2000s when he noticed his father did not say grace in one particular meal. The singer-songwriter only recorded it following his father’s death in 2013.

9. “Scarecrow in the Garden”

https://www.youtube.com/watch?v=Hw2e2XS9Wmc
From: From A Room: Volume 2 (2017)

This chilling narrative tune tells the story of a desperate West Virginia farmer facing the devastating outcomes of hurricanes that have hit this year. Things turn desperate by the song’s end when the farmer finds himself at the end of his rope.

10. “Was It 26”

From: Traveller (2015)

Written by Don Sampson, “Was It 26” was originally recorded by the Charlie Daniels Band in 1989 for their album Simple Man. Stapleton admitted that he had the song on heavy rotation the first time he heard it. Even though he was only 23 then, the song’s tale of a streak of mid-20s tough living resonated with him.

11. “When the Stars Come Out”

From: Traveller (2015)

Though it was never released as a single, this dreamy ballad off his debut album brought Stapleton’s naturally raspy vocals in a whole new light – something you shouldn’t miss.

12. “Drunkard’s Prayer”

From: From A Room: Volume 2 (2017)

It’s pretty interesting how Stapleton found a way to strongly combine two of the most common themes in country music: alcohol and faith.

13. “Millionaire”

From: From A Room: Volume 2 (2017)

Written by Kevin Welch, “Millionaire” encourages its listeners to appreciate relationship intimacy over material wealth. What makes it even more romantic is that Stapleton’s wife, Morgane accompanies him in the chorus.

14. “Nobody to Blame”

From: Traveller (2015)

Breakups and heartaches have been common in country music, but Stapleton did the right thing in “Nobody to Blame.” It became his first Top 10 single on the Billboard Country Airplay chart and was named Song of the Year by the Academy of Country Music Awards

15. “Outlaw State Of Mind”

From: Traveller (2015)

“This is a song that was born out of the music,” Stapleton said about this track which he wrote with Jerry Salley and Ronnie Bowman – adding that the lyrics contain pieces of his own life that he felt he needed to share.

More Of Chris Stapleton Songs That Are Nothing Short Of Impressive

Indeed, Chris Stapleton’s music is worth celebrating. You’ll find more of his hits below.

  • “The Devil Named Music”
  • “A Simple Song”
  • “Whiskey Sunrise”
  • “Sometimes I Cry”
  • “Arkansas”
  • “Midnight Train To Memphis”
  • “I Was Wrong”
  • “Starting Over”
  • “Might As Well Get Stoned”
  • “Them Stems”

Each time we witness Stapleton sing, it becomes all the more obvious why he is one of country music’s brightest stars to date. We hope you enjoyed this list of Chris Stapleton songs.


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