5 Of Chris Stapleton’s Greatest Songs

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Chris Stapleton has become one of the most popular country artists in recent years, thanks to his soulful voice and undeniable talent as a songwriter. From heartbreaking ballads to foot-stomping rockers, Chris Stapleton has proven himself to be a versatile artist with a unique sound and incredible talent. These 5 songs showcase his range and cement his place as one of the best in country music today.

Whiskey and You

Originally recorded by Tim McGraw, this song became a Stapleton classic after he released it on his 2015 album “Traveller.” The ballad features Stapleton’s powerful vocals and heartfelt lyrics about coping with a breakup by drowning your sorrows in alcohol.


Second One to Know

This upbeat track from Stapleton’s 2017 album “From A Room: Volume 1” showcases his bluesy guitar playing and rock-influenced sound. The catchy chorus and fiery guitar solo make it a fan favorite at his live shows.


You Should Probably Leave

Another standout from “Traveller,” this song features Stapleton’s wife, Morgane, on harmonies and highlights his ability to blend traditional country with blues and soul. The emotional ballad tells the story of a man who knows he’s not good for his lover and encourages her to leave before he hurts her.


Broken Halos

This 2017 single won Stapleton a Grammy Award for Best Country Song and features his signature blend of country, rock, and soul. The heartfelt lyrics about finding hope in the midst of tragedy and loss are enhanced by Stapleton’s soulful vocals and poignant guitar playing.


Tennessee Whiskey

Originally recorded by David Allan Coe and later covered by George Jones, this song became a massive hit for Stapleton after he performed it on the 2015 CMA Awards. His soulful rendition of the classic country ballad features his powerful vocals and bluesy guitar playing and has become a staple of his live shows.