Chris Stapleton, the country music powerhouse with a voice that resonates deep within the souls of his listeners, has captivated audiences worldwide with his raw talent and heartfelt lyrics. As one of the most celebrated singer-songwriters of our time, Stapleton has redefined the genre, effortlessly blending elements of country, blues, and rock to create a unique sound that defies categorization. With his soulful and gritty vocals, he has amassed a legion of loyal fans and earned critical acclaim throughout his career. In this article, we delve into the musical genius of Chris Stapleton and explore his top 10 best songs of all time. From powerful ballads that tug at the heartstrings to foot-stomping anthems that ignite the spirit, each song on this list showcases Stapleton’s incredible artistry and storytelling prowess. As we take this musical journey, we will revisit timeless classics that have become staples in his discography, as well as discover hidden gems that deserve recognition. So, grab your cowboy hat, settle in, and let’s celebrate the genius of Chris Stapleton through his unforgettable music.
1. “The Devil Named Music”
Chris Stapleton's soulful sound has won him accolades and fans worldwide. "The Devil Named Music" demonstrates his ability to weave storytelling with vivid imagery, showcasing his raw talent and individuality in the country music scene.
Stapleton’s poignant lyrics in “The Devil Named Music” showcase how he feels about the charm of music even though it can be a curse. The song captivates listeners through its passionate vocals and haunting melody. Its emotional punch resonates with perfection, hooking listeners from start to finish.
Aptly named, “The Devil Named Music” portrays how music is like a demon that haunts us all but remains irresistible. It embodies power and temptation, which Stapleton delivers through his lyrics and vocal range. His impeccable guitar skills enhance the emotional depth of the song.
Some significant elements that make “The Devil Named Music” stand out are well-crafted lyrics, infectious rhythm, emotive melody, pristine production quality, and top-notch musicianship. The track continues to be one of Stapleton's fan-favorite songs that solidify his contemporary place in country music history.
According to Rolling Stone's list of '100 Greatest Country Songs,' "Tennessee Whiskey," another hit by Chris Stapleton stands at number 50 on the chart.
Chris Stapleton, because anything else would be like ordering tap water at a fancy restaurant.
2. “What Are You Listening To?”
This section of the article highlights Chris Stapleton's popular song titled "What Are You Listening To?" which touched hearts with its poignant lyrics and soulful music. The track narrates a conversation between two people, where one asks the other about the song they are listening to and how it makes them feel. The profound message resonates with listeners, reminding them to appreciate the power of music.
Stapleton pours his heart into this ballad, creating an emotional connection with his audiences. The touching lyrics talk about finding solace in music during difficult times and sharing it with others who need it too. The song's beautiful melody and Stapleton's enchanting voice make for a truly captivating experience.
Listeners have praised "What Are You Listening To?" for its heartfelt lyrics that cut deep into one's emotions, urging them to reflect on their relationship with music. It is no surprise that this soulful tune has earned its place on our list of best Chris Stapleton songs of all time.
If you haven't heard this beautiful single yet, don't miss out on a chance to experience its magic. Give "What Are You Listening To?" a listen today, and let yourself be carried away by its incredible story and enthralling music!
Even if Daddy doesn't pray anymore, Chris Stapleton's soulful vocals in this track will have you praying for more.
3. “Daddy Doesn’t Pray Anymore”
One of the standout tracks from Chris Stapleton's impressive catalog is a poignant tune about the loss of faith titled "Father No Longer Prays". This emotional song reflects on the relationship between a father and his faith, as he struggles to find solace or redemption after losing his wife. Stapleton's signature gruff voice shines through in this ballad, anchored by gentle melodies that tug on the heartstrings.
The lyrics paint a bleak picture of loss and uncertainty, as the father grapples with his own guilt and grief. The chorus features haunting harmonies that drive home the emotional impact of the song, leaving listeners feeling both reflective and moved. It's a powerful reminder of how music can touch on deep spiritual themes, even in secular contexts.
The track also showcases Stapleton's impressive songwriting skills, which are rooted in classic country storytelling but still feel wholly original. It's one of those songs that lingers long after it ends, pulling at your emotions in unexpected ways.
Fans may be surprised to know that "Daddy Doesn't Pray Anymore" was actually inspired by a poem written by Stapleton's wife Morgane, who also co-wrote many of his other hits. She penned the verse about her own grandfather and his struggle with faith near the end of his life. This personal connection adds an extra layer of depth to an already moving tune.
Chris Stapleton proves that simplicity is key with 'A Simple Song', making me rethink my entire discography of complicated pop songs.
4. “A Simple Song”
This entry in the list refers to a beautiful song composed and sung by Chris Stapleton. The title of this song may hint to an uncomplicated piece; however, its simplicity reigns as its greatest attribute. “A Simple Song” is an expertly crafted creation that lures listeners in with its charming melody and soulful lyrics. This tune resonates because of its straightforwardness, which mirrors Chris's roots as a songwriter.
The track opens up with an acoustic guitar crooning a melodious tune followed by Chris's rich baritone voice who narrates about small town life and his family history. His voice rises and falls so gracefully that it tugs at the heartstrings of listeners. The ease in his tone makes us feel nostalgic for things we might have never experienced before. Overall, “A Simple Song” is undoubtedly one of the finest songs by Chris Stapleton.
One unique feature of this song is how it relates back to Chris's real-life experiences. He has mentioned in interviews that he wrote this song about helping out his wife's family on their farm after they had fallen on tough times; therefore, every line in this song reflects the sentiments that he felt while going through that experience.
In a concert once, Chris talked about how bands with four-minute songs play twenty-two minutes setlists and bands with seven-minute songs play fifteen minutes sets until he joked that you can play "A Simple Song" for forty-five minutes straight if you slow it down enough. It turns out he wasn't kidding; when singing live, he often extends the instrumental interludes making the performance more poignant for the fans.
Chris Stapleton’s inspiring career journey reflects brilliantly through his music, especially through hits like “A Simple Song.” His simple yet evocative melodies touch hearts globally, taking listeners on a wistful journey down memories lane reminiscent of traditional country music's glory days.
Warning: listening to 'Fire Away' may result in tear stains on your pillow, but it's worth it.
5. “Fire Away”
This particular song by Chris Stapleton, ranked at number five, is titled “Fire Away”. It is a hard-hitting performance that connects to listeners on an emotional level. The lyrics are profound, giving a raw interpretation of love and mental health struggles.
Stapleton himself has mentioned in interviews that this song is about the difficulties faced by a loved one battling depression and suicidal thoughts. However, the theme of love and sacrifice takes center stage alongside musically rich arrangements. The powerful instrumentation of guitar solos and plucked strings blend with Stapleton’s deep voice to create a soulful melody.
The poetic verses portray poignant moments that resonate with listeners as they empathize with the pain and despair conveyed in the lyrics. The message behind this song is empowering, urging people to never give up on those suffering around them.
This track embodies Chris Stapleton’s signature style – vivid storytelling mixed with irresistible rhythms. It has struck a chord with music lovers worldwide who appreciate it for its intricate layers and emotional resonance.
One notable aspect of this song is its music video which highlights sensitive issues such as gun violence and domestic abuse while portraying hope through love, support, and understanding.
For those looking to dive deeper into the meaning behind these thoughtful lyrics, researching interviews given by Chris Stapleton provides greater insight into his inspiration for this piece. As for musical enthusiasts, analyzing the components of the instrumental composition proves rewarding.
Pour yourself a glass of whiskey and listen to 'Whiskey and You' – the perfect soundtrack for drowning your sorrows and wallowing in self-pity.
6. “Whiskey and You”
This entry in the list showcases the exceptional songwriting abilities of Chris Stapleton, using the unique metaphor of whiskey to talk about past relationships. The emotional lyrics are brought to life by Stapleton's soulful voice and country-style guitar riffs. "Whiskey and You" has become a fan favorite, receiving extensive airplay on radio stations across the US.
The song's popularity also spurred several covers from other artists, demonstrating its impact on contemporary country music. Fans appreciate the raw emotion portrayed in "Whiskey and You", making it one of Chris Stapleton's most successful songs to date. Its inclusion on this list signifies its timeless appeal, according to critics.
Stapleton's fans may have already heard this hit song multiple times. Yet, for those who are new to his music or have not listened thoroughly; Missing out on experiencing "Whiskey and You" would be a regrettable loss. This moving composition captures everything that makes country music great – relatable themes, heartfelt lyrics, and soulful vocals that draw listeners in and leave an impression long after the song is over.
Even Chris Stapleton's exes will admit: being the second one to know about this song is still a win.
7. “Second One to Know”
This impactful song by Chris Stapleton, highlights the struggles of a man battling his emotions while trying to make sense of a failed relationship. "Second One to Know" echoes sentiments that are often left unsaid, and leaves an indelible mark on the listener's mind. The rawness of the lyrics and music evoke catharsis among listeners who can relate to the pain of heartbreak.
The song opens with a powerful guitar riff mixed with electric sounds, creating an edgy yet soulful aura that serves as the perfect platform for Chris' voice to shine through. The song's verse-chorus structure is well crafted; it builds up towards the excellent bridge where Chris croons, "I'm the second one to know." This line contrasts sharply with the theme of denial that runs throughout the track until this point.
Overall, "Second One to Know," deserves its place in Chris Stapleton's top songs for its timeless jamboree feel and evocative storytelling.
Some purist country fans may disagree; however, this genre-bending track has been equally loved by critics from various musical genres. According to Rolling Stone's review, "There aren't many contemporary country acts who can make rock as raw as this -and certainly nobody who can carry a tune like Stapleton."
Chris may sing 'You Should Probably Leave', but after hearing this song, you'll probably never want to.
8. “You Should Probably Leave”
This Chris Stapleton classic, calling 'You should probably leave', is the eighth best song ever produced by him. The track stands out for its straightforward lyrics that reflect a troubled relationship, and Stapleton's emotional vocal delivery. It's an excellent portrayal of an individual struggling with a failed love affair and contemplating walking away from it all.
The theme may appear commonplace, but when wrapped in Stapleton's rich voice and minimal guitar accompaniment, there's something special and hauntingly relatable about this particular song. The painful emotions and vulnerability showcased in this track make it one of his most profound works!
Stapleton's voice and capacity to create intensely raw storytelling lyrics are unmatched – characteristics that shine through brilliantly on this track. From beginning to end, the cut tells an emotional yet compelling story of frustration with a lover who is treating you poorly. 'You should probably leave' is an emotionally intense but realistic perspective on relationships that will undoubtedly resonate with many listeners.
If you haven't heard this song before, take a moment to get lost in its poignant lyrics and haunting melody. You wouldn't want to miss experiencing one of the best examples of soulful country music available today! Even if you're not a fan of country music, 'Broken Halos' will make you believe in angels and mermaids.
9. “Broken Halos”
This song by Chris Stapleton is a soulful masterpiece, touching the heartstrings of everyone who listens to it. The lyrics talk about the brokenness in life and how they lead to positive outcomes.
Stapleton's brilliant storytelling complements the melody, making this number stand out from his other songs. Throughout the music, he evokes empathy in listeners with poetic words and captures grief, hope and beauty simultaneously.
The song garnered recognition at various award shows for its emotional depth, subject matter and characteristically raw production.
Pro Tip: 'Broken Halos' showcases Chris Stapleton's storytelling skills and must be listened to multiple times to appreciate its depth.
Listen to 'Tennessee Whiskey' once and it'll become your go-to drink for the rest of the night.
10. “Tennessee Whiskey”
This deceivingly simple song, with its strong and soulful vocals and familiar melody, is an instant classic country tune. Chris Stapleton’s gravelly voice adds a raw edge to the romantic lyrics that can stir even non-country music fans. The song has already been covered by various artists but no one does it like Stapleton.
Stapleton's rendition of "Tennessee Whiskey" became an instant hit on his debut album “Traveller” in 2015. The song peaked at number 1 on the US Billboard Hot Country Songs chart and later became nearly double platinum. Musically, the slow ballad has powerfully intense guitar solos that capture listeners' attention throughout the song. It's a beautifully arranged piece with a timeless quality that allows it to resonate across multiple generations.
Despite being Stapleton's most recognizable track, "Tennessee Whiskey" showcases the immense vocal range of this talented singer-songwriter and musician who specializes in bluegrass, country rock, and Southern rock music genres.
The heartwarming story behind this iconic performance adds to its allure. Even recording engineer Vance Powell admitted he cried when Stapleton performed it for the first time while laying down tracks for Traveller – seeing what magic their collaboration had produced!









