When it comes to modern country music, few artists have made as profound an impact as Chris Stapleton. With a voice that’s equal parts grit and soul, and songwriting that strikes at the heart of raw emotion, Stapleton has emerged as a defining figure in the genre. His rise to fame might seem meteoric, but it’s built on years of hard work, powerful performances, and a deep connection to the roots of American music. From honky-tonk bars to sold-out arenas, Stapleton’s music transcends boundaries, blending country, blues, rock, and soul into a sound that’s unmistakably his own.
In this article, we’ll take you on a journey through the top 10 most popular Chris Stapleton songs of all time. These tracks not only showcase his incredible vocal range and songwriting prowess but also capture the essence of what makes Stapleton a once-in-a-generation talent. Whether it’s a heart-wrenching ballad that brings tears to your eyes or a foot-stomping anthem that gets you moving, these songs are a testament to Stapleton’s ability to connect with listeners on a deep, emotional level. So sit back, relax, and get ready to dive into the music that has made Chris Stapleton a household name.
1. “Tennessee Whiskey” (2015)
“Tennessee Whiskey” is arguably Chris Stapleton’s most iconic song, and for good reason. Released in 2015, this track is a stunning reinterpretation of a classic country tune originally recorded by David Allan Coe and later by George Jones. Stapleton’s version transforms the song into a soulful ballad that highlights his incredible vocal range and emotional depth. The slow, bluesy guitar riff sets the perfect mood for Stapleton’s rich, velvety voice, which effortlessly conveys the longing and tenderness in the lyrics. “Tennessee Whiskey” quickly became a fan favorite, propelling Stapleton into the spotlight and earning him widespread acclaim. It’s a timeless track that perfectly showcases his ability to blend country with soul, making it a standout in his impressive catalog.
2. “Fire Away” (2015)
Released as part of his debut solo album Traveller in 2015, “Fire Away” is a powerful ballad that tackles the themes of love, pain, and resilience. The song’s haunting melody and Stapleton’s raw, emotional delivery make it one of his most memorable tracks. “Fire Away” is a plea for understanding and patience in the face of life’s hardships, with Stapleton’s vocals capturing the vulnerability and strength required to weather the storms of a relationship. The accompanying music video, which addresses mental health and the struggles of a couple, further amplifies the song’s emotional impact. “Fire Away” is a testament to Stapleton’s storytelling prowess, solidifying his reputation as one of country music’s most compelling artists.
3. “Broken Halos” (2017)
“Broken Halos” is one of those songs that resonates deeply with listeners, offering comfort and reflection in times of loss. Released in 2017 as part of his From A Room: Volume 1 album, this Grammy-winning track features Stapleton’s signature vocal grit paired with a simple yet powerful acoustic arrangement. The lyrics speak to the struggles of life and the acceptance of things we cannot change, making it a poignant anthem for those dealing with grief and hardship. “Broken Halos” is not just a song; it’s a reminder of the healing power of music and Stapleton’s ability to touch the hearts of his audience with his honest, heartfelt songwriting.
4. “Traveller” (2015)
The title track from his debut solo album, “Traveller” is a deeply personal song that captures the essence of Chris Stapleton’s journey as an artist and a human being. Released in 2015, the song was inspired by a cross-country road trip Stapleton took after the passing of his father. The lyrics reflect on life’s journey, the search for purpose, and the acceptance of life’s fleeting nature. With its introspective lyrics and Stapleton’s soulful delivery, “Traveller” quickly became an anthem for those who feel like wanderers, searching for meaning in a vast and unpredictable world. It’s a song that beautifully encapsulates Stapleton’s artistry, blending raw emotion with profound lyrical depth.
5. “Whiskey and You” (2015)
“Whiskey and You” is a stark, haunting ballad that showcases Chris Stapleton’s gift for storytelling. Originally recorded by Tim McGraw, Stapleton’s version, released in 2015 on his Traveller album, strips the song down to its bare essentials—a lone guitar and Stapleton’s poignant, aching voice. The song explores the pain of heartbreak and the solace, albeit temporary, that one might find in a bottle of whiskey. The raw emotion in Stapleton’s delivery makes “Whiskey and You” a standout track, resonating with anyone who has ever sought refuge from heartache. It’s a song that perfectly captures the intersection of vulnerability and strength, solidifying Stapleton’s reputation as a master of the country ballad.
6. “Parachute” (2015)
“Parachute” is one of Chris Stapleton’s more upbeat tracks, blending rock and country elements into a high-energy anthem. Released in 2015, the song features a driving rhythm and powerful vocals that showcase Stapleton’s dynamic range. The lyrics speak of unwavering support and loyalty, with Stapleton promising to be there for someone who’s going through tough times, like a parachute ready to catch them when they fall. “Parachute” stands out in Stapleton’s discography for its infectious energy and sing-along chorus, making it a favorite among fans at live performances. It’s a song that embodies the spirit of steadfastness and support, delivered with Stapleton’s signature passion.
7. “Starting Over” (2020)
Released as the lead single from his 2020 album of the same name, “Starting Over” is a song about new beginnings and the courage it takes to embrace change. The track is a gentle, acoustic-driven ballad that highlights Stapleton’s warm, soulful voice and his knack for heartfelt storytelling. The lyrics are optimistic, offering a sense of hope and renewal, even in the face of uncertainty. “Starting Over” came at a time when the world was grappling with unprecedented challenges, and its message of resilience and fresh starts resonated deeply with listeners. It’s a song that captures the essence of Stapleton’s music—honest, introspective, and deeply human.
8. “Millionaire” (2017)
“Millionaire” is a cover of Kevin Welch’s song, but Chris Stapleton’s 2017 version gives it a fresh, soulful twist that makes it uniquely his own. Featured on his From A Room: Volume 2 album, “Millionaire” is a feel-good love song that celebrates the riches of life that don’t come with a price tag—love, happiness, and contentment. Stapleton’s warm, raspy vocals bring depth and sincerity to the lyrics, making it a track that feels both timeless and heartfelt. The song’s easygoing melody and positive message make it a standout in Stapleton’s catalog, reminding listeners that true wealth lies in the simple joys of life.
9. “Nobody to Blame” (2015)
“Nobody to Blame” is a quintessential country song, filled with heartbreak, regret, and a touch of self-awareness. Released in 2015 as part of the Traveller album, this track showcases Stapleton’s ability to convey deep emotion and storytelling through his music. The song’s lyrics detail a man who recognizes that his actions have led to the downfall of his relationship, and now he has “nobody to blame” but himself. The blend of bluesy guitar riffs and Stapleton’s gritty vocals make “Nobody to Blame” a standout track, resonating with anyone who has ever looked back on a relationship with regret. It’s a song that perfectly captures the essence of classic country music, delivered with Stapleton’s modern twist.
10. “You Should Probably Leave” (2020)
“You Should Probably Leave” is a song that perfectly captures the tension and temptation of a complicated relationship. Released in 2020 on his Starting Over album, the track features Stapleton’s signature soulful vocals paired with a laid-back, bluesy melody. The lyrics tell the story of two people who know they shouldn’t be together, but find it hard to resist the pull of their chemistry. Stapleton’s delivery is both tender and weary, conveying the emotional conflict at the heart of the song. “You Should Probably Leave” is a standout track that highlights Stapleton’s ability to combine relatable storytelling with an irresistible groove, making it a favorite among fans and critics alike.
Edward Tomlin is a frequent contributor to Singers Room. Since 2005, Singersroom has been the voice of R&B around the world. Connect with us via social media below.
