Few artists in modern country music have managed to captivate audiences quite like Chris Stapleton. With his soulful voice, heartfelt lyrics, and an undeniable ability to blend country, blues, and rock into something entirely his own, Stapleton has carved a place in music history as one of the most authentic and celebrated performers of his generation. From chart-topping hits that dominate playlists to soul-stirring ballads that tug at your heartstrings, his music transcends genres and speaks to the universal human experience.
In this article, we take a deep dive into the top 10 most popular Chris Stapleton songs of all time. Whether you’re a lifelong fan or someone just discovering his music, this list is sure to serve as both a nostalgic journey and a gateway to timeless tunes. From the raw emotion of tracks like “Tennessee Whiskey” to the undeniable groove of “Starting Over,” these songs have not only defined Stapleton’s career but have also left an indelible mark on the world of music.
So, grab your headphones, settle in, and get ready to celebrate the artistry of one of country music’s finest. These are the Chris Stapleton songs that have stood the test of time—and continue to win hearts everywhere.
1. Tennessee Whiskey (2015)
Chris Stapleton’s rendition of “Tennessee Whiskey” is a masterclass in musical reinterpretation, breathing new life into a classic. Originally penned by Dean Dillon and Linda Hargrove, the song was first recorded by David Allan Coe in 1981 and later popularized by George Jones in 1983. Stapleton’s version, featured on his 2015 debut album Traveller, transforms the country standard into a soulful ballad that blurs the lines between genres. His rich, gravelly vocals, paired with a blues-infused arrangement, evoke the smoothness and warmth of the whiskey he sings about. The synergy between Stapleton and his wife, Morgane, who provides harmonies, adds depth and intimacy to the track. Their combined delivery conveys a profound sense of longing and devotion, making the song not just a cover, but a reinvention. This rendition garnered widespread acclaim, introducing Stapleton to a broader audience and cementing his place in modern music history. The song’s enduring popularity is a testament to Stapleton’s ability to honor traditional country roots while infusing them with contemporary soul, creating a timeless piece that continues to captivate listeners.
2. Broken Halos (2017)
“Broken Halos,” featured on Stapleton’s 2017 album From A Room: Volume 1, stands as a poignant meditation on loss, healing, and the mysteries of life. The song was inspired by personal experiences and observations of people who have left this world too soon. Its lyrics speak to the ephemeral nature of life and the acceptance of things beyond our control: “Don’t go looking for the reasons / Don’t go asking Jesus why.” The stripped-down arrangement, characterized by acoustic guitar and subtle instrumentation, allows Stapleton’s soulful voice to take center stage, conveying raw emotion and vulnerability. This minimalist approach amplifies the song’s reflective tone, inviting listeners to find solace in its message. “Broken Halos” resonated deeply with audiences, earning Stapleton the Grammy Award for Best Country Song. Its universal themes and heartfelt delivery have made it a source of comfort for many grappling with loss, showcasing Stapleton’s gift for crafting songs that touch the human spirit.
3. Parachute (2015)
“Parachute,” another standout track from Traveller, showcases Stapleton’s versatility by blending country, rock, and blues influences into an electrifying anthem. The song’s driving rhythm and infectious energy are matched by lyrics that speak of unwavering support and commitment: “You only need a roof when it’s raining / You only need a fire when it’s cold.” This metaphorical language paints a vivid picture of steadfast devotion, likening the narrator to a parachute ready to catch his loved one when they fall. Stapleton’s dynamic vocal performance, ranging from tender verses to powerful choruses, captures the intensity of the song’s message. The fusion of genres creates a sound that’s both contemporary and rooted in tradition, appealing to a wide range of listeners. “Parachute” exemplifies Stapleton’s ability to craft songs that are musically compelling and emotionally resonant, solidifying his reputation as a multifaceted artist capable of crossing musical boundaries.
4. Starting Over (2020)
The title track of Stapleton’s 2020 album, “Starting Over,” serves as an anthem for new beginnings and the courage to embrace change. The song opens with gentle acoustic guitar strums, setting a hopeful and introspective tone. Its lyrics speak to the idea of leaving the past behind and venturing into the unknown with a loved one: “It don’t matter to me / Wherever we are is where I want to be.” This sentiment of togetherness and optimism is further emphasized by the harmonious blend of Stapleton’s and Morgane’s vocals, creating a comforting and uplifting atmosphere. The song’s simplicity in arrangement allows the sincerity of the lyrics to shine through, making it relatable to anyone standing at the crossroads of life. “Starting Over” received critical acclaim for its heartfelt message and authentic delivery, earning Stapleton the Grammy Award for Best Country Album. The track stands as a testament to his songwriting prowess and his ability to connect with listeners on a deeply personal level.
5. Traveller (2015)
“Traveller,” the title track of Stapleton’s debut album, encapsulates the essence of his musical journey and personal philosophy. The song was conceived during a transformative road trip Stapleton took with his wife, Morgane, through the southwestern United States following the death of his father. This journey served as both a literal and metaphorical exploration, allowing Stapleton to process his grief and find direction. The lyrics reflect themes of wanderlust, self-discovery, and the transient nature of life: “I’m just a traveller on this earth / Sure as my heart’s behind the pocket of my shirt.” The song’s mellow groove, infused with elements of country and rock, complements its reflective narrative. Stapleton’s soulful vocals convey a sense of yearning and acceptance, resonating with anyone who has ever sought meaning through movement. “Traveller” not only set the tone for the album but also introduced Stapleton’s authentic storytelling to the world, laying the foundation for his subsequent success.
6. Fire Away (2015)
“Fire Away,” a haunting ballad from Traveller, delves into the complexities of love, mental health, and emotional resilience. The song’s lyrics portray a relationship strained by inner demons and the struggle to support a partner battling personal turmoil: “Take your best shot, show me what you got / Honey, I’m not afraid.” Stapleton’s emotive delivery captures the pain and determination inherent in such situations. The accompanying music video further amplifies the song’s impact by depicting the tragic consequences of untreated mental illness, bringing attention to an often-overlooked issue. The video’s narrative adds an additional layer of depth to the song, making it not only a powerful musical piece but also a poignant commentary on mental health. Stapleton’s voice, raw and vulnerable, perfectly complements the song’s somber subject matter. The stark, stripped-down arrangement amplifies the intensity of the emotions being conveyed, making “Fire Away” a deeply moving track. The song’s ability to tackle such a sensitive topic with grace and empathy resonates with listeners, encouraging them to reflect on their own relationships and struggles. By blending soulful vocals with thought-provoking lyrics, Stapleton creates an unforgettable anthem that speaks to the heart of the human experience. “Fire Away” showcases Stapleton’s unique ability to blend emotional vulnerability with musical mastery, making it one of the standout tracks on Traveller and a fan favorite.
7. Millionaire (2017)
“Millionaire,” from Stapleton’s 2017 album From A Room: Volume 2, offers a fresh perspective on wealth, focusing not on material possessions but on the richness of love. The song was written by Kevin Welch, but Stapleton’s version brings a new depth and soul to the lyrics. Celebrating the simplicity and fulfillment found in love, Stapleton’s rendition of “Millionaire” contrasts traditional ideas of success with a heartfelt appreciation for the intangible wealth that comes from genuine connection. Morgane Stapleton’s harmonies provide an extra layer of warmth, further emphasizing the song’s message of love as the greatest treasure. The song’s joyful, bluesy rhythm makes it an uplifting anthem, and Stapleton’s vocal delivery adds a level of authenticity and sincerity. “Millionaire” captures the beauty of appreciating what truly matters and reminds listeners that life’s most valuable riches often can’t be measured in dollars and cents. The track is a departure from some of the more somber moments in Stapleton’s catalog, offering a refreshing sense of optimism and gratitude. Its joyful spirit and relatable message have made it a crowd favorite, and its message of love and contentment continues to resonate with fans worldwide.
8. Whiskey and You (2015)
“Whiskey and You,” from Stapleton’s Traveller album, is a heart-wrenching ballad that explores the deep emotional connection between pain, loss, and coping mechanisms. The song’s lyrics describe how whiskey can temporarily numb the pain of a broken heart, comparing the solace found in alcohol to the comfort once found in love. Stapleton’s raw, emotive delivery amplifies the song’s sense of longing and sorrow, making it one of the most poignant tracks in his catalog. The haunting simplicity of the acoustic arrangement allows the focus to remain on Stapleton’s gravelly voice, which conveys the profound weight of the song’s message. The vulnerability expressed in “Whiskey and You” connects with listeners on an emotional level, evoking the familiar heartache of lost love. It’s a song that speaks to anyone who has used unhealthy means to cope with grief or heartbreak, making it deeply relatable. “Whiskey and You” has become a fan favorite and a staple in Stapleton’s live performances, further solidifying his reputation as a master of heartfelt, soul-stirring ballads. The song’s simplicity and raw emotion resonate long after it ends, making it an unforgettable part of Stapleton’s musical legacy.
9. Nobody to Blame (2015)
“Nobody to Blame,” a fiery track from Traveller, delves into the emotional turmoil of a failed relationship with an unapologetic, confident attitude. The song captures the frustration and self-awareness that come when a relationship falls apart, with the narrator acknowledging that no one else is to blame but themselves. The song’s catchy rhythm, driven by a steady drumbeat and twangy guitar, adds to its sense of empowerment, while Stapleton’s delivery is full of grit and resolve. The rawness of the lyrics, paired with the undeniable catchiness of the melody, makes “Nobody to Blame” an anthem for anyone who has ever faced the consequences of their own mistakes. The song is a reflection of personal accountability, with Stapleton admitting that while things went wrong, he’s the one who has to live with the consequences. The energetic pace of the track contrasts with the deep emotional undertones of the lyrics, making it an engaging listen from start to finish. “Nobody to Blame” is an unforgettable statement on the complexities of love and regret, and Stapleton’s powerful performance elevates the song into an anthem for the brokenhearted.
10. Cold (2020)
“Cold,” from Stapleton’s 2020 album Starting Over, is a haunting blues-infused track that explores the pain and isolation of a relationship gone cold. The song’s orchestral arrangement, complete with sweeping strings and a bluesy guitar riff, creates a somber atmosphere that perfectly complements the lyrical themes of distance and emotional withdrawal. Stapleton’s voice, soulful and full of yearning, conveys the heartbreak and longing that come with the realization that a relationship has lost its warmth. The lyrics paint a vivid picture of the chilling emptiness that often accompanies the end of a meaningful connection: “The silence is loud / It’s as cold as the wind.” The song’s melancholy tone is beautifully balanced with a sense of acceptance, as Stapleton sings about the inevitable nature of change. “Cold” is a powerful testament to Stapleton’s ability to evoke deep emotions with his voice and songwriting, and its orchestral elements elevate it to a cinematic level. The track stands out as one of the most emotionally complex songs in his catalog, with its haunting melody and evocative lyrics leaving a lasting impression. “Cold” proves Stapleton’s unmatched ability to turn personal pain into universal art, making it a standout in his already impressive discography.
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.
