When it comes to country music, few names shine as brightly as Chris Stapleton. With his gritty voice, soulful lyrics, and a style that blends traditional country with blues and rock influences, Stapleton has carved out a unique place in modern music. Whether you’re a die-hard fan or just starting to explore his catalog, there’s no denying the raw emotion and storytelling prowess that he brings to every song.
From heart-wrenching ballads that tug at your soul to foot-stomping anthems that celebrate life’s highs and lows, Stapleton’s artistry resonates with music lovers everywhere. With a career that’s earned him multiple Grammy Awards, chart-topping albums, and a dedicated fanbase, his songs have become anthems in both the country world and beyond.
In this article, we’ll take you on a journey through the top 10 most popular Chris Stapleton songs of all time. From unforgettable hits like “Tennessee Whiskey” to powerful tracks like “Broken Halos,” these songs showcase the best of Stapleton’s genius. So grab your headphones, crank up the volume, and let’s dive into the unforgettable music that has cemented Chris Stapleton’s legacy as one of the greats!
1. Tennessee Whiskey (2015)
“Tennessee Whiskey” isn’t just one of Chris Stapleton’s most iconic tracks—it’s a song that reshaped the landscape of country music. Released in 2015 on his debut solo album Traveller, the song was originally written by Dean Dillon and Linda Hargrove and had been recorded by legends like George Jones and David Allan Coe. However, Stapleton’s rendition brought a fresh, soulful energy that made it a global phenomenon.
Stapleton’s bluesy, gravel-tinged vocals combined with the slow, smoldering rhythm created a mesmerizing blend of country, soul, and blues. It’s this genre-bending style that turned the song into a timeless masterpiece. The reimagined arrangement leans heavily on a smooth, R&B-inspired groove, drawing comparisons to Etta James and Otis Redding, yet remaining firmly rooted in country tradition.
Lyrically, the song uses whiskey as a metaphor for love—soothing and intoxicating. Stapleton’s delivery elevates the heartfelt simplicity of the lyrics, making the listener feel every ounce of the emotion behind them. His collaboration with his wife, Morgane Stapleton, whose harmonies add a tender, ethereal quality, is another highlight that deepens the track’s resonance.
“Tennessee Whiskey” didn’t just cement Stapleton’s stardom; it brought country music into new spaces, appealing to fans of blues, soul, and pop. It also played a pivotal role in introducing Stapleton to the mainstream audience, thanks to a powerful live performance with Justin Timberlake at the 2015 CMA Awards. Today, the track remains a staple at concerts and on playlists, a modern classic that continues to captivate listeners and solidify Stapleton’s legacy.
2. Broken Halos (2017)
“Broken Halos,” from Chris Stapleton’s 2017 album From A Room: Volume 1, is a poignant and deeply moving tribute to life’s fragility and the loved ones we lose along the way. Written alongside Mike Henderson, the song walks the line between heartbreak and healing, offering a reflection on the mysteries of life and the concept of angels, or as Stapleton calls them, “broken halos.”
The track’s acoustic simplicity underscores its emotional weight. Its gentle strumming and Stapleton’s soulful vocals create a raw, intimate listening experience. Lyrically, “Broken Halos” avoids over-explaining or offering tidy resolutions to life’s pain. Instead, it acknowledges the unanswerable questions surrounding loss while providing solace in its authenticity.
Stapleton’s vocal delivery is powerful yet restrained, resonating with listeners who have experienced loss and are searching for comfort. The song’s universal message has made it a standout among fans, speaking to anyone grappling with the complexities of grief and remembrance. The combination of its mournful tone and hopeful undercurrent strikes a delicate balance, making it both a lament and a celebration of life’s fleeting beauty.
The song’s critical success reflects its impact, winning the Grammy for Best Country Song in 2018. This recognition solidified Stapleton’s place as one of country music’s most compelling storytellers, capable of blending poetic lyrics with heartfelt performances.
“Broken Halos” is more than just a song; it’s an anthem of resilience and acceptance. Its enduring popularity is a testament to Stapleton’s ability to touch the deepest corners of the human experience, offering a comforting reminder that even in loss, there is a thread of hope.
3. Fire Away (2015)
“Fire Away,” featured on Stapleton’s debut album Traveller (2015), is a stirring ballad that delves into the depths of emotional vulnerability. This powerful track captures the resilience and rawness of love as it faces trials, with lyrics that serve as a plea for understanding and acceptance.
The song opens with a haunting melody, setting the stage for Stapleton’s soul-baring performance. His gravelly, emotive voice conveys a deep yearning as he sings about being a target for emotional pain: “Take your best shot, show me what you got, honey, I’m not afraid.” The lyrics reveal a poignant message of standing firm in the face of hardship, making it a deeply relatable anthem for anyone navigating the complexities of relationships.
Stapleton’s storytelling reaches another level with the accompanying music video. It tackles issues of mental health and emotional support, portraying the struggles of a couple dealing with depression and its ripple effects. This visual narrative adds layers of meaning to the song, transforming it into a call for compassion and understanding in relationships.
“Fire Away” resonates not just because of its haunting melody or Stapleton’s remarkable vocals, but because of its universal theme: the endurance of love through adversity. It showcases Stapleton’s ability to combine heartfelt lyrics with a soul-stirring performance, solidifying his reputation as one of the most emotionally evocative artists in modern country music.
Even years after its release, “Fire Away” continues to touch hearts, proving that music, when honest and raw, can provide solace and strength in life’s most challenging moments.
4. Starting Over (2020)
The title track of Chris Stapleton’s 2020 album, Starting Over, is a heartfelt anthem of new beginnings and fresh possibilities. Released during a time when the world was grappling with uncertainty and change, the song struck a chord with listeners yearning for hope and renewal.
With its laid-back, acoustic-driven sound, “Starting Over” feels both comforting and uplifting. The track opens with gentle guitar strumming, setting a warm and reflective tone. Stapleton’s signature raspy vocals deliver the lyrics with sincerity, transforming simple words into a profound message about second chances and the courage it takes to move forward. Lines like, “This might not be an easy time / There’s rivers to cross and hills to climb,” resonate deeply, reflecting the challenges and rewards of embarking on a new path.
The song also shines thanks to Stapleton’s collaboration with his wife, Morgane, whose harmonies add an intimate and hopeful quality. Her voice blends seamlessly with his, creating a sense of unity that mirrors the song’s theme of shared journeys and mutual support.
“Starting Over” is not only a personal reflection for Stapleton but a universal message that transcends genres. Its stripped-down production highlights the emotional weight of the lyrics, proving that sometimes less is more. Critics praised the track for its authenticity and timeless appeal, solidifying it as one of the standout songs of Stapleton’s career.
Whether you’re facing a major life change or just need a little encouragement, “Starting Over” serves as a reminder that every ending is a chance for a new beginning. It’s a testament to Stapleton’s gift for crafting music that speaks to the heart and soul.
5. Parachute (2015)
“Parachute,” one of the standout tracks from Stapleton’s Traveller album (2015), is an electrifying blend of country and rock that captures the intensity and urgency of love as a source of stability. With its driving rhythm, energetic guitar riffs, and Stapleton’s powerful vocals, the song exudes a fiery determination that hooks listeners from the first note.
The lyrics present love as a safety net—a “parachute” that offers support and protection during life’s challenges. Lines like, “You only need a roof when it’s raining / You only need a fire when it’s cold,” highlight the essential role of love in providing comfort and strength. The metaphor of a parachute adds a layer of excitement and danger, underscoring the idea that love, while grounding, can also be exhilarating.
Musically, “Parachute” leans into Stapleton’s rock influences, with its pulsating beat and dynamic arrangement making it one of the more high-energy tracks on the album. His voice soars effortlessly over the bold instrumentation, adding a sense of urgency and passion to every word.
The song quickly became a fan favorite, especially during live performances, where its foot-stomping energy and infectious rhythm have the power to ignite audiences. It showcases Stapleton’s versatility as an artist, proving his ability to move seamlessly between soulful ballads and rousing anthems.
“Parachute” is more than just a love song; it’s a celebration of resilience and the unshakable bond that helps us navigate life’s highs and lows. Its energetic vibe and heartfelt message make it a timeless addition to Stapleton’s impressive catalog.
6. Millionaire (2017)
Chris Stapleton’s version of “Millionaire,” a cover of Kevin Welch’s original song, is a testament to the idea that true wealth comes from love rather than material possessions. Released on his 2017 album From A Room: Volume 2, Stapleton’s interpretation transforms the track into a soulful and heartfelt declaration of gratitude for life’s simplest joys.
From the first strum, “Millionaire” exudes warmth and charm. The song’s breezy rhythm, coupled with Stapleton’s rich, raspy vocals, creates an uplifting vibe that feels like a heartfelt conversation with an old friend. Lines like, “Love is more precious than gold / It can’t be bought, and it can’t be sold,” perfectly encapsulate the song’s core message.
Morgane Stapleton’s harmonies play a pivotal role, adding depth and intimacy to the track. Her voice intertwines with Chris’s, creating a sound that feels both comforting and celebratory. Together, they bring a sense of authenticity and connection that resonates deeply with listeners.
“Millionaire” became an instant favorite among fans, not just for its catchy melody but for its universal message. It reminds us that true wealth isn’t found in bank accounts or possessions but in the relationships and love we share with others. The song’s simplicity is its strength, delivering a timeless message with genuine heart and soul.
Stapleton’s ability to take a cover song and infuse it with his unique artistry is a testament to his talent as both a vocalist and interpreter. “Millionaire” stands out as a joyful ode to the riches of love, leaving listeners with a smile and a reminder of what truly matters.
7. Whiskey and You (2015)
“Whiskey and You,” from Chris Stapleton’s debut solo album Traveller (2015), is a hauntingly introspective ballad that explores heartbreak, loneliness, and the solace—and destruction—found in a bottle. Co-written by Stapleton and Lee Thomas Miller, this track is one of the most emotionally raw moments in Stapleton’s catalog, showcasing his ability to turn pain into poignant storytelling.
The song’s sparse arrangement—just Stapleton’s gravelly voice and an acoustic guitar—allows the lyrics to take center stage. This simplicity amplifies the emotional weight of lines like, “There’s a difference between whiskey and you,” drawing listeners into the narrator’s struggle to cope with lost love. The comparison between whiskey and a failed relationship creates a stark, relatable metaphor for anyone who’s sought comfort in the wrong places.
Stapleton’s vocal performance is breathtaking, blending vulnerability and grit in a way that feels both deeply personal and universally resonant. Each note carries the weight of regret and longing, making “Whiskey and You” a cathartic listening experience for anyone grappling with their own heartache.
Though it wasn’t released as a single, “Whiskey and You” quickly became a fan favorite, often cited as one of Stapleton’s most powerful songs. Its stripped-down production and honest lyricism have cemented its place as a standout track, not just in Stapleton’s discography but in modern country music as a whole.
Ultimately, “Whiskey and You” is more than just a song about heartbreak; it’s a raw confession that delves into the complexities of human emotion. It’s proof of Stapleton’s exceptional gift for capturing life’s most painful moments and transforming them into art that heals and connects.
8. Traveller (2015)
“Traveller,” the title track from Chris Stapleton’s groundbreaking debut album, is a deeply introspective song that captures the essence of life as a journey. Released in 2015, this reflective track was inspired by a road trip Stapleton took following the death of his father—a trip that became a turning point in both his personal life and career.
With its gentle acoustic melody and soulful delivery, “Traveller” feels like a quiet meditation on the human experience. The lyrics, “I’m just a traveler on this earth / Sure as my heart’s behind the pocket of my shirt,” carry a sense of humility and gratitude, offering a reminder of life’s impermanence and the importance of living with intention.
Stapleton’s vocals shine in their simplicity, balancing strength and tenderness to create a performance that feels both intimate and universal. The song’s understated production allows the emotional depth of the lyrics to take center stage, creating a serene and contemplative listening experience.
Critics and fans alike praised “Traveller” for its authenticity and timeless appeal. The song’s universal themes of self-discovery and reflection resonate across genres, making it a favorite among listeners from all walks of life. Its success also helped solidify Stapleton’s reputation as a masterful storyteller capable of turning personal experiences into songs that speak to the soul.
“Traveller” is more than just a title track; it’s the heart of the album and a defining moment in Stapleton’s career. Its message of resilience and the search for meaning continues to inspire listeners, proving that sometimes the journey matters more than the destination.
9. Nobody to Blame (2015)
“Nobody to Blame,” one of the standout tracks from Chris Stapleton’s Traveller album, is a fiery, self-deprecating confession that takes a humorous yet heartfelt look at personal accountability. Released in 2015, this song became one of Stapleton’s first major hits on country radio, earning widespread acclaim for its traditional sound and relatable lyrics.
The track tells the story of a man who admits to being the cause of his own heartbreak. Lines like, “I got nobody to blame but me,” are delivered with both wit and remorse, painting a vivid picture of a relationship gone wrong. From smashed guitars to clothes set on fire, the song’s detailed imagery adds a playful edge to its otherwise regretful tone.
Musically, “Nobody to Blame” leans heavily on classic country influences, with twangy guitars, a steady rhythm, and Stapleton’s soulful vocals driving the song. His delivery is filled with grit and conviction, making the listener feel every ounce of the narrator’s regret.
The song’s mix of humor and heartache struck a chord with fans, quickly becoming a favorite during live performances. Its traditional country sound also earned praise from critics, who hailed it as a refreshing return to the genre’s roots.
“Nobody to Blame” went on to win Song of the Year at the 2016 ACM Awards, solidifying Stapleton’s reputation as a powerhouse in modern country music. Its catchy melody and honest storytelling make it a timeless addition to Stapleton’s catalog, proving that even our mistakes can be turned into something unforgettable.
10. Cold (2020)
“Cold,” one of the most powerful tracks on Chris Stapleton’s 2020 album Starting Over, is a soul-stirring ballad that combines blues, rock, and orchestral elements to create a truly unforgettable listening experience. The song explores the anguish of being emotionally shut out by a loved one, delivering raw vulnerability through both its lyrics and Stapleton’s breathtaking vocal performance.
The track opens with haunting piano chords, setting a somber tone that is soon deepened by dramatic string arrangements. Stapleton’s voice is the star of the show, seamlessly transitioning from a raspy whisper to a full-throated wail that conveys the depth of the narrator’s pain. Lines like, “Why you got to be so cold?” are delivered with such intensity that they feel like a direct plea to the listener.
Musically, “Cold” stands out for its bold experimentation. The combination of bluesy guitar riffs, orchestral strings, and a slow, deliberate rhythm creates a cinematic atmosphere that adds to the song’s emotional weight. It’s a departure from Stapleton’s more traditional country sound, showcasing his versatility as an artist.
Critics praised “Cold” for its originality and emotional depth, with many calling it one of Stapleton’s most compelling performances to date. The song’s blend of heartbreak and artistry resonates deeply, making it a standout track on an already exceptional album.
“Cold” is a testament to Stapleton’s ability to push musical boundaries while staying true to his soulful roots. It’s a song that lingers long after it ends, leaving listeners awed by its raw power and unfiltered emotion.
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.
