March 24, 2025 | Jack Hawkins

The Best Country-Crossover Artists Of All-Time


Artists That Could Do It All

Whether you love country music or not, there's no denying that talent is talent. Many talented artists stay in their musical lanes for much of their careers, but some will take risks and successfully cross musical lines. Let's explore some of the best country-crossover artists of all time.

Rss Thumb - Crossover Country Artists

Shaboozey

Hip-hop artist Shaboozey broke the mold in May 2024 when he released Where I've Been Isn't Where I'm Going as his debut studio album. While much of the album was traditional hip-hop, one song, "A Bar Song," broke records. He became the first African American male to have a song on Billboard's Top 100 Hot Country Songs, and Country Airplay charts simultaneously. "A Bar Song" also spent seven weeks atop Country Airplay, surpassing country music classics like Carrie Underwood's "Jesus Take The Wheel".

Portrait Photo of the singer and songwriter Shaboozey smilingMichael Potts F1, Shutterstock

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Linda Ronstadt 

From working with legends like Dolly Parton, Johnny Cash, and Neil Young, Ronstadt showcased her diverse musical talent throughout her career, beginning with country music hits like "Blue Bayou", "Poor, Poor, Pitiful Me," and more, but also recorded traditional Mexican music. Her nickname was "The Queen Of Country Rock".

Grayscale Portrait Photo of American singer Linda Ronstadt at Schiphol airportRob Bogaerts, Wikimedia Commons 

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Post Malone

Another hip-hop legend of recent fame who also produced excellent country music is Post Malone. He released his first country album in 2024, entitled F-1 Trillion, collaborating on the album with Tim McGraw, Blake Shelton, and Morgan Wallen.

Portrait Photo of Singer Post Malone at Rock in Rio at the Olympic ParkDelmiro Junior. Shutterstock

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Beyoncé

Beyoncé swapped her dresses and heels for cowgirl boots and a cowgirl hat for a country album titled Cowboy Carter, which she teased by releasing the single "Texas Hold 'Em" during Super Bowl LVIII. Cowboy Carter debuted at number one on the Billboard Top 200 and Top Country Album charts, making her the first African American female artist to have an album reach number one on the country charts. You're up next, Jay-Z.

Beyonce Knowles on stage for ABC GMA Good Morning America ConcertEverett Collection, Shutterstock

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John Denver

John Denver was undoubtedly a country music artist through and through, but a couple of his songs have had universal appeal. You know this because whenever someone says, "West Virginia," you can't help but think, "Mountain Mama, take me home... country roads", whether you like country music or not.

Photo of John Denver from the television special An Evening With John DenverABC Television, Wikimedia Commons 

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Crystal Gayle 

Unless you've heard her magical duet with Donovan for his hit "Catch The Wind," you could be forgiven for not knowing the name—but Crystal Gayle is Loretta Lynn's sister. In 1977, she released "Don't It Make My Brown Eyes Blue," a ballad that reached number two on the Billboard Top 100. Whatever made her eyes blue must have worked—the singer's eyes are blue.

Country music star Crystal Gayle performs on stage at Silver Springs 2010Bill Ragan, Shutterstock 

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Patsy Cline

In 1957, Patsy Cline performed "Walkin' After Midnight" on TV and became an almost overnight sensation. The song launched Cline's career and was a chart-topper on country music and pop charts. It would go on to sell more than a million copies.

Patsy Cline on a publicity Grayscale portrait for Decca Recods 1960Decca Records, Wikimedia Commons

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Maren Morris

Maren Morris was always destined to be a country music superstar—from performing in the streets as a teenager in Texas, before achieving massive hits like "My Church" and "80s Mercedes" in 2016/17. In 2018, she crossed over to pop music with "The Middle", which saw her collaborate with DJ Zedd and DJ Grey.

Portrait Photo of Maren Morris performs at the KAABOO music festivalL Paul Mann, Shutterstock

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Lady A

Beginning as "Lady Antebellum" and now called "Lady A", the trio have had a string of cross-genre hits, but began with a big country hit, "Need You Now". In a more pop-focused move, they released "Champagne Night," and "I Run To You".

Members of the American country music group Lady A play in Charlottezqvol, CC BY 2.0, Wikimedia Commons

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Kenny Rogers

Would it surprise you to learn that the legendary Kenny Rogers began his career in a jazz band? In 1958, he joined a jazz band with Bobby Doyle and released "That Crazy Feeling". But, of course, his biggest hits have come as a country music star, including the "Islands In The Stream" duet with Dolly Parton and "The Gambler".

Kenny Rogers performs live from the studios' of Voice of Americamark reinstein, Shutterstock

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BJ Thomas

The smooth-as-silk voice of BJ Thomas echoes in "Raindrops Keep Fallin' On My Head," which achieved cross-genre success in 1969, but for much of the 1960s and early 70s, he remained firmly a country artist. In the 1980s, he achieved pop chart success with "New Looks From An Old Lover".

Grayscale Portrait Photo of American singer Billy Joe Thomas facing the cameraWilliam Morris Agency-management, Wikimedia Commons

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Glen Campbell

The "Rhinestone Cowboy" wasn't just a country music sensation (thanks to that tune)—he later found huge acclaim with two songs that remain just as famous today as when they were written: "Wichita Lineman" and "Galveston".

Photo of Glen Campbell from his CBS Television, Wikimedia Commons

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Olivia Newton-John 

This one made country music purists very mad. British-born Olivia Newton-John broke into the country music scene in 1974 with "I Honestly Love You," which earned her the CMA Award for the Female Vocalist Of The Year. The anger among country singers was palpable. Fortunately, Newton-John had other hits to fall back on, like "You're The One That I Want" from Grease (1978), which is one of the best-selling singles of all time.

Singer Olivia Newton-John at Schiphol AirportBert Verhoeff, Wikimedia Commons

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Sheryl Crow

It's always been somewhat difficult to confine Sheryl Crow's talent to a specific genre—she's been crossing lines between country, rock, folk, and pop for many years. But in 2002, the star had a breakthrough country song with Kid Rock called "Picture," which won the 2003 CMA Award for Music Event Of The Year.

Portrait Photo of Sheryl Crow performing live at Van Andel ArenaTony Norkus, Shutterstock 

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Ray Charles

The legend that is Ray Charles was possibly one of the greatest musicians of all time, blurring the lines between soul, country, and hip-hop throughout his life. His album Modern Sounds In Country And Western Music from 1962 was a hit on both country and R&B charts, and his later collaboration with Willie Nelson on "Seven Spanish Angels" confirmed that he could do it all.

Ray Charles performing in Hamburger Musikhalle, September 1971Heinrich Klaffs, CC BY-SA 2.0, Wikimedia Commons

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Carrie Underwood

As you've read, despite being usurped by Shaboozey, Carrie Underwood still crossed the bridge between country and pop multiple times. With hits like "Jesus Take The Wheel" and "Before He Cheats" finding their way to the highest reaches of both charts, Underwood is one of the most successful American Idol contestants ever.

Carrie Underwood on stage for Good Morning America GMA ConcertEverett Collection, Shutterstock

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Dolly Parton

We couldn't make a list of country-crossovers without mentioning The Queen herself. Parton's early career, including that duet with Kenny Rogers, was exclusively country. She was Ms Country. But later hits, like "9 to 5" and "Islands In The Stream", provided the crossover piece of the puzzle and cemented Dolly as a pop legend.

Dolly Parton opens her Dixie Stampede Dinner ShowWirestock Creators, Shutterstock

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Darius Rucker

That sense of shock you feel is what we all felt when Darius Rucker of Hootie & The Blowfish (an alternate rock band) released a single called "Don't Think I Don't Think About It" in 2009, followed by an amazing cover of Old Crow Medicine Show's "Wagon Wheel". The sound that you didn't hear at Hootie & The Blowfish was suddenly very country. And of course, "Let Her Cry" would cement this transition perfectly.

Darius Carlos Rucker aka Darius Rucker performs at Country Summer festivalSterling Munksgard, Shutterstock

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Faith Hill

Faith Hill released two debut albums: "It Matters To Me" and "Take Me As I Am" in 1993 and 1995, placing her firmly atop the country music charts, with songs on each album reaching the top of the charts three times. In 1997, she released "This Kiss" to huge acclaim and then followed it up with "Breathe" in 1999.

Faith Hill sings during a free concert nearby Pope Air Force BaseJason Neal, Wikimedia Commons

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Florida Georgia Line

Another country music band that's straddled the line perfectly between pop and country is Florida Georgia Line. Their upbeat vibe is best seen in their best-known song: "Cruise", which was downloaded over 7 million times, making it the first country song to ever receive the "Diamond" certification for selling more than 10 million copies. FGL incorporates elements from rock and hip-hop in a style that's been dubbed "bro-country".

Brian Kelley and Tyler Hubbard of Florida Georgia Line perform in concertDebby Wong, Shutterstock

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Lil Nas X

Lil Nas hasn't strayed too far into any other genre than hip-hop since his career began in 2018, with an amalgamation of country and rap, releasing the song "Old Town Road" on TikTok. Since that went viral, he's gone back to releasing hip-hop centric music, but "Old Town Road" will always be the song that brought him fortune and fame.

Portrait Photo of Lil Nas X at the Variety 2021 Music Hitmakers BrunchKathy Hutchins, Shutterstock

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Taylor Swift

Taylor Swift burst onto the scene as a teenage sensation when she released "Teardrops On My Guitar" and "Love Story", but in the last five years has explored more indie-pop and folk music, with albums such as Folklore and Evermore.

Taylor Swift on stage for NBC Today Show Concert with Taylor SwiftEverett Collection, Shutterstock 

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Kane Brown

From homemade roots, Kane Brown's career began with homemade videos of country songs. He covered George Strait's "Yes Or No" and Lee Brice's "I Don't Dance" to high acclaim online. His own single, "Used To Love You Sober", in 2015 received 11 million views in two weeks. In 2018, he began to collaborate with R&B singers like Khalid Robinson and Marshmello, cementing his place as a crossover star.

Kane Brown performs during the Ron Adar, Shutterstock

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Garth Brooks

Garth Brooks' unmistakeable twang is quintessentially country, but did you know that he created an alter ego named Chris Gaines to help him break into the rock music scene without having to use his real name? He even released an album entitled Garth Brooks In... The Life Of Chris Gaines, which produced two singles that made it to the Billboard Top 100 chart. That's taking "crossover" to a whole new level.

Garth Brooks at the 2020 Library of Congress Gershwin Prize for Popular Song concertLibrary of Congress Life, Wikimedia Commons

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Shania Twain

And, of course, the best crossover artist of all time: Canadian singer Shania Twain. Smashing through the country-pop vanguard with her hit "Come On Over" in 1997, Twain would earn two Grammys from that album, which included popular songs like, "You're Still The One".

Shania Twain performs during opening ceremony at US Open Championshipslev radin, Shutterstock

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Who's Your Favorite Country Crossover Artist?

Do you have a favorite artist that's gone back and forth between country and pop? Let us know in the comments and share your favorite songs by them!

You May Also Like:

The Greatest Irish Songs For Your St. Patrick's Day Playlist

The Most Controversial Moments In Country Music

Quiz: Can You Match These Lyrics To The Right Song?

Singer Taylor Swift during her show in Rio de Janeiro, BrazilA.PAES, Shutterstock

Sources:

1, 2, 3


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