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The List Of Country Artists With The Most Grammy Awards Is Downright Surprising
The most decorated artists in history.
This morning, award season kicked off into full swing with the announcement of the nominees for the 68th annual Grammys, which take place on Sunday, February 1st, 2026 at the Crypto.com Arena in Los Angeles and broadcast on CBS and Paramount+.
Of course, this year is the first year we have a brand new category for the country genre, which is called Best Traditional Country Album. The previously titled Best Country Album category has been changed to Best Contemporary Country Album, so there will be two opportunities for some of your favorite country artists to win one of music’s most prestigious awards.
And unsurprisingly, the Best Traditional Country Album nominees are nothing short of stellar with Charley Crockett’s Dollar A Day, Margo Price’s Hard Headed Woman, Zach Top’s Ain’t In It For My Health, Lukas Nelson’s American Romance and his father, Willie Nelson’s, Oh What A Beautiful World all up for the award. Outside of the glaring lack of the Turnpike Troubadours’ The Price of Admission, the Grammys nailed it here. You could argue that Willie got nominated just because he’s Willie Nelson.
As for the rest of the country nominations, it’s a bit of a mixed bag. Notably, Tyler Childers is nominated in the Best Contemporary Country Album category with Snipe Hunter, which is a bit surprising considering many of us would have assumed he’d be in the “traditional” category. Also in the Best Contemporary Country Album category is Kelsea Ballerini with Patterns, Eric Church with Evangeline Vs. The Machine, Jelly Roll with Beautifully Broken and Miranda Lambert with Postcards From Texas.
The rest of the country nominations are rounded out with a few somewhat questionable picks that include Shaboozey picking up 3 nods (Best Country Song, Solo Performance -“Good News” & Best Country Duo/Group Performance – “Amen”) along with Jelly Roll’s aforementioned Best Contemporary Country Album nod for Beautifully Broken. Thankfully, those are balanced by Eric Church earning his 11th career Grammy nomination for Evangeline Vs. The Machine, Tyler Childers earning three nominations overall and Zach Top breaking out and scoring the first three nominations of his career.
With this year’s set of Grammy nominations undoubtedly ready to dominate music discussion for the next three months, there’s no better time to look back at the highest decorated country artists of all time in terms of Grammy awards.
Ultimately, the list of the artist is bound to surprise many. Notably, legends such as George Strait, Hank Williams Jr., Waylon Jennings, Merle Haggard are absent from the list while some severely underrated legends like Vince Gill, Ricky Skaggs, Emmylou Harris and Alison Krauss, who owns the most Grammy wins of all time with 41 awards total between her solo work and her time with Union Station, dominate.
Without further ado, let’s dive into the country artists with the most Grammy awards.
1. Alison Krauss
Total wins: 27
Total nominations: 44
First Grammy: Best Bluegrass Recording – “I’ve Got That Old Feeling” (1990)
Last Grammy: Best Bluegrass Album – Paper Airplane (2012)
2. Vince Gill
Total wins: 22
Total nominations: 48
First Grammy: Best Country Vocal Performance, Male – “When I Call Your Name” (1990)
Last Grammy: Best Country Solo Performance – “When My Amy Prays” (2021)
T3. Alison Krauss & Union Station
Total wins: 14
Total nominations: 18
First Grammy: Best Bluegrass Album – Every Time You Say Goodbye (1992)
Last Grammy: Best Bluegrass Album – Paper Airplane (2012)
T3. Ricky Skaggs
Total wins: 14
Total nominations: 29
First Grammy: Best Country Instrumental Performance – “Fireball” (1984)
Last Grammy: Best Contemporary Christian Music Album – Love Remains (2017)
T4. Johnny Cash
Total wins: 13
Total nominations: 35
First Grammy: Best Country & Western Performance, Duet, Trio, Or Group – “Jackson” feat. June Carter Cash (1967)
Last Grammy: Best Short Form Music Video – “God’s Gonna Cut You Down” (2008)
T4. Emmylou Harris
Total wins: 14
Total nominations: 47
First Grammy: Best Country Vocal Performance, Female – “Elite Hotel” (1976)
Last Grammy: Best Americana Album – Old Yellow Moon (2014)
T4. Bonnie Raitt
Total wins: 13
Total nominations: 31
First Grammy: Album Of The Year – Nick Of Time (1989)
Last Grammy: Song Of The Year – “Just Like That” (2023)
T4. The Chicks
Total wins: 13
Total nominations: 20
First Grammy: Best Country Album – Wide Open Spaces (1998)
Last Grammy: Record Of The Year – “Not Ready To Make Nice” (2007)
5. Willie Nelson
Total wins: 12
Total nominations: 57
First Grammy: Best Male Country Vocal Performance – “Blue Eyes Crying In The Rain” (1975)
Last Grammy: Best Country Album – A Beautiful Time (2023)
T6. Linda Ronstadt
Total wins: 11
Total nominations: 22
First Grammy: Best Country Vocal Performance, Female – “I Can’t Help It (If I’m Still In Love With You)” (1975)
Last Grammy: Best Music Film – Linda Ronstadt: The Sound Of My Voice (2021)
T6. Chris Stapleton
Total wins: 11
Total nominations: 27
First Grammy: Best Country Album – Traveller (2015)
Last Grammy: Best Country Solo Performance – “It Takes A Woman” (2025)
T6. Roger Miller
Total wins: 11
Total nominations: 18
First Grammy: Best Country & Western Album – Dang Me/Chug-A-Lug (1965)
Last Grammy: Best Country & Western Album – The Return Of Roger Miller (1966)
7. Dolly Parton
Total wins: 10
Total nominations: 55
First Grammy: Best Country Vocal Performance, Female – “Here You Come Again” (1979)
Last Grammy: Best Contemporary Christian Music Performance/Song – “There Was Jesus” (2021)
8. Hillary Scott (of Lady A)
Total wins: 9
Total nominations: 17
First Grammy: Best Country Performance By A Duo Or Group With Vocals – “I Run To You” (2010)
Last Grammy: Best Contemporary Christian Music Album – Love Remains (2017)
T9. Carrie Underwood
Total wins: 8
Total nominations: 16
First Grammy: Best New Artist (2006)
Last Grammy: Best Roots Gospel Album – My Savior (2022)
T9. Asleep At The Wheel
Total wins: 8
Total nominations: 28
First Grammy: Best Country Instrumental Performance – “One O’Clock Jump” (1979)
Last Grammy: Best Country Performance By A Duo Or Group With Vocal – “Cherokee Maiden” (2001)
T9. Kacey Musgraves
Total wins: 8
Total nominations:
First Grammy: Best Country Album – Same Trailer Different Park (2014)
Last Grammy: Best Country Song – “The Architect” (2025)
10. Randy Travis
Total wins: 7
Total nominations: 16
First Grammy: Best Country Vocal Performance, Male – Always & Forever (1988)
Last Grammy: Best Country Collaboration With Vocals – “I Told You So” (2010)The post The List Of Country Artists With The Most Grammy Awards Is Downright Surprising first appeared on Whiskey Riff.