18 Country Legends Who’ve Never Won a Grammy Award, Ranked


Move over Martina McBride, there’s a new king of country music Grammy snubs.

For years, her 14 swings and misses at the Grammys stood as a mark to avoid, but Dierks Bentley couldn’t help it. After losing in the Best Country Duo/Group Performance category in 2024, he surpassed McBride, making him 0-15.

But he’s got competition. Not only have these 18 country hitmakers never won a Grammy Award, they’re a collective 0-111! What’s worse is that two of the singers on this list have never even been nominated!

Related2025 Grammy Awards: Full List of Country Nominees

Two Country Music Hall of Famers make this list, as do five who most feel will be inducted in good time. We’ve ranked these 18 artists in order of least to most nominations and noted where they should have won when possible. For example, Kenny Chesney’s best chance came at the 2012 Grammys, but “You & Tequila” lost to a pair that would break up soon after.

Jason Aldean‘s best shot also went to that same niche duo. Toby Keith lost out to James Taylor — yes, you read that right.

Two streaks can end come February 2025. Morgan Wallen is up for his first two Grammy Awards ever, both for his collab. with Post Malone.

Post’s bridesmaid legacy could also end, but if it doesn’t he’ll be an astonishing 0-18. At least one of the awards around his F-1 Trillion album has to win, right?

18 Country Stars Who’ve Never Won a Grammy, Ranked

These 18 country singers have never won a Grammy Award, but it’s worse than that. Collectively, they’re 0-111!

Morgan Wallen fans may be angry about his lack of Grammy love heading into the 2025 Grammy Awards, but he’s in very good company. This list includes two Country Music Hall of Famers and five more destined to get invited one day. Commercial success doesn’t equal Grammy success. Remember that.

Gallery Credit: Billy Dukes

See the Most Played Country Song from the Year You Were Born

Who had the most played country song during the year you were born? This list is a fascinating time capsule of prevalent trends from every decade in American history. Scroll through to find your birth year and then click to listen. Some of these songs have been lost through the years, many of them for good reason!

Gallery Credit: Billy Dukes





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Graham Haring

Graham Haring is a versatile writer with a knack for capturing the heart of country music and the stories that surround it. Covering everything from new song releases by icons like Tim McGraw to unexpected cultural phenomena like "The Waffle House Index," his articles bring a mix of humor, depth, and curiosity to the table. Graham’s work often explores the personal side of country music, highlighting the community, family moments, and heartwarming stories behind the headlines. Whether it’s about Keith Urban's benefit shows or a quirky note from the past, Graham's writing resonates with country fans who appreciate a touch of authenticity and a good story.

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