Music & Artists

Grammy Award for Best New Artist Winners Trivia Word Search

66 original clues · new puzzle every time you play

Test your knowledge of Grammy Award for Best New Artist Winners with a free trivia word search from thewordfind.com. Read each clue, work out the answer, then find it hidden in the letter grid — every puzzle is freshly generated, so no two plays are ever quite the same. Don't know an answer? Tap the hint button in-game to reveal the first letter, or just scan the grid — every answer is hiding in there somewhere. Between the clues and the full answer key below, this topic doubles as a quick study guide — good for a trivia night, a classroom quiz, or just picking up something new about Grammy Award for Best New Artist Winners along the way.

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A few sample clues

An American Idol champion, Carrie _ _ _ _ _ _ _ _ _ won Best New Artist in 2007.

Her hit 'New Rules' helped this British singer, whose two-word stage name is _ _ _ _ _ _ _, win in 2019.

Her retro-pop hit 'All About That Bass' helped Meghan _ _ _ _ _ _ _ win in 2016.

Known for the jazzy single 'Chuck E.'s in Love,' this Best New Artist winner is named _ _ _ _ _ _ Lee Jones.

Known by a single name, this British-Nigerian singer's smooth soul hit was 'Smooth Operator': _ _ _ _.

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All 66 questions in this topic, with answers — use it to study, or just browse. Every actual play of the puzzle only pulls a random handful of these into one game, so knowing them all here won't spoil which ones show up or where they're hidden in the grid. Play it here.

Her defiant hit 'Rehab' helped Amy _ _ _ _ _ _ _ _ _ win Best New Artist in 2008.

WINEHOUSE

Known for her deep alto voice, Toni _ _ _ _ _ _ _ won Best New Artist in 1994.

BRAXTON

Best known for the piano ballad 'You're So Vain,' this singer-songwriter is named Carly _ _ _ _ _.

SIMON

The youngest winner at the time, teenage country singer LeAnn _ _ _ _ _ won in 1997.

RIMES

After more than a decade recording, Shelby _ _ _ _ _ finally won Best New Artist for her sixth studio album in 2001.

LYNNE

A songwriter for other stars for over a decade before her own breakout, Victoria _ _ _ _ _ won in 2024.

MONET

Led by Justin Vernon, this indie-folk project's two-word French-inspired name is _ _ _ _ _ _ _.

BONIVER

This British soul-pop singer, named Olivia _ _ _ _, won Best New Artist in 2026.

DEAN

Her hit 'Girls Just Want to Have Fun' helped Cyndi _ _ _ _ _ _ win in 1985.

LAUPER

A star of the Broadway musical Camelot, Robert _ _ _ _ _ _ won Best New Artist in 1963.

GOULET

Famous for a five-octave vocal range, Mariah _ _ _ _ _ won Best New Artist in 1991.

CAREY

This jazz bassist's upset win over favorites like Justin Bieber made headlines; she's named Esperanza _ _ _ _ _ _ _ _.

SPALDING

Best remembered for the 1976 hit 'Afternoon Delight,' this group was called the _ _ _ _ _ _ _ _ Vocal Band.

STARLAND

Her ballad 'You Light Up My Life' spent ten weeks at No. 1, helping Debby _ _ _ _ _ win in 1978.

BOONE

Her whisper-vocal hit 'Bad Guy' helped Billie _ _ _ _ _ _ sweep the top Grammy categories in 2020.

EILISH

This band's 2012 smash 'We Are Young' featuring Janelle Monae helped it win in 2013; the group's one-word name means enjoyment: _ _ _.

FUN

His piano ballad 'Ordinary People' helped John _ _ _ _ _ _ win Best New Artist in 2006.

LEGEND

Nicknamed 'The Divine Miss M,' Bette _ _ _ _ _ _ won Best New Artist in 1974.

MIDLER

Known for the hit 'Savage,' this Houston rapper is named Megan Thee _ _ _ _ _ _ _ _.

STALLION

This jazz vocalist, named _ _ _ _ _ _ Joy, won Best New Artist in 2023 over pop favorites.

SAMARA

This country group's hit 'Chicken Fried' helped it win in 2010; the band is fronted by _ _ _ _ _ _ _ _.

ZACBROWN

The daughter of a legendary jazz crooner, Natalie _ _ _ _ won Best New Artist in 1976 with her own R&B hits.

COLE

This Scottish singer behind '9 to 5 (Morning Train)' is named Sheena _ _ _ _ _ _.

EASTON

Her breezy hit 'All I Wanna Do' helped Sheryl _ _ _ _ win in 1995.

CROW

This Southern hip-hop group's hit 'Tennessee' helped it win Best New Artist in 1993; the group was named _ _ _ _ _ _ _ _ Development.

ARRESTED

David _ _ _ _ _ _, along with Stephen Stills and Graham Nash, won Best New Artist in 1970 as a folk-rock trio.

CROSBY

Her jazzy debut 'Come Away with Me' helped this singer, named _ _ _ _ _ Jones, win in 2003.

NORAH

His breakout hit 'Stay With Me' helped Sam _ _ _ _ _ win Best New Artist in 2015.

SMITH

This British singer's debut album '19' helped her win Best New Artist in 2009; she's known by one name: _ _ _ _ _.

ADELE

Her debut hit 'Genie in a Bottle' helped Christina _ _ _ _ _ _ _ _ win Best New Artist in 2000.

AGUILERA

This disco group scored a hit with 'Boogie Oogie Oogie' and was called A Taste of _ _ _ _ _.

HONEY

A former member of the group Shalamar, Jody _ _ _ _ _ _ went solo and won Best New Artist in 1988.

WATLEY

Winning without a traditional record deal, _ _ _ _ _ _ the Rapper took Best New Artist in 2017 on the strength of free mixtapes.

CHANCE

His piano ballad 'Walking in Memphis' helped Marc _ _ _ _ win in 1992.

COHN

Her hit 'Where Have All the Cowboys Gone?' helped this singer, named _ _ _ _ _ Cole, win in 1998.

PAULA

Fronted by Darius Rucker, this rock band was named _ _ _ _ _ _ & the Blowfish.

HOOTIE

Best known as a deadpan stand-up comedian, Bob _ _ _ _ _ _ _ won Best New Artist in 1961 for a comedy album.

NEWHART

This rock band's frontwoman, whose hit 'Bring Me to Life' helped them win in 2004, is named _ _ _ _ _ _.

AMYLEE

Founded by an American living in Paris, this French vocal group known for jazzy renditions of Bach was called the _ _ _ _ _ _ _ Singers.

SWINGLE

Fronted by Boy George, this new wave band was named _ _ _ _ _ _ _ Club.

CULTURE

His smooth 1980 hit 'Sailing' helped Christopher _ _ _ _ _ sweep the major Grammy categories that year.

CROSS

Known for flamboyant drag-inspired pop and the hit 'Good Luck, Babe!,' Chappell _ _ _ _ won Best New Artist in 2025.

ROAN

Her acoustic hit 'Fast Car' helped Tracy _ _ _ _ _ _ _ win Best New Artist in 1989.

CHAPMAN

This Australian band's hit 'Down Under' helped it win Best New Artist in 1983.

MENATWORK

His piano-driven hit 'The Way It Is' helped Bruce _ _ _ _ _ _ _ and the Range win in 1987.

HORNSBY

This Liverpool quartet's 1964 US arrival, dubbed Beatlemania, helped them win Best New Artist in 1965.

BEATLES

This blind Puerto Rican guitarist famous for a Latin-flavored cover of 'Light My Fire' is named Jose _ _ _ _ _ _ _ _ _.

FELICIANO

This Welsh singer known for 'It's Not Unusual' is named Tom _ _ _ _ _.

JONES

Famous for his swinging cover of 'Mack the Knife,' this crooner named Bobby _ _ _ _ _ won the first-ever Grammy for Best New Artist in 1960.

DARIN

This pianist named Peter _ _ _ _ took home Best New Artist in 1962.

NERO

Her mysterious hit 'Ode to Billie Joe' helped Bobbie _ _ _ _ _ _ win Best New Artist in 1968.

GENTRY

Fronted by Adam Levine, this pop-rock band's name combines a color with a number: _ _ _ _ _ _ 5.

MAROON

This film composer, who later wrote the score for A Chorus Line, is named Marvin _ _ _ _ _ _ _ _.

HAMLISCH

Her breakup anthem 'Drivers License' helped Olivia _ _ _ _ _ _ _ win Best New Artist in 2022.

RODRIGO

Macklemore's producing partner, who shares billing in this duo's Best New Artist win in 2014, is Ryan _ _ _ _ _.

LEWIS

This duo's 1990 win was revoked after it emerged they hadn't sung on their own records; the group was named Milli _ _ _ _ _ _ _.

VANILLI

This sibling duo's Best New Artist win in 1971 featured singer-drummer _ _ _ _ _ alongside her brother Richard.

KAREN

A former member of the Fugees, Lauryn _ _ _ _ swept five Grammys including Best New Artist in 1999.

HILL

This folk-rock trio topped the charts with 'A Horse with No Name' before winning Best New Artist in 1973.

AMERICA

Her introspective hit 'Here' helped Alessia _ _ _ _ win Best New Artist in 2018.

CARA

A classically trained pianist, Alicia _ _ _ _ won Best New Artist in 2002.

KEYS
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