| 100% | GRACELAND | 9 | Multi-genre Grammy-winning album by 17-Across and the 13.8-acre Memphis estate once owned by 28-Across |
| 35% | GIRLONFIRE | 10 | Grammy-winning album by 42-Across with the singles "Brand New Me" and "New Day" (3 wds.) |
| 34% | ITISWHATITIS | 12 | Album by 41-Across featuring 17-Across that won the Grammy Award for Best Progressive R&B Album in 2021 (5 wds.) |
| 34% | BEYONCE | 7 | 14-Across, 8-Down, and 49-Across singer whose "Cowboy Carter" won Album of the Year at the Grammy Awards in 2025 |
| 34% | SONGSINAMINOR | 13 | 2001 Grammy-winning album by 42-Across with the singles "Fallin'" and "A Woman's Worth" (4 wds.) |
| 33% | THRILLER | 8 | Album by Michael Jackson and Quincy Jones that won the Grammy for Album of the Year in 1984 |
| 32% | MRSMITH | 7 | Multi-Platinum album by 45-Across featuring the songs "Hey Lover" and Doin It" (2 wds.) |
| 32% | RAISINGSAND | 11 | Bluegrass album by Robert Plant and Alison Krauss that won Album of the Year at the 2009 Grammy Awards (2 wds.) |
| 31% | SOLONGSOWRONG | 13 | Grammy-winning album by 39-Across and 18-Across (4 wds.) |
| 31% | SILVERSLUGGER | 13 | Batting award won four times by 17-Across and once by 39-Across: 2 wds. |
| 31% | CHEMISTRY | 9 | 2023 album by 28-Across with the hit singles "Mine" and "Favorite Kind of High" |
| 30% | UNBELIEVERS | 11 | Hit single on the 2013 Grammy-winning album by 33-Across |
| 30% | BREAKAWAY | 9 | 2004 album by 28-Across with the hit singles "Since U Been Gone" and "Behind These Hazel Eyes" |
| 30% | COURTANDSPARK | 13 | 1974 studio album by 28-Across with the hit singles "Raised on Robbery" and "Help Me" (3 wds.) |
| 29% | HARMONYHALL | 11 | Hit single on the 2019 Grammy-winning album by 33-Across (2 wds.) |
| 29% | EMMYLOUHARRIS | 13 | Country Music Hall of Fame singer who collaborated with 28-Across and 43-Across on the Grammy-winning 1987 album "Trio" (2 wds.) |
| 29% | MATINEEIDOL | 11 | Figure described by the first words of 17-, 28- and 45-Across |
| 29% | SURFERGIRL | 10 | 1963 studio album by 29-Across with the hit singles 17-Across, "Little Deuce Coupe," and "In My Room" (2 wds.) |
| 28% | GETTINGCLOSER | 13 | Parlor game encouragement suggested by the starts of 17-, 28-, 45- and 60-Across |
| 28% | BESTMUSICAL | 11 | Award won by the starts of 17-, 25-, 39- and 52-Across and 11- and 29-Down |
| 28% | DANCING | 7 | Activity exemplified in the '60s by the ends of 17-, 28-, 48- and 64-Across |
| 28% | KILLINTIME | 10 | Album by 45-Across featuring the singles 18-Across and 26-Across that won the 1989 Album of the Year Academy of Country Music Award (2 wds.) |
| 28% | ARMEDFORCES | 11 | 1979 album by 31-Across and the Attractions: 2 wds. |
| 27% | THEWEEKND | 9 | 16-Across and 34-Across singer who won the 2018 Best Urban Contemporary Album Grammy for "Starboy" (2 wds.) |
| 27% | FOLKLORE | 8 | Album by Taylor Swift which won the Grammy for Album of the Year in 2021 |
| 27% | OWN | 3 | "___ the Night," country album by Lady Antebellum that won a Grammy Award in 2012 |
| 27% | NAMEDROPS | 9 | Shows off one's connections, or what you'll do by speaking the starts of 17-, 28- and 43-Across |
| 27% | SOUR | 4 | Album by Olivia Rodrigo that won the Grammy Award for Best Pop Vocal Album in 2022 |
| 27% | THUNDERCAT | 10 | Former Suicidal Tendencies bassist who won two Grammys as a solo act, for the hit song "These Walls" and the album 28-Across |