| HENDRIX | Jimi _, US guitarist who headlined the 1969 Woodstock Festival (7) |
| JIMIHENDRIX | US singer-songwriter and guitarist who headlined the iconic 1969 Woodstock Festival (4,7) |
| EDDY | Duane ___, US guitarist (4) |
| LINDSEY | US guitarist who was the co-lead vocalist of Fleetwood Mac, _ Buckingham (7) |
| TIEDYE | Colorful garb at 1969 Woodstock Festival |
| PAUL | Les, US guitarist who created the solid-body electric guitar (4) |
| DUALIPA | With seven Brit Awards and three Grammys, who headlined at Glastonbury 2024? (3,4) |
| WEEKND | The ___ , Canadian R&B artist who headlined the halftime show at the Super Bowl in 2021 (6) |
| FANNYBRICE | Comic actress who headlined the Ziegfeld Follies in the early 20th century: 2 wds. |
| DIANAROSS | R&B singer who headlined the Essence Festival in New Orleans on June 30: 2 wds. |
| EMINEM | Who headlined the Slane Castle concert last August? (6) |
| CAROLCHANNING | Singer/actress who headlined the original production of "Hello, Dolly!" in 1964: 2 wds. |
| ADAM | Singer Levine of Maroon 5 who headlined the Super Bowl LIII halftime show |
| NOAH | Trevor who headlined the White House Correspondents' Dinner in April |
| KENDRICKLAMAR | Rapper who headlined the 2025 Super Bowl halftime show (8,5) |
| READING | UK music festival held in August headlined by Foo Fighters, The 1975, Post Malone and Twenty One Pilots (7) |
| GROANED | Cried out in pain when, in Montenegro, an edition headlined it ...(7) |
| REALISM | A tendency to accept things as they really are about a headlined station master |
| FLAGGED | Headlined |
| STARRED | Headlined |
