| Answer | Crossword Clue |
|---|---|
| BENHUR | Best Picture, 1959 |
| HUR | "Ben-..." (1959 Best Picture) |
| DARIN | Best New Artist of 1959 |
| HIGHHOPES | 1959 Best Original Song Oscar winner |
| DARIN | Best New Artist Grammy winner of 1959 |
| SHELLEYWINTERS | Best supporting actress in 1959 and 1965 |
| SOMELIKEITHOT | 1959 Best Adapted Screenplay Oscar nominee featuring cross-dressing |
| LONGESTDAY | 1959 Cornelius Ryan best-seller about the Normandy invasion, with "The" |
