| ICHABODCRANE | Timid schoolteacher created by Washington Irving |
| GOTHAM | Urban nickname coined by Washington Irving |
| LEGEND | The ___ of Sleepy Hollow, story by Washington Irving |
| HOLLOW | The Legend of Sleepy ___ (1820 short story by Washington Irving) |
| RIP | Hero of a story by Washington Irving (3,3,6) |
| VAN | Hero of a story by Washington Irving (3,3,6) |
| WINKLE | Hero of a story by Washington Irving (3,3,6) |
| SKETCH | The ___ of Geoffrey Crayon, Gent, collection of essays by Washington Irving first published in 1819 |
| SKETCHBOOK | The - - of Geoffrey Crayon, Gent; collection of essays and stories by Washington Irving (10) |
| VANWINKLE | 1819 short story by Washington Irving about a man who sleeps for 20 years (3,3,6) |
| TALESOFATRAVELLER | Collection of essays and short stories by Washington Irving, using the pen name Geoffrey Crayon, Gent (5,2,1,9) |
| SLEEPYHOLLOW | 1999 film based on a short story by Washington Irving (6,6) |
| RIPVANWINKLE | Who, in a story by Washington Irving, went to sleep a subject of George III and woke much later as a citizen of the United States? (3,3,6) |
| BOOK | The - of Geoffrey Crayon, Gent, collection of essays by Washington Irving first published in 1819 (6,4) |
| SLEEPY | 1820 short story by Washington Irving, The Legend Of _ Hollow (6) |
| RIPVAN | Story by Washington Irving about a man who sleeps for twenty years (3,3) |
| OFSLEEPYHOLLOW | The tale, by Washington Irving, in which schoolmaster Ichabod Crane appears (6,2,6,6) |
| JEANBRODIE | Elitist schoolteacher created by Muriel Spark |
| THOMASGRADGRIND | Utilitarian schoolteacher created by Charles Dickens |
| SEVERUSSNAPE | Mysterious schoolteacher created by J.K. Rowling |
