| GOTHAM | Nickname for New York City popularised by writer Washington Irving |
| BIGAPPLE | Nickname for New York City, popularised in the 1920s (3,5) |
| APPLE | The Big _, nickname for New York City (5) |
| THEBIGAPPLE | Nickname for New York City |
| VAN | Character who slept for 20 years in an 1819 short story by US author Washington Irving (3,3,6) |
| WINKLE | Character who slept for 20 years in an 1819 short story by US author Washington Irving (3,3,6) |
| RIP | Character who slept for 20 years in an 1819 short story by US author Washington Irving (3,3,6) |
| RIPVANWINKLE | Short story by American author Washington Irving (3,3,6) |
| EMPIRESTATE | One nickname for New York (6,5) |
| TISH | Nickname for New York Attorney General Letitia James |
| EMPIRE | The ____ State is the nickname for New York |
| BIGA | Nickname for New York's Aqueduct Racetrack |
| TINPANALLEY | Nickname for New York's music district (3,3,5) |
| BRACEBRIDGEHALL | 1822 novel by US author Washington Irving set in '[t]he ancientest house' (11,4) |
| CRANE | Protagonist of the 1820 story The Legend of Sleepy Hollow by US author Washington Irving (7,5) |
| ICHABOD | Protagonist of the 1820 story The Legend of Sleepy Hollow by US author Washington Irving (7,5) |
| MLS | Org. for New York City FC |
| MADISON | ___ Square Garden venue where The Concert for New York City was held in 2001 |
| AREACODE | One of seven for New York City |
| PINBALL | Subject of a ban lifted in 1976 after a live demonstration for New York City Council proved it took skill |
