| RIALTOBRIDGE | The oldest of the four crossings over the Grand Canal in Venice (6,6) |
| MACVSPC | Epic battle in technology ... or a hint to four crossings in this puzzle |
| HASHTAG | Symbol formed by four crossings in this puzzle |
| RIALTO | The oldest of the four bridges over the Grand Canal in Venice (6) |
| GONDOLA | Type of boat depicted in paintings by John Singer Sargent during his time studying the Grand Canal in Venice (7) |
| CANALETTO | Italian landscape artist noted for panoramas or vedute of the Grand Canal in Venice, Eton College, Warwick Castle, Westminster Abbey and the Thames (9) |
| GUGGENHEIM | Peggy - - -, American art collector after whom a museum on the Grand Canal in Venice is named (10) |
| CARR | Charmian ___ actress who plays Liesl the oldest of the von Trapp children in the 1965 musical drama film The Sound of Music |
| PYRAMIDS | These structures in Egypt are the oldest of the seven wonders of the world |
| NESTOR | King of Pylos who was the oldest of the Greeks in the Trojan War (6) |
| BETH | Third oldest of the four March sisters in Little Women |
| JOMARCH | Second oldest of the four sisters in Louisa May Alcott's novel Little Women (2,5) |
| DOYEN | The oldest of the members in party have desires |
| FIRSTBORN | "B" in spelling is the oldest of the offspring |
| STALEST | The oldest of the stories, in a way (7) |
| MEGMARCH | Oldest of the four sisters making up Louisa May Alcott's Little Women (1868) |
| SUSSEX | The oldest of the eighteen major county clubs which make up the English and Welsh domestic cricket structure |
| RAYON | The oldest of the man-made fibres, derived from reconstituted cellulose threads (5) |
| CHICO | Who was the oldest of the Marx Brothers? (5) |
| CONTRACTBRIDGE | Game of catch crossing over the road? (8,6) |
