| Classic work by Virgil | 22 |
| Classic work by Montaigne | 25 |
| Classic words of reproach | 25 |
| Classic words of disappointment | 31 |
| Classic words of betrayal | 25 |
| Classic words from Pepys, with "and" | 46 |
| Classic word game | 17 |
| Classic with the subtitle “A Study of Provincial Life” | 62 |
| Classic with Achilles | 21 |
| Classic whodunit, "The List of ___ Messenger" | 55 |
| Classic whodunit suspect | 24 |
| Classic whodunit board game | 27 |
| Classic whodunit | 16 |
| Classic Whitman poem | 20 |
| Classic whistler's tune | 27 |
| Classic wheels | 14 |
| Classic Wham-O toy | 18 |
| Classic western slugfest | 24 |
| Classic Western shout | 21 |
| Classic Western line | 20 |
| Classic western film | 20 |
| Classic Western | 15 |
| Classic Welles role | 19 |
| Classic Welles character | 24 |
| Classic watchmaker | 18 |
| Classic watch | 13 |
| Classic war story | 17 |
| Classic war game | 16 |
| Classic war film with "Hawkeye" and "Hot Lips" | 66 |
| Classic wanderer | 16 |
| Classic Walt Kelly strip | 24 |
| Classic walkways | 16 |
| Classic wagon | 13 |
| Classic VW | 10 |
| Classic Von Stroheim film | 25 |
| Classic Volkswagen | 18 |
| Classic vocalist who served in the U.S. Army | 44 |
| Classic violin maker | 20 |
| Classic villain | 15 |
| Classic video-game character | 28 |
| Classic video games | 19 |
| Classic video game weapon | 25 |
| Classic video game villains | 27 |
| Classic video game systems | 26 |
| Classic video game name | 23 |
| Classic video game inits. | 25 |
| Classic video game consoles | 27 |
| Classic video game company | 26 |
| Classic video game baddies | 26 |
| Classic video game | 18 |
| Classic verse that begins "Ah, broken is the golden bowl!" | 68 |
| Classic verse from the collection "Mountain Interval" | 63 |
| Classic verse form | 18 |
| Classic Vegas hotel, with "the" | 41 |
| Classic Vegas casino | 20 |
| Classic vanity plate | 20 |
| Classic Valentino role, with "the" | 44 |
| Classic Valentine's Day presents | 36 |
| Classic V-8 | 11 |
| Classic ultimatum | 17 |
| Classic ukulele number | 22 |
| Classic U2 album | 16 |
| Classic U-boat film | 19 |
| Classic typewriter | 18 |
| Classic two-seaters | 19 |
| Classic TV/film sidekick | 24 |
| Classic TV's Ricardo | 24 |
| Classic TV's Pierce | 23 |
| Classic TV's O'Reilly | 29 |
| Classic TV's Maxwell | 24 |
| Classic TV's harem pants wearer | 35 |
| Classic TV's Fred | 21 |
| Classic TV's Cousin ___ | 27 |
| Classic TV's Cousin --- | 27 |
| Classic TV's cousin | 23 |
| Classic TV's Bo, Luke and Daisy | 35 |
| Classic TV's Bee, for one | 29 |
| Classic TV's 86, for one | 28 |
| Classic TV's 4077th | 23 |
| Classic TV's "___-Team" | 37 |
| Classic TV's "The ___ Squad" | 42 |
| Classic TV's "The ___ Limits" | 43 |
| Classic TV's "The --- Limits" | 43 |
| Classic TV's "That ___" | 37 |
| Classic TV's "That ---" | 37 |
| Classic TV's "My --- Sons" | 40 |
| Classic TV's "Mayday" Malone | 42 |
| Classic TV's "Green ___" | 38 |
| Classic TV's "Green ---" | 38 |
| Classic TV's ''Green ___'' | 46 |
| Classic TV youngster | 20 |
| Classic TV young'un | 23 |
| Classic TV western of 1957 | 26 |
| Classic TV tosspot | 18 |
| Classic TV toon with a blue bandanna | 36 |
| Classic TV star | 15 |
| Classic TV son | 14 |
| Classic TV sitcom whose working title was "45 Minutes From Harlem" | 76 |
| Classic TV sitcom neighbor | 26 |
| Classic TV sitcom "One Day at ___" | 44 |