| 1966 Charles Boyer film | 23 |
| 1966 Clavell best seller | 24 |
| 1966 film role for Rudolph Nureyev | 34 |
| 1966 film western set in Texas | 30 |
| 1966 Florentine flooder | 23 |
| 1966 Fonda-Robards movie | 24 |
| 1966 Frank Sinatra hit | 22 |
| 1966 George Plimpton book | 25 |
| 1966 gold album by Herb Alpert & the Tijuana Brass | 54 |
| 1966 Gold Glove Award winner Tony | 33 |
| 1966 Grammy winner Eydie | 24 |
| 1966 Grammy winner for "If He Walked Into My Life" | 60 |
| 1966 Heisman winner Steve | 25 |
| 1966 Herb Alpert & the Tijuana Brass hit | 44 |
| 1966 hit 96 ____ | 19 |
| 1966 hit ''Walk Away ___'' | 42 |
| 1966 hit "Little Latin ___ Lu" | 40 |
| 1966 hit "Walk Away ___" | 34 |
| 1966 hit "Walk Away _____" | 36 |
| 1966 hit by Paul Revere & the Raiders | 41 |
| 1966 hit by The Cyrkle | 22 |
| 1966 hit for Cher with the subtitle "My Baby Shot Me Down" | 68 |
| 1966 hit for Simon & Garfunkel | 34 |
| 1966 hit for the Beatles | 24 |
| 1966 hit for the Capitols | 25 |
| 1966 hit for the Cyrkle | 23 |
| 1966 hit from the album "Sounds of Silence" | 53 |
| 1966 hit with the lyric "I wanna see the sun blotted out from the sky" | 80 |
| 1966 Howard Keel western | 24 |
| 1966 hurricane | 14 |
| 1966 in-flight movie? | 21 |
| 1966 James Bond spoof | 21 |
| 1966 James Clavell novel | 24 |
| 1966 Jerry Herman musical | 25 |
| 1966 John Huston epic | 21 |
| 1966 Johnny Rivers hit | 22 |
| 1966 Kander/Ebb musical (and a tax) | 35 |
| 1966 Kirk Douglas war film | 26 |
| 1966 Lana Turner melodrama | 26 |
| 1966 Lennon-McCartney song | 26 |
| 1966 Lennon-McCartney tune | 26 |
| 1966 literature Nobelist | 24 |
| 1966 Lovin' Spoonful hit | 28 |
| 1966 Lynn Redgrave title role | 29 |
| 1966 Mary Martin musical | 24 |
| 1966 Mary Martin/Robert Preston musical | 39 |
| 1966 Michael Caine film | 23 |
| 1966 Michael Caine movie | 24 |
| 1966 Michael Caine movie remade in 2004 | 39 |
| 1966 Michael Caine role | 23 |
| 1966 Michael Caine title role | 29 |
| 1966 Monkees hit | 16 |
| 1966 movie lioness | 18 |
| 1966 movie or song | 18 |
| 1966 movie or song hit | 22 |
| 1966 movie playboy | 18 |
| 1966 movie that won Best Original Score | 39 |
| 1966 musical about a marriage | 29 |
| 1966 musical about a taxi dancer | 32 |
| 1966 musical backed by a star from Cincinnati | 45 |
| 1966 musical based on "I Am a Camera" | 47 |
| 1966 musical co-starring Mary Martin | 36 |
| 1966 musical starring Gwen Verdon | 33 |
| 1966 musical whose only characters were a husband and wife | 58 |
| 1966 N.L. batting champ | 23 |
| 1966 N.L. batting champ Matty | 29 |
| 1966 Naguib Mahfouz novella | 27 |
| 1966 Pulitzer-winning poet Richard | 34 |
| 1966 Ramsey Lewis album | 23 |
| 1966 Raquel Welch film | 22 |
| 1966 role for Michael Caine | 27 |
| 1966 Rolling Stones hit | 23 |
| 1966 Rolling Stones hit ... or an instruction to be followed four times in this puzzle | 86 |
| 1966 sci-fi classic | 19 |
| 1966 sci-fi thriller | 20 |
| 1966 science fiction thriller | 29 |
| 1966 Simon & Garfunkel album | 32 |
| 1966 Simon & Garfunkel hit | 30 |
| 1966 Simon & Garfunkel song | 31 |
| 1966 Simon and Garfunkel hit | 28 |
| 1966 song by the Beatles | 24 |
| 1966 song that asked "What's it all about?" | 57 |
| 1966 Sporting News College Coach of the Year Parseghian | 55 |
| 1966 Supreme Court case notable | 31 |
| 1966 title role reprised by Jude Law in 2004 | 44 |
| 1966 Tommy James and the Shondells hit | 38 |
| 1966 Tony winner for "Marat/Sade" | 43 |
| 1966 two-person Broadway musical about a married couple's life together | 75 |
| 1966 U.S. Open champ Fred | 25 |
| 1966 U.S. Open champion Fred | 28 |
| 1966 U.S. Open tennis champ Fred | 32 |
| 1966 Vogues hit about working | 29 |
| 1966 Vogues' hit ____ of Milk and Honey | 46 |
| 1966 Wilson Pickett hit | 23 |
| 1966 Wilson Pickett R&B hit | 31 |
| 1966 Woody Allen comedy about a secret egg salad recipe | 55 |
| 1966-67 AFL rushing leader Jim | 30 |
| 1966-71 sitcom | 14 |
| 1967 #1 hit | 11 |
| 1967 #1 hit "Somethin' Stupid," e.g. | 50 |