| Popular U.S. board game since 1959 | 34 |
| Popular umbrella brand | 22 |
| Popular Unix scripting language | 31 |
| Popular Upper East Side restaurant until 2011 | 45 |
| Popular uprising | 16 |
| Popular urbanite | 16 |
| Popular vacation destination | 28 |
| Popular vacation island | 23 |
| Popular vacation isle | 21 |
| Popular vacation locale | 23 |
| Popular vacation locales | 24 |
| Popular vacation month | 22 |
| Popular vacation spot | 21 |
| Popular vacation spot, with "the" | 43 |
| Popular vacation trip | 21 |
| Popular Valentine's Day gift | 32 |
| Popular Valentine's Day items | 33 |
| Popular van Gogh painting | 25 |
| Popular veh. | 12 |
| Popular vehicle | 15 |
| Popular version of a design principle acronym spelled out by the starts of this puzzle's four longest answers | 113 |
| Popular Via of Rome | 19 |
| Popular vice | 12 |
| Popular video game | 18 |
| Popular video game avatars | 26 |
| Popular video game franchise since 2001 | 39 |
| Popular video game of the late 1990s | 36 |
| Popular video game series discontinued in 2011 | 46 |
| Popular video recorder | 22 |
| Popular Vincent Lopez tune | 26 |
| Popular vitamin brand | 21 |
| Popular vodka brand, for short | 30 |
| Popular vodka, briefly | 22 |
| Popular vodka, familiarly | 25 |
| Popular vodka, informally | 25 |
| Popular vodka-drinking locale? | 30 |
| Popular Volkswagen | 18 |
| Popular Volkswagen model | 24 |
| Popular volleyball setting | 26 |
| Popular volleyball venue | 24 |
| Popular vote winner of 1876 | 27 |
| Popular VW | 10 |
| Popular VW model | 16 |
| Popular W.W. II song | 20 |
| Popular walking site | 20 |
| Popular wares in June | 21 |
| Popular warmer-upper | 20 |
| Popular Warner-Lambert product | 30 |
| Popular watch | 13 |
| Popular watch brand | 19 |
| Popular watches | 15 |
| Popular way to get around New York City | 39 |
| Popular way to have chili | 25 |
| Popular way to serve potatoes | 29 |
| Popular weather forecaster | 26 |
| Popular Web portal | 18 |
| Popular Web server | 18 |
| Popular Web service provider | 28 |
| Popular website genre | 21 |
| Popular wedding dress type | 26 |
| Popular wedding gift | 20 |
| Popular wedding month | 21 |
| Popular wedding website, or what's tied at a wedding | 56 |
| Popular wedding-cake decorations | 32 |
| Popular weekend event | 21 |
| Popular weekly lineup | 21 |
| Popular weight-loss program with colored food cards | 51 |
| Popular whale-watching destination | 34 |
| Popular White House souvenir | 28 |
| Popular whitefish | 17 |
| Popular whitener | 16 |
| Popular wigs of yore | 20 |
| Popular wine brand | 18 |
| Popular wine grape | 18 |
| Popular wine, for short | 23 |
| Popular winter flower in the South | 34 |
| Popular winter footwear brand | 29 |
| Popular winter resort | 21 |
| Popular women's fragrance | 29 |
| Popular women's garb | 24 |
| Popular women's mag | 23 |
| Popular women's magazine | 28 |
| Popular women's monthly | 27 |
| Popular women's shoe seller | 31 |
| Popular wood | 12 |
| Popular wood for wood chips | 27 |
| Popular word game | 17 |
| Popular word in German product packaging | 40 |
| Popular workout | 15 |
| Popular workout routine | 23 |
| Popular workout system | 22 |
| Popular wrap | 12 |
| Popular wrestler in the 1980s | 29 |
| Popular writer? | 15 |
| Popular writers | 15 |
| Popular X-ray subject | 21 |
| Popular Yale major | 18 |
| Popular yellow dessert | 22 |
| Popular yellow office product | 29 |
| Popular Yeltsin reforms (2,5) | 29 |