| WHITECHRISTMAS | Imagined or dreamed about by Bing Crosby in a song of the same name, description of a snow-covered Yuletide, often depicted on festive cards (5,9) |
| BLESSINGS | Written by Irving Berlin and sung by Bing Crosby in White Christmas, Count Your ... |
| STARK | Word for desolate, harsh, naked or severe that is used as the name of the House of the Lords of Winterfell in A Song of Ice and Fire books (5) |
| GALWAYBAY | 1947 song written by Irish doctor Arthur Colahan; popularised by Bing Crosby and by its use in the film The Quiet Man (6,3) |
| DESPERADO | Second album by the Eagles, featuring a song of the same name (9) |
| PUTITTHEREPAL | Song by Johnny Burke and Jimmy Van Heusen sung by Bing Crosby and Bob Hope in the film Road to Utopia |
| THEWAYWEWERE | 1973 romantic film featuring Barbra Streisand including a song of the same name (3,3,2,4) |
| HANSON | Group that made up the word MMMBop in a 1997 song of the same name |
| SHAGGY | Rapper who made up the word boombastic in a 1995 song of the same name |
| ATROCIOUS | Like the sound of "supercalifragilisticexpialidocious," per the song of the same name |
| AUBURN | In the song of the same name, Jolene has flaming locks of ___ hair. (6) |
| CARWASH | 1976 film whose soundtrack featured a song of the same name that became a big hit for Rose Royce |
| MCNAMARASBAND | Popular song by Shamus O'Connor and John J Stamford recorded in late 1945 by Bing Crosby |
| TRUELOVE | 1956 Cole Porter song performed by Bing Crosby and Grace Kelly in the film High Society |
| HOPE | Bob, partner of Bing Crosby in the Road series of films (4) |
| ETHELMERMAN | She reprised her Broadway role opposite Bing Crosby in the 1936 film version of Anything Goes (5,6) |
| YEAH | Word often shouted by Lil Jon in an Usher song of the same name |
| SUBJUNCTIVE | Relating to or denoting a mood of verbs expressing What is imagined or wished or possible (11) |
| STORMTOSSED | "... the forest seemed a deep green sea, ____ and heaving" (George RR Martin in A Song of Ice and Fire) |
| CHARLOTTE | First name of Ms Crosby in the MTV reality series Geordie Shore, who won Celebrity Big Brother in 2013 (9) |