| # | Title | Artist | Length |
|---|
| 1 | True Love | Bing Crosby & Grace Kelly | 3:08 |
| 2 | Well, Did You Evah? | Bing Crosby & Frank Sinatra | 3:48 |
| 3 | Don’t Fence Me In | Bing Crosby & The Andrews Sisters | 3:07 |
| 4 | Watermelon Weather | Bing Crosby & Peggy Lee | 2:49 |
| 5 | Day By Day | Bing Crosby & The Mel‐Tones | 2:55 |
| 6 | Sam’s Song (The Happy Tune) | Bing Crosby & Gary Crosby | 2:56 |
| 7 | Silver Bells | Bing Crosby & Carol Richards | 3:05 |
| 8 | (Yip Yip De Hootie) My Baby Said Yes | Bing Crosby & Louis Jordan and His Tympany Five | 2:55 |
| 9 | Gone Fishin’ | Bing Crosby & Louis Armstrong | 3:01 |
| 10 | An Apple for the Teacher | Bing Crosby & Connee Boswell | 3:06 |
| 11 | If I Were a Bell | Bing Crosby & Patty Andrews | 3:13 |
| 12 | On the Sunny Side of the Street | Bing Crosby & Lionel Hampton and His Orchestra | 2:48 |
| 13 | Pistol Packin’ Mama | Bing Crosby & The Andrews Sisters | 3:03 |
| 14 | Play a Simple Melody | Bing Crosby & Gary Crosby | 2:55 |
| 15 | Mine | Bing Crosby & Judy Garland | 2:48 |
| 16 | Is You Is, Or Is You Ain’t (Ma’ Baby) | Bing Crosby & The Andrews Sisters | 3:02 |
| 17 | Bob White (Whatcha Gonna Swing Tonight) | Bing Crosby & Connee Boswell | 2:39 |
| 18 | A Fine Romance | Bing Crosby & Dixie Lee Crosby | 3:08 |
| 19 | Mister Meadowlark | Bing Crosby & Johnny Mercer | 2:44 |
| 20 | A Couple of Song and Dance Men | Bing Crosby & Fred Astaire | 2:21 |
| 21 | South America, Take It Away | Bing Crosby & The Andrews Sisters | 3:10 |
| 22 | (There’ll Be A) Hot Time In The Town Of Berlin | Bing Crosby & The Andrews Sisters | 2:56 |
| 23 | McNamara’s Band | Bing Crosby & The Jesters | 2:44 |
| 24 | The Spaniard That Blighted My Life | Bing Crosby & Al Jolson | 3:16 |
| 25 | Alexander’s Ragtime Band | Bing Crosby & Al Jolson | 3:01 |
| 26 | People Will Say We’re In Love | Bing Crosby & Trudy Erwin | 2:58 |