| Prologue: Tradition | Zero Mostel, Fiddler on the Roof Ensemble | 6:54 | |
| The Other Side of the Tracks | Virginia Martin | 1:30 | |
| Piano Lesson / If You Don’t Mind Me Saying So | Shirley Jones, Pert Kelton | 1:58 | |
| Goodbye, Little Dream, Goodbye | Laura Osnes | 2:23 | |
| Now I Have Everything | Julia Migenes, Bert Convy | 2:04 | |
| I'm A Brass Band | Christina Applegate | 3:59 | |
| I'd Rather Be Sailing | William Finn, Aaron Lazar, Jonathan Groff | 3:02 | |
| Chanson | Jill Martin | 3:44 | |
| Handful of Keys | Nell Carter, André DeShields, Armelia McQueen, Ken Page, Charlaine Woodard | 3:18 | |
| Another Op'nin', Another Show | Broadway Cast Recording | 6:16 | |
| Two Lost Souls | Gwen Verdon, Tab Hunter | 4:58 | |
| The Tennis Song | James Naughton, Dee Hoty | 2:36 | |
| The Pajama Game: I'll Never Be Jealous Again | Richard Adler, Jerry Ross, Eddie Foy Jr, Reta Shaw, The Original Broadway Cast Of The Pajama Game, Hal Hastings | 3:12 | |
| Knowing When to Leave | Kristin Chenoweth | 3:35 | |
| Young and Healthy | Lee Roy Reams, Wanda Richert | 2:15 | |
| There Is a Sucker Born Ev'ry Minute | Jim Dale | 2:24 | |
| Were Thine That Special Face | Broadway Cast Recording | 2:52 | |
| Jenny's Blues | Lisa Howard | 3:06 | |
| Annie: N.Y.C | Charles Strouse, Reid Shelton, Sandy Faison, Andrea McArdle, Laurie Beechman, Annie Ensemble, Annie (Original Broadway Cast), Peter Howard | 4:51 | |
| Look at Me Now | Idina Menzel, Peter Kapetan, The Wild Party Ensemble | 2:15 | |
| When Velma Takes the Stand | Bebe Neuwirth | 2:13 | |
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| Over at the Frankenstein Place | Alice Ripley, Dick Cavett, Jarrod Emick, Raúl Esparza, The Rocky Horror Show Ensemble (2000) | 3:20 | |
| Ilona | Gavin Creel | 3:04 | |
| Roxie | Gwen Verdon | 5:16 | |
| Ribbons Down My Back | Kate Baldwin | 3:08 | |
| The Music and the Mirror | Charlotte D'Amboise | 6:50 | |
| I Always, Always, Never Get My Man | Jane Krakowski | 1:41 | |
| They Don't Know | Harriet Harris, Original Broadway Cast of Thoroughly Modern Millie | 2:09 | |
| Shy | Carol Burnett | 3:45 | |
| The Colors of My Life (Pt. II) | Glenn Close | 1:53 | |
| I Really Like Him | Ernie Sabella, Mary Elizabeth Mastrantonio | 2:03 | |
| My Fair Lady: I've Grown Accustomed to Her Face | Frederick Loewe, Rex Harrison, Franz Allers, Cyril Ornadel | 5:21 | |
| Thinking Of Him | The Original Broadway Cast Of 'Curtains' | 1:49 | |
| Happy To Keep His Dinner Warm | Rose Hemingway, Mary Faber | 2:43 | |
| The Trolley Song | Carol Burnett | 2:53 | |
| Seventy-Six Trombones | Meredith Willson | 3:01 | |
| Who's Got the Pain | Gwen Verdon | 3:37 | |
| Whatever Lola Wants (Remastered 2014) | Tab Hunter, Gwen Verdon, Ray Walston | 2:46 | |
| He Vas My Boyfriend | Andrea Martin | 3:13 | |
| I Cain't Say No - From "Oklahoma!" Soundtrack | Gloria Grahame, Darcy M. Proper | 3:10 | |
| Did You Close Your Eyes? | Gwen Verdon, George Wallace | 2:50 | |
| Love I Hear | Brian Davies | 2:51 | |
| Getting to Know You | Marni Nixon | 4:56 | |
| It's A Perfect Relationship | Judy Holliday | 3:07 | |
| Six Months Out Of Every Year | Richard Adler, Jerry Ross, "Damn Yankees" 1994 Broadway Cast, David Chase | 4:07 | |
| If You Loved Me Truly | Gwen Verdon, Hans Conried | 3:12 | |
| They Were You | Rita Gardner, Kenneth Nelson | 2:43 | |
| Take It On The Chin - Original Cast Recording/1986 | Maryann Plunkett | 2:34 | |
| The Right Finger Of My Left Hand (From Redhead) | Gwen Verdon | 1:34 | |
