Frank Sinatra in Hollywood 1940–1964 cover

Frank Sinatra in Hollywood 1940–1964

Frank Sinatra · 2002

418 min · 160 tracks · blues

Sinatra’s voice moves from intimate balladry to theatrical swing against the shifting scenery of Hollywood orchestras.

Top tracks — play these first

  • →
    I’ll Never Smile Again Start here — accessible entry with immediate hook
  • →
    I Fall in Love Too Easily — The brief Anchors Aweigh ballad gives Sinatra room to make vulnerability sound conversational, with his phrasing carrying as much weight as the orchestral setting.
  • →
    New York, New York (full‐length version) — The On the Town number turns a sailors’ arrival into a bustling ensemble tour of the city, offering a very different New York song from Sinatra’s later solo anthem.
  • →
    One for My Baby (and One More for the Road) — Its late-night address to a bartender lets Sinatra inhabit a scene as well as a song, drawing out the pauses and weary intimacy of the performance.
  • →
    Well, Did You Evah! (alternate mix) — Sinatra and Bing Crosby trade polished social satire in High Society, their conversational interplay showing how screen chemistry can drive a musical number.
  • →
    High Hopes — The jaunty A Hole in the Head song pairs Sinatra with a children’s chorus, using a light theatrical touch to make its tale of persistence move.

Elevation

Our rating, out of 100 — and why.

AI-generated from five scored dimensions. An opinion, not a measurement.

57 /100
Foothills
Higher than 6% of albums we've rated

The album presents a curated selection of Sinatra's cinematic work but lacks strong cohesion due to its compilation nature.

What we noticed

  • The album features a wide range of tracks, including outtakes and alternate versions, which showcase different interpretations of Sinatra's work.
  • Many tracks incorporate orchestral arrangements that complement Sinatra's vocal style, creating a lush soundscape typical of film music from the era.
  • The sequencing includes multiple finales and reprises, emphasizing thematic connections between songs and creating a sense of continuity throughout the collection.
Composition 25% of the score
6/10

the writing — melody, harmony, structure, lyrics

Craft 20% of the score
7/10

production, performance, arrangement

Durability 25% of the score
5/10

whether it rewards returning to it

Distinctiveness 18% of the score
6/10

whether it sounds like itself

Sequencing 12% of the score
4/10

running order, pacing, length

Influence 4/10

Known within its scene. Reported but not counted — how far a record travelled describes its reception rather than the record, and a newer release has had less time to travel than an older one.

Is this for you?

Good fit if you like

  • dynamic journey with varied pacing
  • nostalgic warmth for quiet evenings
  • curated gems for reflective moments
  • engaging orchestration with vocal intimacy
  • for classic film enthusiasts

Maybe skip if you

  • prefer fast-paced, high-energy tracks
  • seek standalone hits over collections

Where this album fits

In the catalog
Deep Cut — A curated compilation showcasing Sinatra's film work, not a primary album.
Themes
Hollywood nostalgia· American identity· romantic ballads
Career context
Released in 2002, four years after Sinatra’s death, this six-disc collection surveys his film work from his early big-band years through the Rat Pack era. It follows him from the wartime musical Higher and Higher to later films including High Society and Robin and the 7 Hoods, with outtakes and promotional material alongside the songs.
Stylistic neighbors
Tony Bennett· Nat King Cole· Dean Martin

Tracklist

Disc 1

  • 1 Dolores (outtake) 3:25
  • 2 I’ll Never Smile Again Start here 3:14
  • 3 Radio Spot for “Ship Ahoy” (excerpt) 2:09
  • 4 Moonlight Bay 2:43
  • 5 Poor You 5:47
  • 6 The Last Call for Love 2:27
  • 7 Blue Skies (outtake) 2:57
  • 8 Finale: The Last Call for Love 1:18
  • 9 Night and Day 3:13
  • 10 I Couldn’t Sleep a Wink Last Night 2:13
  • 11 The Music Stopped 3:01
  • 12 I Saw You First 1:43
  • 13 A Lovely Way to Spend an Evening (orchestral version) 3:12
  • 14 A Lovely Way to Spend an Evening (piano and vocal version) 1:48
  • 15 You’re on Your Own 2:31
  • 16 You’re on Your Own (reprise) 0:57
  • 17 Finale: I Saw You First / A Lovely Way to Spend an Evening / The Music Stopped 1:30
  • 18 Stardust 2:33
  • 19 (There’ll Be a) Hot Time in the Town of Berlin 1:53
  • 20 Saturday Night (Is the Loneliest Night of the Week) 2:05
  • 21 Come Out, Come Out Wherever You Are 2:02
  • 22 As Long as There’s Music 2:02
  • 23 Where Does Love Begin? 2:15
  • 24 Some Other Time 1:34
  • 25 Some Other Time (duet version) 3:14
  • 26 And Then You Kissed Me (outtake) 2:07
  • 27 Finale: As Long as There’s Music / Some Other Time / As Long as There’s Music / Where Does Love Begin? 4:37

Disc 2

  • 1 We Hate to Leave 1:49
  • 2 The Cradle Song (Brahms’ Lullaby) 1:35
  • 3 I Begged Her 3:26
  • 4 If You Knew Susie Like I Know Susie 2:00
  • 5 What Makes the Sunset? 3:33
  • 6 The Charm of You 2:18
  • 7 I Fall in Love Too Easily 1:38
  • 8 Acceptance Speech for Receiving Honorary Academy Award 2:54
  • 9 The House I Live In (That’s America to Me) 3:22
  • 10 If You Are but a Dream 2:12
  • 11 All or Nothing at All 1:36
  • 12 Ol’ Man River 3:00
  • 13 Whose Baby Are You? 0:57
  • 14 The Brooklyn Bridge 2:42
  • 15 The Brooklyn Bridge (alternate ending/outtake) 1:05
  • 16 Invention #1 2:15
  • 17 I Believe 3:50
  • 18 Time After Time 1:50
  • 19 The Song’s Gotta Come From the Heart 4:17
  • 20 Otchi‐Tchor‐Ni‐Ya (outtake) 0:43
  • 21 La Ci Darem la Mano 3:20
  • 22 It’s the Same Old Dream 1:52
  • 23 It’s the Same Old Dream (reprise) 2:36
  • 24 Finale: The Brooklyn Bridge 0:51
  • 25 Presentation of Modern Screen Magazine’s Award for “Most Popular Filmstar of 1946” 2:04
  • 26 Ever Homeward (a cappella) 1:32
  • 27 Promotional Spot for “The Chapel of Four Chaplains” & “The Miracle of the Bells” 1:45
  • 28 If I Steal a Kiss 3:06
  • 29 Senorita 2:15
  • 30 Siesta 2:06
  • 31 What’s Wrong With Me? 1:29
  • 32 We’re on Our Way 2:59
  • 33 Finale: If I Steal a Kiss 1:24

Disc 3

  • 1 Promotional Interview Discussing “The Kissing Bandit” & “Take Me Out to the Ball Game” 3:16
  • 2 Take Me Out to the Ball Game 2:02
  • 3 Yes, Indeedy 3:16
  • 4 O’Brien to Ryan to Goldberg 4:02
  • 5 The Right Girl for Me 2:56
  • 6 Boys and Girls Like You and Me (outtake) 3:26
  • 7 It’s Fate, Baby It’s Fate 3:13
  • 8 Strictly U.S.A. 3:21
  • 9 Finale: Strictly U.S.A. 2:19
  • 10 New York, New York (full‐length version) 4:07
  • 11 Come Up to My Place 2:53
  • 12 You’re Awful 3:18
  • 13 Count on Me 3:33
  • 14 Pearl of the Persian Sea 2:07
  • 15 On the Town 5:43
  • 16 It’s Only Money 1:31
  • 17 Kisses and Tears 3:29
  • 18 Finale: It’s Only Money 1:08
  • 19 Promotional Spot for “Meet Danny Wilson” 0:24
  • 20 All of Me 1:31
  • 21 How Deep Is the Ocean 1:55
  • 22 You’re a Sweetheart 2:21
  • 23 (I Got a Woman Crazy for Me) She’s Funny That Way (edited version) 1:32
  • 24 A Good Man Is Hard to Find 2:58
  • 25 Lonesome Man Blues (edited version) 1:29
  • 26 That Old Black Magic 2:39
  • 27 I’ve Got a Crush on You 1:53
  • 28 When You’re Smiling (The Whole World Smiles With You) 1:52

Disc 4

  • 1 From Here to Eternity / Re‐Enlistmant Blues (instrumental) 2:54
  • 2 Acceptance Speech for Receiving “Best Supporting Actor” Academy Award 1:17
  • 3 From Here to Eternity 3:01
  • 4 Interview Discussing Latest Film Work 3:08
  • 5 Three Coins in the Fountain 3:04
  • 6 Young at Heart 2:51
  • 7 Someone to Watch Over Me (alternative mix, orchestral version) 2:21
  • 8 Just One of Those Things 2:08
  • 9 One for My Baby (and One More for the Road) 3:40
  • 10 You, My Love (alternate mix) 2:13
  • 11 Necessity 2:42
  • 12 Ad Lib Blues 1:56
  • 13 That Great Come‐and‐Get‐It Day 2:11
  • 14 Necessity (“scat” version) 0:26
  • 15 If This Isn’t Love 2:20
  • 16 Old Devil Moon 8:00
  • 17 Old Devil Moon (reprise) 0:24
  • 18 Necessity (duet version) 3:01
  • 19 Finale: How Are Things in Glocca Morra 1:00
  • 20 Not as a Stranger 2:46
  • 21 The Oldest Established (Permanent Floating Crap Game in New York) 3:01
  • 22 Guys and Dolls 3:28
  • 23 Adelaide 3:19
  • 24 Sue Me 2:56
  • 25 (Love Is) The Tender Trap (main title version) 3:09
  • 26 (Love Is) The Tender Trap (piano & vocal version) 3:10
  • 27 (Love Is) The Tender Trap (end title version) 0:48

Disc 5

  • 1 Soliloquy (outtake) 8:25
  • 2 The Man With the Golden Arm 3:23
  • 3 Johnny Concho Theme (Wait for Me) 2:52
  • 4 Promotional Spots for “High Society” 1:16
  • 5 Who Wants to Be a Millionaire (alternate mix) 2:01
  • 6 You’re Sensational 3:09
  • 7 Well, Did You Evah! (alternate mix) 3:39
  • 8 Mind If I Make Love to You? 2:17
  • 9 All the Way (version 1) 2:05
  • 10 I Cried for You (Now It’s Your Turn to Cry Over Me) 1:35
  • 11 If I Could Be With You (One Hour Tonight) 1:17
  • 12 At Sundown 1:44
  • 13 All the Way (version 2) 2:09
  • 14 Medley: Out of Nowhere / Swingin’ on a Star (parody) 1:45
  • 15 Medley: Naturally / Ah, So Pure / Naturally (parody) 1:56
  • 16 All the Way (parody) 1:09
  • 17 Chicago (That Toddlin’ Town) 2:13
  • 18 Promotional Spots for “Pal Joey” 0:49
  • 19 I Didn’t Know What Time It Was 2:47
  • 20 There’s a Small Hotel 2:16
  • 21 I Could Write a Book 2:17
  • 22 The Lady Is a Tramp 3:14
  • 23 Bewitched, Bothered and Bewildered 3:39
  • 24 Finale: Dream Sequence / What Do I Care for a Dame? / I Could Write a Book (reprise) 5:57

Disc 6

  • 1 Monique 3:17
  • 2 To Love and Be Loved 2:58
  • 3 Promotional Spots for “A Hole in the Head” 1:47
  • 4 All My Tomorrows 3:14
  • 5 High Hopes 2:11
  • 6 Main Title: Can‐Can / Montmart 3:02
  • 7 I Love Paris (full‐length version / outtake) 3:40
  • 8 C’Est Magnifique 2:01
  • 9 Let’s Do It 2:48
  • 10 It’s All Right With Me 4:16
  • 11 Heart of Mine 2:18
  • 12 Promotional Spot for “Come Blow Your Horn” 0:58
  • 13 Come Blow Your Horn 4:51
  • 14 Have Yourself a Merry Little Christmas 3:32
  • 15 The Girl Who Stole the Eiffel Tower 1:38
  • 16 My Kind of Town (Chicago Is) 2:58
  • 17 I Like to Lead When I Dance 4:08
  • 18 Mister Booze 5:17
  • 19 Style 4:29
  • 20 Finale: Don’t Be a Do‐Badder 1:11
  • 21 Don’t Be a Do‐Badder (vocal tracking session) 5:28

Reference: Wikipedia · MusicBrainz · Wikidata