100 Greatest Songs From 1944

recording artists Mills Brothers, Bing Crosby, Andrews Sisters, and King Cole Trio
Criteria: These songs from the year 1944 were chosen and ranked based on their initial and lasting popularity, and on their impact on the overall scope of musical history.

You Always Hurt The One You Love - Mills Brothers Swinging On A Star Don't Fence Me In Rum And Coca-Cola G.I. Jive Straighten Up And Fly Right Ac-Cent-Tchu-Ate The Positive I'll Be Seeing You - Bing Crosby
Note: Yearly song lists go by earliest 'release date' (Single, Album, or Country of first release).
Not necessarily the year a song peaked in the U.S. charts.
No.
Song
Artist
1 You Always Hurt The One You Love Mills Brothers
2 Swinging On A Star Bing Crosby
3 Don't Fence Me In Bing Crosby & Andrews Sisters / Roy Rogers & Sons of Pioneers
4 Rum And Coca-Cola Andrews Sisters
5 G.I. Jive Louis Jordan
6 Straighten Up And Fly Right King Cole Trio
7 Ac-Cent-Tchu-Ate The Positive Johnny Mercer & Pied Pipers
8 I'll Be Seeing You Bing Crosby / Tommy Dorsey (Frank Sinatra) / Billie Holiday
9 I'm Making Believe Ella Fitzgerald & Ink Spots
10 Is You Is Or Is You Ain't My Baby Louis Jordan / Bing Crosby & Andrews Sisters
11 Into Each Life Some Rain Must Fall Ella Fitzgerald & Ink Spots
12 Till Then Mills Brothers
13 I Wonder Private Cecil Gant
14 A Hot Time in the Town of Berlin Bing Crosby & Andrews Sisters
15 I'm Beginning To See The Light Harry James (Kitty Kallen)
16 Have Yourself a Merry Little Christmas Judy Garland
17 San Fernando Valley Bing Crosby
18 I Love You Bing Crosby
19 Gee, Baby, Ain't I Good to You King Cole Trio
20 Cherry Red Blues Cootie Williams (Eddie "Cleanhead" Vinson)
21 I'll Walk Alone Dinah Shore
22 Long Ago (And Far Away) Helen Forrest & Dick Haymes / Bing Crosby / Jo Stafford
23 Time Waits For No One Helen Forrest / Johnny Long
24 Cow-Cow Boogie Ella Fitzgerald & Ink Spots
25 The Trolley Song Jo Stafford & Pied Pipers / Judy Garland
26 Opus No. 1 Tommy Dorsey
27 Evil Gal Blues Dinah Washington
28 It Had to Be You Helen Forrest & Dick Haymes / Betty Hutton / Artie Shaw
29 (Black Gal) Where Did You Sleep Last Night? Leadbelly
30 Amor Bing Crosby / Andy Russel / Xavier Cugat
31 Somebody's Gotta Go Cootie Williams (Eddie "Cleanhead" Vinson)
32 Smoke on The Water Red Foley
33 Sweet Lorraine King Cole
34 Try Me One More Time Ernest Tubb
35 Too-Ra-Loo-Ra-Loo-Ral (That's An Irish Lullaby) Bing Crosby
36 Sometimes I'm Happy Lester Young
37 When My Man Comes Home Buddy Johnson (Ella Johnson)
38 And Her Tears Flowed Like Wine Stan Kenton (Anita O'Day)
39 It's Love-Love-Love Guy Lombardo (Skip Nelson)
40 There Goes That Song Again Russ Morgan
41 Woodyn' You Coleman Hawkins
42 My Little Brown Book Duke Ellington
43 Together Helen Forrest & Dick Haymes / Guy Lombardo (Tony Craig)
44 Don't Sweetheart Me Lawrence Welk (Wayne Marsh)
45 Milkman, Keep Those Bottles Quiet Ella Mae Morse / Woody Herman / King Sisters
46 I'm Wastin' My Tears On You Tex Ritter
47 I'm Lost Benny Carter (Dick Gray)
48 Poinciana (Song Of The Tree) Bing Crosby / David Rose
49 I'll Get By (As Long As I Have You) Ink Spots
50 Moonlight In Vermont Billy Butterfield (Margaret Whiting)
51 Artistry In Rhythm Stan Kenton
52 It Could Happen to You Jo Stafford / Bing Crosby
53 Main Stem Duke Ellington
54 Cherry Erksine Hawkins (Jimmy Mitchelle)
55 Soldier's Last Letter Ernest Tubb
56 My Mama Don't Allow Me Arthur "Big Boy" Crudup
57 His Rocking Horse Ran Away Betty Hutton
58 Dance With A Dolly (With A Hole In Her Stocking) Russ Morgan / Evelyn Knight
59 Hamp's Boogie Woogie Lionel Hampton
60 Pretty Kitty Blue Eyes Merry Macs
61 I Learned a Lesson, I'll Never Forget Five Red Caps
62 Do Nothin' Till You Hear from Me Woody Herman
63 Salty Papa Blues Dinah Washington
64 Tess' Torch Song Ella Mae Morse / Cootie Williams (Pearl Bailey)
65 White Christmas Frank Sinatra
66 I Couldn't Sleep A Wink Last Night Frank Sinatra
67 The Patty Cake Man Ella Mae Morse
68 How Many Hearts Have You Broken? Three Suns / Stan Kenton / Tiny Hill
69 Mexico Joe Ivie Anderson
70 When My Sugar Walks Down the Street Ella Fitzgerald
71 A Lovely Way To Spend An Evening Frank Sinatra / Ink Spots
72 You're From Texas Bob Wills & His Texas Playboys
73 Yesterday's Tears Ernest Tubb
74 Like Someone in Love Bing Crosby
75 Saturday Night (Is the Loneliest Night in the Week) Frank Sinatra
76 I Want Two Wings Rev. Utah Smith
77 There's a New Moon Over My Shoulder Tex Ritter
78 I Stay in the Mood for You Billy Eckstine
79 Good Night, Wherever You Are Russ Morgan
80 Holiday For Strings Jimmy Dorsey / Fred Waring's Pennsylvanians
81 The Music Stopped Woody Herman (Frances Wayne)
82 Just You, Just Me Lester Young
83 Don't Believe Everything You Dream Ink Spots
84 Silver Wings In The Moonlight Freddie Slack (Margaret Whiting)
85 One For My Baby (And One More For The Road) Lena Horne
86 It's Only A Paper Moon King Cole Trio
87 By The River Of Roses Woody Herman
88 Estrellita Harry James
89 Tico Tico Ethel Smith / Andrews Sisters
90 Cuban Sugar Mill Freddie Slack
91 Lili Marline Perry Como
92 My Funny Valentine Hal McIntyre (Ruth Gaylor)
93 A Fellow on A Furlough Phill Hanna / Al Sack
94 An Hour Never Passes Jimmy Dorsey
95 Once Too Often Ella Fitzgerald
96 Memphis Blues Harry James
97 Hurry, Hurry Benny Carter (Savannah Churchill) / Lucky Millinder (Wynonie Harris)
98 Sam's Got Him Johnny Mercer
99 D-Day King Cole Trio
100 There's a Blue Star Shining Bright (In a Window Tonight) Red Foley
20 more worth mentioning.
101 She Broke My Heart in Three Places Hoosier Hot Shots
102 I'm Woke Up Now Big Bill Broozny
103 We Might as Well Forget It Bob Wills & His Texas Playboys
104 Suddenly It's Spring Glen Gray (Eugenie Baird) / Harry Sosnik (Hildegarde)
105 Arsenic And Old Lace Jerry Jerome
106 You Gonna Miss Me When I'm Gone Tampa Red
107 Back Door Stuff Jimmie Lunceford
108 Too Late To Worry, Too Blue To Cry Texas Jim Lewis / Al Dexter & His Troopers
109 Boogie Woogie Ball Five Red Caps
110 There's a New Moon Over My Shoulder Tex Ritter
111 G.I. Blues Floyd Tillman
112 Here We Go Again Glenn Miller
113 Someday I'll Meet You Again Ink Spots / Enric Madriguera
114 I'll Live True to You Tab Smith (Trevor Bacon)
115 I Wanna Get Married Gertrude Niesen
116 Robin Hood Louis Prima
117 These Young Men Blues Bea Booze
118 Going Out the Back Way Johnny Hodges
119 Texas Blues Foy Willing
120 Is It Too Late Now Jimmie Davis
DigitalDreamDoor Editor Picks for 1944
Adam's Choice: An unheralded great record from 1944
* Date Bait Roosevelt Sykes
Bruce's Choice:
* The Sunny Side Of The Street Lester Young (Marie Bryant)
Lew's Choice:
* Just One More Chance Cozy Cole's All Stars