This ranking is based on an algorithm that combines various factors, including the votes of our users and search trends on the internet.

List of Bing Crosby Movies: Ranked Best To Worst

1. White Christmas (1954)
31
2
White Christmas
31
2

After WWII, Bob Wallace and Phil Davis form a successful Broadway entertainment act. Soon they team up with sister act Betty and Judy Haynes to present a Christmas Show in a rural Vermont lodge. As the boys discover that their WWII commander Gen. Waverly is the lodge owner and is in financial difficulty, the foursome creates a musical extravaganza to help Waverly. 

Role:
Bob Wallace
Starring:
Danny Kaye, George Chakiris, Mary Wickes, Dean Jagger, Rosemary Clooney, Vera-Ellen
Directed By:
2. Going My Way (1944)
37
3
Going My Way
TV-G
37
3

Father Chuck O’Malley is a priest whose unconventional style helps transform the lives of the people in his parish. However, he still has to win over his aging and conventional superior Father Fitzgibbon.

Role:
Father Chuck O'Malley
Starring:
Carl Switzer, William Frawley, Barry Fitzgerald, Frank McHugh, Gene Lockhart, James Brown
Directed By:
Leo McCarey
Awards:
Academy Award for Best Actor in a Leading Role
3. The Bells of St. Mary's (1945)
32
2
The Bells of St. Mary's
32
2

The Bells of St. Mary’s is a drama film which tells the story of Father O’Malley, an unconventional priest, working for the Catholic Church, who is sent to a run-down school named St. Mary’s, which is on the verge of ruin. He works with Sister Benedict in order to save the school, but their differing methods lead to a friendly rivalry between them.

Role:
Father Chuck O'Malley
Starring:
Ingrid Bergman, Ruth Donnelly, Henry Travers, William Gargan
Directed By:
Leo McCarey
4. Holiday Inn (1942)
29
6
Holiday Inn
29
6

Holiday Inn is a romantic comedy drama musical film which tells the story of Jim, who is left by his girlfriend Lila, so that she can be with her dance partner Ted. Jim is heartbroken and he decides to leave the town. He starts a holiday inn along with another woman named Linda. However, Ted arrives at the inn, after learning that Lila is leaving him too, for a millionaire. Soon, he attempts to steal away Linda from Jim.

Role:
Jim Hardy
Starring:
Fred Astaire, Walter Abel, Marjorie Reynolds, Virginia Dale
Directed By:
Mark Sandrich
5. High Society (1956)
31
3
High Society
31
3

A musical remake of the 1940 film The Philadelphia Story, which itself was based on a play of the same name, this film tells the story of a famed jazz musician, who attempts to regain the affection of his ex-wife, after she decides to get married to another man.

Role:
C. K. Dexter-Haven
Starring:
Directed By:
Charles Walters
6. Road to Utopia (1945)
20
4
Road to Utopia
20
4
Role:
Duke Johnson / Junior Hooton
Starring:
Bob Hope, Douglass Dumbrille, Dorothy Lamour, Hillary Brooke
Directed By:
Hal Walker
7. The Country Girl (1954)
23
2
The Country Girl
23
2

The Country Girl is a musical drama film which tells the story of Frank Elgin, a fading actor who gets an opportunity to make a comeback when director Bernie Dodd offers him the leading role in his new musical. However, Frank finds himself very insecure and begins to turn to alcohol. Frank’s wife Georgie finds it harder and harder to cope with her husband’s lack of spirit, and feels that Bernie is responsible for all his troubles.  

Role:
Frank Elgin
Starring:
William Holden, Grace Kelly, George Chakiris, Gene Reynolds, Anthony Ross
Directed By:
George Seaton
8. Going Hollywood (1933)
13
6
Going Hollywood
13
6

Going Hollywood is a romantic musical film which tells the story of Sylvia, a bored teacher, who wants nothing more than to find romance in her life. When she falls for the voice of a singing star named Bill on the radio, she pursues him all the way to Hollywood.  

Role:
Bill Williams
Starring:
Sterling Holloway, Stuart Erwin, Marion Davies, Ned Sparks, Fifi D'Orsay
Directed By:
Raoul Walsh
9. Road to Morocco (1942)
21
5
Road to Morocco
21
5

After their merchant ship blows up, Jeff and Orville are seen floating at sea aboard a pile of wreckage. They keep joking about eating one another, and they are soon able to spot land in the distance. They soon find themselves in an Arabian Nights City, where they compete for the beautiful Princess Shalmar.

Role:
Jeff Peters
Starring:
Anthony Quinn, Bob Hope, Dorothy Lamour, Dona Drake
Directed By:
David Butler
10. A Connecticut Yankee in King Arthur's Court (1949)
31
3
A Connecticut Yankee in King Arthur's Court
31
3
Role:
Hank Martin
Starring:
William Bendix, Murvyn Vye, Cedric Hardwicke, Rhonda Fleming
Directed By:
Tay Garnett
11. Road to Rio (1947)
20
6
Road to Rio
20
6
Role:
Scat Sweeney
Starring:
Bob Hope, Gale Sondergaard, Frank Faylen, Dorothy Lamour
Directed By:
Norman Z. McLeod
12. Little Boy Lost (1953)
22
3
Little Boy Lost
22
3
Role:
Bill Wainwright
Starring:
Nicole Maurey, Claude Dauphin, Christian Fourcade, Gabrielle Dorziat
Directed By:
George Seaton
13. Road to Singapore (1940)
19
4
Road to Singapore
19
4
Role:
Joshua 'Josh' Mallon V
Starring:
Bob Hope, Anthony Quinn, Charles Coburn, Dorothy Lamour, Judith Barrett
Directed By:
Victor Schertzinger
14. Road to Zanzibar (1941)
18
5
Road to Zanzibar
18
5
Role:
Chuck Reardon
Starring:
Bob Hope, Eric Blore, Una Merkel, Dorothy Lamour
Directed By:
Victor Schertzinger
15. The Great John L. (1945)
10
5
The Great John L.
10
5
Starring:
Rory Calhoun, Otto Kruger, Wallace Ford, Linda Darnell, Barbara Britton, Greg McClure
Directed By:
Frank Tuttle
16. Dream House (1932)
9
6
Dream House
9
6
Role:
Bing Fawcett - Plumber
Starring:
Vernon Dent, Ann Christy, Kathrin Clare Ward, Eddie Phillips
Directed By:
Del Lord
17. Son of Paleface (1952)
14
4
Son of Paleface
14
4
Starring:
Roy Rogers, Cecil B. DeMille, Jane Russell, Jerry Mathers, Bob Hope, Lloyd Corrigan
Directed By:
Frank Tashlin
18. Pennies from Heaven (1936)
19
2
Pennies from Heaven
19
2
Role:
Larry Poole
Starring:
Madge Evans, Louis Armstrong, Edith Fellows, Donald Meek
Directed By:
Norman Z. McLeod
19. Rhythm on the River (1940)
12
4
Rhythm on the River
12
4

Bob Sommers writes tunes for the well-known composer Oliver Courtney, while Cherry Lane ghost-writes lyrics for him. But Bob and Cherry are unaware about each other. When they meet and realize the facts, they grow close and decide to compose their own songs, but music industry assumes they are copying Courtney. Perceiving the situation, Courtney declares that he has not created those songs.   

Role:
Bob Sommers
Starring:
Oscar Levant, William Frawley, Mary Martin, Basil Rathbone, Oscar Shaw
Directed By:
Victor Schertzinger
20. My Favorite Blonde (1942)
10
5
My Favorite Blonde
10
5

An average vaudeville performer, Larry Haines, is traveling to Hollywood with his roller-skating penguin Percy, when he meets a beautiful blonde, Karen Bentley, who actually is a British secret agent. She is trying to take coded information past the pursuing Nazi agents who take Larry as her colleague, and frame him for murder. So, how do they manage to escape the Germans?  

Starring:
Bob Hope, Carl Switzer, Gale Sondergaard, George Zucco, Madeleine Carroll
Directed By:
Sidney Lanfield
21. Angels in the Outfield (1951)
11
5
Angels in the Outfield
11
5
Starring:
Peter Graves, James Whitmore, Keenan Wynn, Janet Leigh, Lewis Stone, Paul Douglas
Directed By:
Clarence Brown
22. The Princess and the Pirate (1944)
13
5
The Princess and the Pirate
13
5
Starring:
Walter Brennan, Victor McLaglen, Bob Hope, Marc Lawrence, Walter Slezak
Directed By:
David Butler, Sidney Lanfield
23. The Joker Is Wild (1957)
9
4
The Joker Is Wild
9
4

A musical biopic, this movie traces the life of the famous singer and comedian Joe E. Lewis. When a young Lewis refuses to sing for a club, its owner has his vocal cords cut. Years later, with encouragement from his girlfriend Letty Page, he succeeds in becoming a comedian. However, his drinking and gambling habits create problems for him.

Starring:
Jeanne Crain, Eddie Albert, Mitzi Gaynor, Frank Sinatra, Beverly Garland
Directed By:
Charles Vidor
24. The Big Broadcast (1932)
11
5
The Big Broadcast
11
5

Bing Crosby is a singer who is not very serious about his career. He starts having an affair as well, with a woman Mona, which leads to him losing his job. Things get worse after Mona starts cheating on him. He soon meets Texas oil man Leslie McWhinney, who has also been wronged by a woman. He decides to buy the station so that Bill can get his job back.

Role:
Bing Hornsby
Starring:
Gracie Allen, George Burns, Stuart Erwin, Leila Hyams, Sharon Lynn
Directed By:
Frank Tuttle
25. Here Is My Heart (1934)
10
6
Here Is My Heart
10
6

Here is my Heart is a musical comedy film which revolves around a rich and well-known singer, who is forced to disguise himself as a waiter in order to be near a European princess, the woman whom he is in love with.

Role:
J.
Starring:
William Frawley, Reginald Owen, Kitty Carlisle, Alison Skipworth, Roland Young
Directed By:
Frank Tuttle
26. Road to Bali (1952)
14
4
Road to Bali
14
4
Role:
George Cochran
Starring:
Jerry Lewis, Dean Martin, Carolyn Jones, Leon Askin, Bob Hope, Jane Russell, Murvyn Vye
Directed By:
Hal Walker
27. Blue Skies (1946)
16
2
Blue Skies
16
2
Role:
Johnny Adams
Starring:
Fred Astaire, Joan Caulfield, Billy De Wolfe, Olga San Juan
Directed By:
Stuart Heisler, Mark Sandrich
28. Jolson Sings Again (1949)
11
5
Jolson Sings Again
11
5

Singer Jolson takes an early retirement as per his wife’s wish, but realizing the importance of music-performance in his life, she later leaves him. After his comeback in the 1940s, he turns more towards frivolous living. But at the beginning of WWII, Jolson starts traveling around to entertain military troops and meets Ellen Clark, an appealing nurse who brings new meaning to his life.

Starring:
Al Jolson, Barbara Hale, Myron McCormick, Ludwig Donath, William Demarest
Directed By:
Henry Levin
29. Star Spangled Rhythm (1942)
12
4
Star Spangled Rhythm
12
4

A musical made during WWII to entertain troops, raise funds and boost morale. Silent Era-Star, Billy Webster is now a gateman at Paramount studios. However, his Navy serviceman son, Johnny, thinks he is a studio executive. As Johnny is arriving with his shipmates, to preserve his illusion, Billy takes help of studio switchboard-operator, Polly, to put up a show with Hollywood’s mega-stars.

Role:
Bing Crosby - 'Old Glory' Number
Starring:
Eva Gabor, Alan Ladd, Fred MacMurray, Ray Milland, Paulette Goddard, Susan Hayward, Bob Hope
Directed By:
George Marshall, A. Edward Sutherland
30. Welcome Stranger (1947)
13
5
Welcome Stranger
13
5
Role:
Dr. James 'Jim' Pearson
Starring:
Barry Fitzgerald, Frank Faylen, Joan Caulfield, Wanda Hendrix
Directed By:
Elliott Nugent
31. East Side of Heaven (1939)
12
2
East Side of Heaven
12
2

A man starts taking care of a 10 month old baby and soon he also gets drawn into the life of the baby’s family.

Role:
Denny Martin
Starring:
Sterling Holloway, Joan Blondell, C. Aubrey Smith, Mischa Auer, Irene Hervey
Directed By:
David Butler
32. Blue of the Night (1933)
11
5
Blue of the Night
11
5
Role:
Bing Crosby aka Jack Smith
Starring:
Franklin Pangborn, Marjorie Kane, Ernie Alexander, Alice Belcher
Directed By:
Leslie Pearce
33. My Favorite Brunette (1947)
12
6
My Favorite Brunette
12
6
Starring:
Peter Lorre, Bob Hope, Alan Ladd, John Hoyt, Lon Chaney Jr.
Directed By:
Elliott Nugent
34. Sing, You Sinners (1938)
13
4
Sing, You Sinners
13
4

Sing, You Sinners is a musical romantic comedy drama film which tells the story of Joe, David and Mike, three brothers, who have never been appreciative of their singing skills. Their lives take a turn when their family is forced into poverty.

Role:
Joe Beebe
Starring:
Fred MacMurray, Elizabeth Patterson, Donald O'Connor, Ellen Drew
Directed By:
Wesley Ruggles
35. Out of This World (1945)
9
4
Out of This World
9
4

Betty Miller and her all-girl band are playing at an orphanage. She comes across a singer named Herbie, whom she recruits into her band, due to his amazing voice. However, the girls are broke, and problems occur when they they end up selling 125 percent of Herbie.  

Starring:
Donald MacBride, Eddie Bracken, Diana Lynn, Veronica Lake
Directed By:
Hal Walker
36. Confessions of a Co-Ed (1931)
10
5
Confessions of a Co-Ed
10
5
Starring:
Norman Foster, Sylvia Sidney, Phillips Holmes, Claudia Dell
Directed By:
David Burton, Dudley Murphy
37. Please (1933)
11
6
Please
11
6
Role:
Howard Jones
Starring:
Vernon Dent, Mary Kornman, Dick Elliott, Dickie Kilby
Directed By:
Arvid E. Gillstrom
38. Mississippi (1935)
11
5
Mississippi
11
5

This American musical comedy is based on a novel called Magnolia. It follows the story of a young singer who is labelled a coward and banished from his town when he refuses to fight for his fiance's honor. He joins a riverboat where his meek personality transforms thanks to the commodore.

Role:
Tom Grayson
Starring:
W. C. Fields, Joan Bennett, Gail Patrick, W.C. Fields, Queenie Smith
Directed By:
A. Edward Sutherland, Wesley Ruggles
39. Anything Goes (1936)
12
2
Anything Goes
12
2

Smitten by beautiful blonde Hope Harcourt, singer-stockbroker Billy Crockett follows her when he sees her being forced on an ocean liner. Believing that she is being kidnapped, he decides to rescue her; however, soon realizes that she is a runaway English heiress being returned home. But when Billy finds that his boss is also on board, he poses as a gangster’s accomplice.

Role:
Billy Crocker
Starring:
John Carradine, Jane Wyman, Ethel Merman, Ida Lupino, Charles Ruggles, Grace Bradley
Directed By:
Lewis Milestone
40. Here Comes the Groom (1951)
15
2
Here Comes the Groom
15
2

Reporter Pete Garvey who works at a French orphanage wants to adopt two children Bobby and Suzi and marry his longtime girlfriend Emmadel. Unfortunately, she got tired of waiting for Pete is engaged to American aristocrat Wilbur Stanley. Pete hatches a plan with Wilbur’s cousin Winnifred Stanley to win Emmadel back. 

Role:
Peter 'Pete' Garvey
Starring:
Alexis Smith, Jane Wyman, Carl Switzer, Franchot Tone, James Barton
Directed By:
Frank Capra
41. They Got Me Covered (1943)
8
3
They Got Me Covered
8
3

Fired by his editor due to his incompetence, an idiotic reporter seeks to redeem himself after he accidentally uncovers a network of Nazi spies in Washington. 

Starring:
Otto Preminger, Bob Hope, Dorothy Lamour, Eduardo Ciannelli
Directed By:
David Butler
42. High Time (1960)
21
4
High Time
21
4

High-Time is a 1960 comedy film, which tells us the story of a restaurant owner Harvey Howard, who decides to go to college at the age of 51. Despite the disapproval of his grown son and daughter, he decides to skip any preferential treatment, and lives in a dorm like the other students. Eventually, he falls in love with Professor Gautier, the French teacher. 

Role:
Harvey Howard
Starring:
Gavin MacLeod, Tuesday Weld, Nicole Maurey, Richard Beymer, Fabian
Directed By:
43. Man on Fire (1957)
13
2
Man on Fire
13
2

A wealthy businessman is bitter about the fact that his wife divorced him, and therefore he prevents her from seeing their child. She eventually decides to take him to court. Now it is up to the judge to determine what is best for the child.

Role:
Earl Carleton
Starring:
Inger Stevens, E.G. Marshall, Mary Fickett, Malcolm Brodrick
Directed By:
Ranald MacDougall
44. Robin and the 7 Hoods (1964)
16
5
Robin and the 7 Hoods
16
5

The murder of boss Big Jim Stevens leaves a void at the top. Gisborne - the one who planned Stevens' murder, takes over. But Stevens always treated Robbo like his son and wanted him to succeed him whenever the time was right. This triggers a gangland war. Jim's sophisticated and beautiful daughter, Marian Stevens, intervenes, but she has her own ulterior motives.

Role:
Allen A. Dale
Starring:
Peter Falk, Edward G. Robinson, Frank Sinatra, Dean Martin, Sammy Davis Jr.
Directed By:
Gordon Douglas
45. Dixie (1943)
9
3
Dixie
9
3

A young songwriter leaves his home in Kentucky, and moves to New Orleans, hoping to find success. He soon ends up in New York, where he makes money by selling his songs to a music publisher. However, he refuses to sell his most treasured composition ‘Dixie’.

Role:
Daniel Decatur Emmett
Starring:
Carl Switzer, Marjorie Reynolds, Billy De Wolfe, Lynne Overman, Dorothy Lamour
Directed By:
A. Edward Sutherland
46. One More Chance (1931)
8
4
One More Chance
8
4
Role:
Bing Bangs
Starring:
Arthur Stone, Patsy O'Leary, Matty Kemp, George Gray
Directed By:
Mack Sennett
47. The Greatest Show on Earth (1952)
9
4
The Greatest Show on Earth
9
4

The Greatest Show on Earth is a drama film which revolves around the lives of a clown, an elephant trainer and trapeze artists, who work in a circus.      

Starring:
James Stewart, Charlton Heston, Bob Hope, Cecil B. DeMille, Gloria Grahame, Betty Hutton
Directed By:
48. Billboard Girl (1932)
8
3
Billboard Girl
8
3
Role:
Bing
Starring:
Marjorie Kane, Dick Stewart, James Eagles, Lincoln Stedman
Directed By:
Leslie Pearce
49. Two for Tonight (1935)
8
3
Two for Tonight
8
3
Role:
Gilbert Gordon
Starring:
Joan Bennett, Mary Boland, Thelma Todd, Lynne Overman
Directed By:
Frank Tuttle
50. The Road to Hong Kong (1962)
11
5
The Road to Hong Kong
11
5
Role:
Harry Turner
Starring:
Joan Collins, Zsa Zsa Gabor, Peter Sellers, David Niven, Bob Hope, Dean Martin, Frank Sinatra
Directed By:
Norman Panama
51. Here Come the Waves (1944)
11
3
Here Come the Waves
11
3
Role:
Johnny Cabot
Starring:
Ann Doran, Betty Hutton, Sonny Tufts, Gwen Crawford
Directed By:
Mark Sandrich
52. Rhythm on the Range (1936)
11
3
Rhythm on the Range
11
3

Doris is the daughter of a wealthy man, who is upset that her marriage has been fixed with a man she doesn’t like. She runs away on the night before her wedding, and soon meets a cowboy named Jeff Larabee.

Role:
Jeff Larabee
Starring:
Frances Farmer, Roy Rogers, Samuel S. Hinds, Martha Raye
Directed By:
Norman Taurog
53. Double or Nothing (1937)
8
4
Double or Nothing
8
4

Wealthy philanthropist Alex Clark’s will instructs his lawyers to drop wallets containing $100 on streets. When 4 honest people return money to lawyers, each is given $5,000 and told to double in 30 days through honest means. The first to achieve it would receive Clark’s estate. But his avaricious brother, left out of the will, tries hard to defeat each one’s efforts. 

Role:
'Lefty' Boylan
Starring:
William Frawley, Andy Devine, Mary Carlisle, Martha Raye
Directed By:
Theodore Reed
54. College Humor (1933)
8
4
College Humor
8
4

This pre-Code musical comedy is based on a story by Dean Fales. Trouble brews when a popular coed gets into calf love with a singing drama teacher. 

Role:
Professor Frederick Danvers
Starring:
George Burns, Gracie Allen, Jack Oakie, Richard Arlen, Mary Carlisle
Directed By:
Wesley Ruggles
55. Scared Stiff (1953)
8
4
Scared Stiff
8
4
Starring:
Carmen Miranda, Jerry Lewis, Dean Martin, Bob Hope, George Dolenz, Lizabeth Scott
Directed By:
George Marshall
56. Alias Jesse James (1959)
8
3
Alias Jesse James
8
3

Foolish insurance agent Milford Farnsworth unwittingly sells life insurance worth US $100000 to notorious outlaw Jesse James. Farnsworth is then sent to the West to protect James, to protect the investment. But Jesse plans on killing Farnsworth and he must survive while falling in love with the beautiful Cora Lee Collins. 

Starring:
Gary Cooper, James Arness, James Garner, Gene Autry, Scatman Crothers, Roy Rogers, Bob Hope
Directed By:
Norman Z. McLeod
57. Top o' the Morning (1949)
13
4
Top o' the Morning
13
4

After the Blarney Stone vanishes from a small town in Ireland, an insurance agent comes to the place to investigate. He meets the daughter of the local policeman, who tells him that his presence is part of a prophecy that predicted that the stone would be stolen. As the investigation continues, it seems that the theft may not be only crime that was committed.

Role:
Joe Mulqueen
Starring:
Hume Cronyn, Barry Fitzgerald, Ann Blyth, Eileen Crowe
Directed By:
David Miller
58. Duffy's Tavern (1945)
8
3
Duffy's Tavern
8
3

After the workers of a factory are laid off, they drown their sorrows at Duffy’s Tavern. Meanwhile, Saloonkeeper Archie recruits performers for a block party.

Role:
Bing Crosby
Starring:
Alan Ladd, Paulette Goddard, Betty Hutton, Ed Gardner
Directed By:
Hal Walker
59. She Loves Me Not (1934)
8
3
She Loves Me Not
8
3
Role:
Paul Lawton
Starring:
Kitty Carlisle, Miriam Hopkins, Henry Stephenson, Edward J. Nugent
Directed By:
Elliott Nugent
60. Sing, Bing, Sing (1933)
8
3
Sing, Bing, Sing
8
3
Role:
Bing
Starring:
Irving Bacon, Franklin Pangborn, Arthur Stone, Florine McKinney
Directed By:
Babe Stafford
61. Anything Goes (1956)
12
2
Anything Goes
12
2

Broadway headliners and partners, Bill Benson and Ted Adams, travel separately to Paris to find a leading lady for their upcoming show. While Bill chooses Patsy Blair, Ted chooses Gaby Duval. Unfortunately, with only one role, the two friends must sort out this mess and find the leading lady on their cruise back to USA. 

Role:
Bill Benson
Starring:
Mitzi Gaynor, Phil Harris, Zizi Jeanmaire, Donald O'Connor
Directed By:
Robert Lewis
62. Let's Make Love (1960)
8
4
Let's Make Love
8
4

Let’s Make Love is a musical romantic comedy film which tells the story of Jean Marc Clement, a billionaire, who learns that he is being satirized in an off-Broadway revue. He goes to the theatre, where he sees Amanda Dell rehearing a song. When the director mistakes him to be an actor, Jean decides to play along, as he finds himself attracted to Amanda.

Starring:
Milton Berle, Gene Kelly, Marilyn Monroe, Yves Montand, Tony Randall, Wilfrid Hyde-White
Directed By:
63. I Surrender Dear (1931)
8
4
I Surrender Dear
8
4
Role:
Bing
Starring:
Luis Alberni, Arthur Stone, Julia Griffith, Marion Sayers
Directed By:
Mack Sennett
64. Birth of the Blues (1941)
9
4
Birth of the Blues
9
4
Role:
Jeff Lambert
Starring:
Brian Donlevy, Mary Martin, Eddie 'Rochester' Anderson, Carolyn Lee
Directed By:
Victor Schertzinger
65. Just for You (1952)
11
2
Just for You
11
2

Renowned Broadway producer Jordan Blake, a widower and father of two teenaged children, is courting his heroine Carolina. When he finds that his daughter Barbara had an argument with police and son Jerry has a crush on Carolina, he realizes he had been neglecting his children. On Carolina’s suggestion, he spends time with them, trying to help them grow into better adults.

Role:
Jordan Blake
Starring:
Natalie Wood, Ethel Barrymore, Jane Wyman, Robert Arthur
Directed By:
Elliott Nugent
66. Paris Honeymoon (1939)
10
3
Paris Honeymoon
10
3
Role:
'Lucky' Lawton
Starring:
Edward Everett Horton, Akim Tamiroff, Franciska Gaal, Shirley Ross
Directed By:
Frank Tuttle
67. The Shining Future (1944)
8
3
The Shining Future
8
3
Starring:
Cary Grant, Frank Sinatra, Charles Ruggles, Olive Blakeney, Jack Carson, Benny Goodman
Directed By:
LeRoy Prinz
68. The Emperor Waltz (1948)
10
2
The Emperor Waltz
10
2
Role:
Virgil Smith
Starring:
Joan Fontaine, Richard Haydn, Lucile Watson, Roland Culver
Directed By:
69. We're Not Dressing (1934)
9
3
We're Not Dressing
9
3

Wealthy and spoiled socialite Doris Worthington is being courted by two princes Michael and Alexander, while having a yacht trip. When the yacht capsizes all of the rich spoiled aristocrats take refuge in a tropical island. They are forced to depend on sailor Stephen Jones who Doris dislikes but secretly loves. 

Role:
Stephen Jones
Starring:
Carole Lombard, Ray Milland, George Burns, Gracie Allen, Ethel Merman
Directed By:
Norman Taurog
70. Riding High (1950)
10
2
Riding High
10
2
Role:
Dan Brooks
Starring:
Frances Gifford, William Demarest, Charles Bickford, Coleen Gray
Directed By:
Frank Capra
71. Just One More Time (1974)
9
3
Just One More Time
9
3

When his beautiful wife Sue is out at work, Alan Street, an artist is forced to fend off the advances of his female neighbors, who seem to be quite attracted to him.  

Role:
Bing Crosby
Starring:
Fred Astaire, Nelson Eddy, Daniel Melnick, Jack Haley Jr.
Directed By:
Michael J. Shapiro
72. Waikiki Wedding (1937)
11
3
Waikiki Wedding
11
3

After winning a beauty contest, a young woman takes part in a publicity campaign, but things don’t go as expected.   

Role:
Tony Marvin
Starring:
Anthony Quinn, George Barbier, Shirley Ross, Martha Raye, Bob Burns
Directed By:
Frank Tuttle
73. Mr. Music (1950)
9
3
Mr. Music
9
3

A songwriter who is crazy about golf tries to avoid working in the production of a musical because it requires long hours of concentration. However, his producer and his secretary thinks of a plan to get him back on track.

Role:
Paul Merrick
Starring:
Peggy Lee, Robert Stack, Charles Coburn, Nancy Olson, Ruth Hussey
Directed By:
Richard Haydn
74. Stagecoach (1966)
13
3
Stagecoach
13
3
Role:
Doc Josiah Boone
Starring:
Slim Pickens, Ann-Margret, Keenan Wynn, Mike Connors, Alex Cord, Red Buttons
Directed By:
Gordon Douglas
75. Mean Dog Blues (1978)
8
2
Mean Dog Blues
R
8
2

When his friend injures a little child due to driving under influence, Paul Ramsey, a singer, offers to state in court that he was the one driving. However, he is double-crossed, due to which he is sent to prison for five years. Soon he finds that prison life is much harsher than he expected.

Starring:
Tina Louise, George Harris Kennedy, Jr, Scatman Crothers, Gregg Henry, Kay Lenz, Felton Perry
Directed By:
Mel Stuart
76. If I Had My Way (1940)
10
3
If I Had My Way
10
3
Role:
Buzz Blackwell
Starring:
Charles Winninger, El Brendel, Allyn Joslyn, Gloria Jean
Directed By:
David Butler
77. Too Much Harmony (1933)
8
3
Too Much Harmony
8
3

Eddie Bronson, a Broadway star, is stranded with his plane in Ohio. He comes across a variety act performed by two men named Dixon and Day, assisted by Ruth, Day’s fiancée. Upon returning to New York, Bronson decides to arrange a show for them, thus providing the small-town stars an opportunity to perform in Broadway.    

Role:
Eddie Bronson
Starring:
Jack Oakie, Richard 'Skeets' Gallagher, Harry Green, Judith Allen
Directed By:
A. Edward Sutherland
78. Hollywood Victory Caravan (1945)
9
4
Hollywood Victory Caravan
9
4

This musical comedy short film revolves around entertainers Bob Hope and Bing Crosby who help a young woman who wants to reach Washington DC in order to pay a visit to her brother.

Role:
Bing Crosby
Starring:
Barbara Stanwyck, Humphrey Bogart, Bob Hope, Alan Ladd, Robert Benchley, Carmen Cavallaro
Directed By:
William D. Russell
79. The Star Maker (1939)
9
2
The Star Maker
9
2
Role:
Larry Earl
Starring:
Ned Sparks, Louise Campbell, Linda Ware, Laura Hope Crews
Directed By:
Roy Del Ruth
80. The Big Broadcast of 1936 (1935)
7
2
The Big Broadcast of 1936
7
2

This comedy film tells us the story of Spud Miller who tries to save his struggling radio station by winning a broadcast competition.

Starring:
Dorothy Dandridge, Gracie Allen, Ethel Merman, George Burns, Jack Oakie, Wendy Barrie
Directed By:
Norman Taurog
81. Doctor Rhythm (1938)
8
3
Doctor Rhythm
8
3

Dr Bill Remsen is asked by his ailing policeman friend to act as a bodyguard for the wealthy Mrs. Lorelei Dodge. Things soon get interesting when Bill falls for the lady’s beautiful niece.

Role:
Dr. Bill Remsen
Starring:
Sterling Holloway, Andy Devine, Mary Carlisle, Beatrice Lillie, Rufe Davis
Directed By:
Frank Tuttle
82. The Road to Victory (1944)
9
2
The Road to Victory
9
2

The Road to Victory is a short drama film which takes a look at how Hollywood stars try to increase the sales of war bonds by singing and entertaining the viewers, during the time of the Second World War. 

Role:
Bing Crosby
Starring:
Cary Grant, Frank Sinatra, Olive Blakeney, Jack Carson, Benny Goodman and His Orchestra
Directed By:
LeRoy Prinz
83. Reaching for the Moon (1930)
8
4
Reaching for the Moon
8
4
Starring:
Walter Walker, Edward Everett Horton, Claud Allister, Jack Mulhall
Directed By:
Edmund Goulding
84. Say One for Me (1959)
10
1
Say One for Me
10
1

Say One for Me is a musical romantic comedy film which revolves around a priest who is running a show business. One of his showgirls is a girl named Holly who applied for the job to pay for her father’s medical bills. Tony, one of the entertainers at the club, develops feelings for Holly.  

Role:
Father Conroy
Starring:
Debbie Reynolds, Ray Walston, Robert Wagner, Les Tremayne
Directed By:
Frank Tashlin
85. Two Plus Fours (1930)
7
3
Two Plus Fours
7
3
Role:
Bing
Starring:
Spec O'Donnell, Nat Carr, Thelma Hill, Edgar Dearing
Directed By:
Ray McCarey
86. Pepe (1960)
7
1
Pepe
7
1

Ranch hand Pepe’s world is turned upside down when alcoholic Hollywood director Mr.Holt buys his beloved friend, a white stallion from its owner. Pepe then goes on an extraordinary adventure through Hollywood, meeting celebrities like Frank Sinatra, Jimmy Durante, Zsa Zsa Gabór, Bing Crosby, and others before being reunited with his beloved stallion. 

Starring:
Bobby Darin, Donna Reed, Cantinflas, Maurice Chevalier, Jack Lemmon, Jimmy Durante, Tony Curtis
Directed By:
George Sidney
87. Abie's Irish Rose (1946)
7
1
Abie's Irish Rose
7
1
Starring:
Shelley Winters, Joanne Dru, George E. Stone, Michael Chekhov, Richard Norris
Directed By:
A. Edward Sutherland
88. Hollywood Handicap (1938)
7
1
Hollywood Handicap
7
1

A group of friends get a race horse after its owner decides to retire. Soon, they gather some money so that they can compete at the Hollywood Derby.

Starring:
Mickey Rooney, Al Jolson, Sing Band The Original, Charles Ruggles, Stuart Erwin, June Collyer
Directed By:
89. Cancel My Reservation (1972)
8
1
Cancel My Reservation
G
8
1

A popular TV talk show host arrives at Arizona alone as an antidote for his stress and as he drives out to his vacation home the following day he finds the dead body of an Indian woman in the car trunk. He is promptly arrested; but is freed due to lack of evidence and on returning home finds a scantily dressed Indian girl. His wife too shows up. 

Starring:
Eva Marie Saint, John Wayne, Bob Hope, Keenan Wynn, Anne Archer, Keenan Wynn
Directed By:
Paul Bogart
90. Terror in the Wax Museum (1973)
5
1
Terror in the Wax Museum
PG
5
1

This horror mystery film takes us to the late 19th century. Someone has been killing the guests in the London wax museum of Claude Dupree, which is known for its collection of famous figures.  When the owner of the museum is killed, his niece decides to continue their family business, and the museum also attracts a police investigator soon. 

Starring:
Elsa Lanchester, Broderick Crawford, John Carradine, Ray Milland, Maurice Evans, Mark Edwards
Directed By:
Georg Fenady
91. Don't Hook Now (1943)
7
1
Don't Hook Now
7
1
Role:
Bing Crosby
Starring:
Bob Hope, Sam Snead, Ben Hogan, Chick Harvard
92. Bing Presents Oreste (1956)
7
2
Bing Presents Oreste
7
2
Role:
Bing Crosby
Starring:
Oreste Kirkop, Victor Young
Directed By:
Edward Dmytryk

TV Movie(s)

1. Dr. Cook's Garden (1971)
13
2
Dr. Cook's Garden
13
2
Role:
Dr. Leonard Cook
Starring:
Blythe Danner, Thomas Barbour, Frank Converse, Fred Burrell
Directed By:
Ted Post
2. Swing Out, Sweet Land (1970)
9
2
Swing Out, Sweet Land
9
2
Starring:
Patrick Wayne, Phyllis Diller, Lorne Greene, Jack Benny, Red Skelton, Michael Landon, Lucille Ball
Directed By:
Stan Harris

Animation(s)

The Legend of Sleepy Hollow (1949)
The Legend of Sleepy Hollow
Role:
Narrator
Starring:
Pinto Colvig, The Rhythmaires
Directed By:
Jack Kinney, Clyde Geronimi
King of Jazz (1930)
King of Jazz
Plot:

This diverse revue of 1930s stars bandleader Paul Whiteman, who was well-recognized as the King of Jazz. The film presents a remarkable range of sketches, concerts by acts such as Rhythm Boys featuring Bing Crosby, musical numbers supervised by Whiteman, and more features.

Starring:
Bela Lugosi, Walter Brennan, John Boles, Laura La Plante, Paul Whiteman
Directed By:
John Murray Anderson
Showdown at Ulcer Gulch (1956)
Showdown at Ulcer Gulch
Starring:
Chico Marx, Bob Hope, Ernie Kovacs, Groucho Marx, Edie Adams
Directed By:
Shamus Culhane
The Adventures of Ichabod and Mr. Toad (1949)
The Adventures of Ichabod and Mr. Toad
Plot:

The first segment in this film tells the story of Mr. J Toad, who is the wealthy proprietor of the Toad Hall estate. His mania for fads has brought him to the brink of bankruptcy. Things get even more complicated when he starts desiring an automobile. The second segment is about Ichabod, a schoolmaster who falls for a beautiful woman named Katrina Van Tassel, which puts him in a love triangle.

Role:
Relating the Story of Ichabod Crane
Starring:
Eric Blore, John McLeish, J. Pat O'Malley, Basil Rathbone
Directed By:
James Algar, Jack Kinney, Clyde Geronimi

TV Shows and Videos

The Phil Silvers Show (1955)
The Phil Silvers Show
Starring:
Alan Alda, Dick Van Dyke, Paul Lynde, Bea Arthur, Dina Merrill, Lucille Ball, Dean Martin
Directed By:
Aaron Ruben, Caprio Al De
Bob Hope Presents the Chrysler Theatre (1963)
Bob Hope Presents the Chrysler Theatre
Starring:
Robert Reed, Ben Gazzara, Cliff Robertson, Eric Braeden, Gena Rowlands, Louis Jourdan, Arthur Godfrey
Directed By:
Stuart Rosenberg, Sydney Pollack, Ron Winston, David Butler, Lawrence Dobkin
Lux Video Theatre (1950)
Lux Video Theatre
Starring:
Alfred Hitchcock, Buster Keaton, Anne Bancroft, Rock Hudson, Vincent Price, Roger Moore, Jayne Mansfield
Directed By:
Richard Goode, Fielder Cook, Buzz Kulik, Earl Eby, Norman Morgan
The Christophers (1952)
The Christophers
Starring:
James Cagney, Teresa Wright, Don Ameche, Irene Dunne, Helen Hayes, Celeste Holm, Jeanne Crain
Directed By:
Charles Bennett
The Danny Thomas Hour (1967)
The Danny Thomas Hour
Starring:
Olivia de Havilland, Geraldine Chaplin, Danny Thomas, Sid Caesar, Richard Todd, May Britt, Janet Leigh
Directed By:
Danny Thomas, Richard C. Sarafian, Robert Gist, Alan Handley, Buddy Bregman
Ford Star Jubilee (1955)
Ford Star Jubilee
Role:
Himself - Special Appearance / ...
Starring:
Julie Andrews, Orson Welles, Lauren Bacall, Betty Grable, Claudette Colbert, Lillian Gish, Marion Ross
Directed By:
Paul Nickell, Franklin J. Schaffner, Noël Coward, Paul Harrison
The Bing Crosby Show (1964)
The Bing Crosby Show
Role:
Bing Collins
Starring:
Frankie Avalon, Joan Fontaine, Beverly Garland, Frank McHugh, Carol Faylen
Directed By:
James Sheldon
The DuPont Show of the Week (1961)
The DuPont Show of the Week
Starring:
Art Carney, Sorrell Booke, Sir John Mills, Ron Leibman, Tom Bosley, Greer Garson, Rod Taylor
Directed By:
Franklin J. Schaffner, Jack Smight, Fielder Cook, James Elson, Fred Freed

Bing Crosby Awards

Academy Awards
Going My Way Best Actor in a Leading Role 1945
Grammy Awards
Winner Best Album Notes 1978
Winner Bing Crosby Award 1963