Film The Best Bing Crosby Movies  

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2.4k votes 463 voters 37.6k views 68 items

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List of the best Bing Crosby movies, ranked best to worst with movie trailers when available. Bing Crosby may be best known for singing holiday classics like "White Christmas" and "Little Drummer Boy," but he also has an impressive catalog of films that are perfect to watch any time of year. Bing Crosby's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Bing Crosby movies is decided by how many votes they receive, so only highly rated Bing Crosby movies will be at the top of the list. Bing Crosby has been in a lot of films, so people often debate each other over what the greatest Bing Crosby movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Bing Crosby films to end the squabble once and for all.

If you think the best Bing Crosby role isn't at the top, then upvote it so it has the chance to become number one. The greatest Bing Crosby performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

This list features films like Going My Way and The Bells of St. Mary's.

"This list answers the questions, "What are the best Bing Crosby movies?" and "What are the greatest Bing Crosby roles of all time?" If you are a fan of Crosby's musicals, you might also enjoy our list of best Danny Kaye movies and best Frank Sinatra movies.

Cecil B. DeMille and Blake Edwards are among those who directed Bing Crosby at one point or another during their careers in the film industry. If you're a fan of Bing Crosby, then check out our lists of the best George Burns and Bob Hope movies as well.

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1
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Bing Crosby, Danny Kaye, Rosemary Clooney White Christmas is a 1954 American musical romantic comedy film directed by Michael Curtiz and starring Bing Crosby, Danny Kaye, Rosemary Clooney, and Vera-Ellen, loosely based on the 1942 film ...more

2
133 16
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Ingrid Bergman, Bing Crosby, Una O'Connor The Bells of St. Mary's is a 1945 American drama film produced and directed by Leo McCarey and starring Bing Crosby and Ingrid Bergman. Written by Dudley Nichols based on a story by Leo McCarey, ...more

3
138 18
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Bing Crosby, Barry Fitzgerald, William Smith Going My Way is a 1944 American musical comedy-drama film directed by Leo McCarey and starring Bing Crosby and Barry Fitzgerald. Based on a story by Leo McCarey, the film is about a new young ...more

4
141 19
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Bing Crosby, Fred Astaire, Irving Berlin Holiday Inn is a 1942 American musical film directed by Mark Sandrich and starring Bing Crosby and Fred Astaire. With music by Irving Berlin, the film has twelve songs written expressly for the ...more

5
101 15
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Frank Sinatra, Grace Kelly, Bing Crosby High Society is a 1956 American musical comedy film directed by Charles Walters and starring Bing Crosby, Grace Kelly, and Frank Sinatra. The film was produced by Sol C. Siegel for ...more

6
50 10
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Bob Hope, Bing Crosby, Anthony Quinn Road to Morocco is a 1942 American comedy film starring Bing Crosby, Bob Hope and Dorothy Lamour, and featuring Anthony Quinn and Dona Drake. The film, which was written by Frank Butler and Don ...more

7
53 13
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Grace Kelly, Bing Crosby, William Holden The Country Girl is a 1954 American drama film directed by George Seaton and starring Bing Crosby, Grace Kelly, and William Holden. Adapted by George Seaton from Clifford Odets' 1950 play of the ...more

8
58 18
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Bing Crosby, Rhonda Fleming, Cedric Hardwicke A Connecticut Yankee in King Arthur's Court is a 1949 American musical comedy film directed by Tay Garnett and starring Bing Crosby, Rhonda Fleming, Sir Cedric Hardwicke, and William Bendix. ...more

9
43 12
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Bob Hope, Dean Martin, Bing Crosby Road to Bali is a 1952 American comedy film directed by Hal Walker and starring Bing Crosby, Bob Hope, and Dorothy Lamour. Released by Paramount Pictures on November 1, 1952, the film is the ...more

10
45 14
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Bing Crosby, Fred Astaire, Joan Caulfield Blue Skies is a 1946 American musical comedy film directed by Stuart Heisler and starring Bing Crosby, Fred Astaire, and Joan Caulfield. Based on a story by Irving Berlin, the film is about a ...more

11
39 15
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Bing Crosby, Basil Rathbone, J. Pat O'Malley The Adventures of Ichabod and Mr. Toad is a 1949 animated package film produced by Walt Disney Productions and released by RKO Radio Pictures. The film consists of two segments – the first is ...more

12
30 9
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Bob Hope, Jim Thorpe, Bing Crosby Road to Utopia is a 1946 American comedy film directed by Hal Walker and starring Bing Crosby, Bob Hope, and Dorothy Lamour. Filmed in 1943 but not released until 1946, Road to Utopia is the ...more

13
38 16
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Frank Sinatra, Dean Martin, Bing Crosby Robin and the 7 Hoods is a 1964 American musical film directed by Gordon Douglas and starring Frank Sinatra, Dean Martin, Sammy Davis, Jr. and Bing Crosby. The picture features Peter Falk, ...more

14
27 9
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Bing Crosby, Louis Armstrong, Lionel Hampton Pennies From Heaven is a 1936 American musical comedy film directed by Norman Z. McLeod and starring Bing Crosby, Madge Evans, and Edith Fellows. Based on the novel The Peacock Feather by ...more

15
28 10
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Bob Hope, Bing Crosby, Dorothy Lamour Road to Rio is a 1947 American comedy film directed by Norman Z. McLeod and starring Bing Crosby, Bob Hope, and Dorothy Lamour. Written by Edmund Beloin and Jack Rose, the film is about two ...more

16
29 12
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Bob Hope, Bing Crosby, Anthony Quinn Road to Singapore is a 1940 American comedy film directed by Victor Schertzinger and starring Bing Crosby, Bob Hope, and Dorothy Lamour. Based on a story by Harry Hervey, the film is about two ...more

17
30 13
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Bob Hope, Bing Crosby, Dorothy Lamour Road to Zanzibar is a 1941 Paramount Pictures comedy film starring Bing Crosby, Bob Hope, and Dorothy Lamour, and marked the second of seven picture in the popular "Road to …" series ...more

18
25 10
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Bing Crosby, Joe DiMaggio, Janet Leigh Angels in the Outfield is a 1951 American comedy film produced and directed by Clarence Brown and starring Paul Douglas and Janet Leigh. Based on a story by Richard Conlin, the film is about a ...more

19
26 11
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Top o' the Morning Bing Crosby, Hume Cronyn, Barry Fitzgerald Top o' the Morning is a 1949 American romantic comedy film directed by David Miller and starring Bing Crosby, Ann Blyth, and Barry Fitzgerald. Written by Edmund Beloin and Richard L. Breen, the ...more

20
25 12
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Ann-Margret, Bing Crosby, Stefanie Powers Stagecoach is a 1966 American film, directed by Gordon Douglas as a remake of the John Ford classic black-and-white western Stagecoach, which won two Academy Awards and received five other ...more

21
19 7
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Bing Crosby, Ethel Merman, Ida Lupino Anything Goes is a 1936 American musical film directed by Lewis Milestone and starring Bing Crosby, Ethel Merman, Charles Ruggles, and Ida Lupino. Based on the stage musical Anything Goes by Guy ...more

22
16 5
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The Big Broadcast Bing Crosby, George Burns, Gracie Allen The Big Broadcast is a 1932 American musical comedy film directed by Frank Tuttle and starring Bing Crosby, Stuart Erwin, and Leila Hyams. Based on the play Wild Waves by William Ford Manley, ...more

23
18 7
Mississippi is listed (or ranked) 23 on the list The Best Bing Crosby Movies
Mississippi Bing Crosby, W. C. Fields, Joan Bennett Mississippi is a 1935 musical comedy film directed by A. Edward Sutherland and starring Bing Crosby, W. C. Fields, and Joan Bennett. Written by Francis Martin and Jack Cunningham based on the ...more

24
22 11
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Bing Crosby, Claude Dauphin, Gabrielle Dorziat Little Boy Lost is a 1953 American drama film directed by George Seaton and starring Bing Crosby, Claude Dauphin, and Christian Fourcade. Based on the novel Little Boy Lost by Marghanita Laski, ...more

25
21 12
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Bob Hope, Peter Sellers, Dean Martin The Road to Hong Kong is a 1962 British comedy film directed by Norman Panama and starring Bing Crosby, Bob Hope, as well as Joan Collins, with a cameo featuring Dorothy Lamour. This was the ...more