All 15 Monty Woolley Movies In Order — All The Best (And Worst) Films To Watch Online

David Deleon
7 min readJun 3, 2024

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Get ready to dive into the world of Monty Woolley movies! In this roundup article, we’ll be taking a closer look at the remarkable film career of this unforgettable actor. From his early beginnings to his later Hollywood success, we’ll explore the unforgettable moments and iconic roles that have made Monty Woolley a cinematic legend. So, sit back, relax, and let’s dive into the captivating world of Monty Woolley Movies.

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1. The Girl of the Golden West (1938)

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In the 1938 musical romantic Western “The Girl of the Golden West, “ famous operetta performers Jeanette MacDonald and Nelson Eddy bring to life the tale of a bandit who disguises himself as an officer to win the heart of a saloon singer. This adventure, filled with wagon trains, covered wagons, and racial stereotypes, unfolds as wanted posters lead to unexpected love and danger. Set against the backdrop of a 19th-century American West, this timeless production brings to life the world of rugged cowboys and lively saloon singers.

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2. Lord Jeff (1938)

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In the year 1938, “Lord Jeff” captivates audiences with a blend of crime and drama. The film follows the journey of a spoiled orphan, raised by con artists, who is sent to reform at a maritime vocational school for orphans.

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3. Everybody Sing (1938)

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Get ready to sing and laugh in the 1938 musical comedy, “Everybody Sing. “ Judy Bellaire, portrayed by the legendary Judy Garland, is expelled from her prestigious private school for expressing her musical talents in a jazzy style. Upon returning home, she stirs up a whirlwind of chaos with her eccentric family, including an actress mother, a playwright father, and a dysfunctional Russian maid. Judy then tries her luck as a blackface singer in a musical, all while discovering love and her true calling.

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4. Zaza (1938)

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Zaza (1938) is a captivating drama-romance film that takes place in the lively music halls of Paris, France. The story revolves around the mesmerizing Zaza, a sultry singer who effortlessly captivates the hearts of her audiences.

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5. Arsène Lupin Returns (1938)

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Arsène Lupin Returns is a captivating crime drama set in pre-World War II France, where the elusive and enigmatic jewel thief Arsène Lupin, also known as René Farrand, finds himself entangled in a heated love triangle. Played by the suave and sophisticated Melvyn Douglas, Arsène Lupin is a notorious thief rumored to be dead but returns to stir the pot.

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6. Three Comrades (1938)

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“Three Comrades” is a poignant drama and passionate love story that explores the depths of human connection and sacrifice. Set in 1914, the film revolves around the lives of three German soldiers, united not only by their camaraderie but also by their love for the same woman, Maritza, who is battling a life-threatening illness. As the soldiers navigate through the trials of love and war, they face personal battles stemming from financial hardships and an accident that changes their lives forever.

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7. Dancing Co-Ed (1939)

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Experience the twinkle of romance and the rhythm of music in the delightful 1939 classic, “Dancing Co-Ed”. Under the pressurizing spotlight, star dancer H. W. Workman finds himself in a pickle when the revelation of a star dancer’s pregnancy emerges. This unexpected news means he’s left with no other choice but to unveil his ingenious scheme. The ambitious producer and his publicist devise a plan to set the dance floor ablaze, by hosting a college dance contest which aims to find the new, shiny star.

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8. Honeymoon in Bali (1939)

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“Honeymoon in Bali” takes us on a whirlwind adventure through the tropical paradise as we follow the story of a dedicated Manhattan career woman who’s swept off her feet by a suave and charming man. He wants her to be his wife, but she hesitates for reasons beyond his comprehension.

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9. The Pied Piper (1942)

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“The Pied Piper” is a heartwarming and gripping war drama from 1942 that captivates audiences with its themes of bravery, patriotism, and the human spirit. When an affable and charismatic Englishman becomes responsible for the care of a group of refugee children during the Nazi invasion of France in 1940, he begins to use his song, known as the “Pied Piper, “ to protect them from harm by luring their pursuers away.

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10. Holy Matrimony (1943)

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Unveil the enchanting story of “Holy Matrimony” in this vintage 1943 film. Based on Arnold Bennett’s novel “Buried Alive, “ the movie follows an artist named Richard (played by Monty Woolley) as he returns to England after years abroad. To escape the pressures of his public persona, Richard assumes the identity of his dead valet.

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11. Since You Went Away (1944)

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Since You Went Away is a timeless classic, set in 1944 during World War II, that explores themes of love, marriage, and the challenges faced by women left behind. The film follows the story of a devoted housewife who finds herself tending to their two daughters alone while her husband is away, fighting for their country.

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12. Night and Day (1946)

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Delve into the extravagant world of Cole Porter in “Night and Day” (1946), a mesmerizing biopic that traverses the composer’s life from his Yale days in the 1910s to the peak of his success in the 1930s and 1940s. This captivating film is woven with tales drawn from the composer’s real-life experiences, revealing the relationships that shaped his remarkable career.

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13. Miss Tatlock’s Millions (1948)

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Join the fun and laughter as you uncover the enchanting world of “Miss Tatlock’s Millions, “ a delightful 1948 romantic comedy featuring an all-star cast. After a fortune’s worth of misfortunes, an innocent stuntman turns to his wits to deceive Miss Tatlock’s family in their quest to claim her millions. As the story unfolds, romance blooms, relationships are tested, and a heartwarming, feel-good tale emerges.

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14. As Young as You Feel (1951)

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In the heartwarming 1951 comedy “As Young as You Feel, “ a 65-year-old printer named Walter Mitchell finds himself at a crossroads. Faced with imminent forced retirement, he concocts a brilliantly elaborate scheme to stave off the inevitable. Posing as a youthful imposter, he steps into the role of a highly sought-after motivational speaker, capturing the hearts and minds of audiences while trying to maintain his cover.

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15. Kismet (1955)

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“Kismet”, a 1955 musical adventure film, follows the journey of a roguish poet who is granted the privilege of living among the scheming Wazir’s harem, all the while pretending to assist him in overthrowing the young caliph. This whimsical tale, set in a campy and fantastical world, weaves together the threads of love, intrigue, and adventure as the poet navigates the complex political landscape of the time. Packed with unforgettable songs and heart-warming romance, “Kismet” is a timeless classic that promises to delight and surprise.

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