Movies Like The Gay Retreat

If you liked The Gay Retreat (1927), a comedy and war movie directed by Benjamin Stoloff, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
What Did You Do in the War, Daddy? (1966)
★ 5.9/10Also comedy and war
A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way…
2
Carry On Sergeant (1958)
★ 6.4/10Also comedy and war
Sergeant Grimshawe wants to retire in the flush of success by winning the Star Squad prize with his very last platoon of newly called-up National Servicemen. But a motley bunch they turn out to be, and it's up to…
3
Oh! What a Lovely War (1969)
★ 6.7/10Also comedy and war
The working-class Smiths change their initially sunny views on World War I after the five boys of the family witness the harsh reality of trench warfare.
4
Shoulder Arms (1918)
★ 6.8/10Also comedy and war
An American doughboy, stationed in France during the Great War, goes on a daring mission behind enemy lines and becomes a hero.
5
Buck Privates (1941)
★ 6.8/10Also comedy and war
Petty con artists Slicker Smith and Herbie Brown mistakenly join the Army evading the cops. The cop chasing them winds up as their drill instructor. A rich young man and his former working class chauffeur are not only…
6
Hot Shots! Part Deux (1993)
★ 6.5/10Also comedy and war
Topper Harley is found to be working as an odd-job-man in a monastery. The CIA want him to lead a rescue mission into Iraq, to rescue the last rescue team, who went in to rescue the last rescue team—who went in to…
7
Hell Hath No Fury (2021)
★ 6.4/10Also war
Branded a traitor by her countrymen, French national Marie DuJardin is rescued by American soldiers on one condition: to survive, she must lead them to a cache of gold - before the Nazis return to claim it for…
8
Sahara (1995)
★ 6.7/10Also war
After the fall of Tobruk in June 1942, U.S. Army sergeant Joe Gunn leads his tank into the Sahara desert, in order to evade advancing Rommel's forces and reach Allied lines. Along the way he picks up few Allied…
9
Wolf Hound (2022)
★ 6.4/10Also war
Inspired by the real-life German special operations unit KG 200 that shot down, repaired, and flew Allied aircraft as Trojan horses, "Wolf Hound" takes place in 1944 German-occupied France and follows the daring…
10
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
11
The Secret War of Harry Frigg (1968)
★ 6.2/10Also comedy and war
When 5 allied generals are captured in Italy in WWII, it is a propaganda nightmare for the allies. The generals are all 1 star and refuse to take orders from each other in order to plan an escape. Harry Frigg is a…
12
Kelly's Heroes (1970)
★ 7.4/10Also comedy and war
A misfit group of World War II American soldiers goes AWOL to rob a bank behind German lines.
13
The Codes of War (2025)
★ 6.2/10Also war
War stories about family, ethics and honor include the true story of two U.S. Marines who in a span of six seconds, must stand their ground to stop a suicide truck bomb, a Navy Corpsman who attempts to hold on to his…
14
Jarhead: Law of Return (2019)
★ 6.5/10Also war
Major Ronan Jackson, an accomplished fighter pilot for the Israel Defense Forces and son of a U.S. Senator, is shot down while flying through Syrian airspace. After miraculously surviving the crash, Jackson is taken…
15
Hot Shots! (1991)
★ 6.6/10Also comedy and war
The gang that created Airplane! and The Naked Gun sets its sights on Top Gun in this spoof. Topper Harley is a talented but unstable fighter pilot with an axe to grind: clearing the family name. His mission is to…
16
Private Valentine: Blonde & Dangerous (2008)
★ 6.2/10Also comedy
When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain…
17
Boudica (2023)
★ 5.8/10Also war
Inspired by events in A.D. 60, Boudica follows the eponymous Celtic warrior who rules the Iceni people alongside her husband Prasutagus. When he dies at the hands of Roman soldiers, Boudica’s kingdom is left without a…
18
Johnny English Strikes Again (2018)
★ 6.3/10Also comedy
Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep…
19
Playing with Fire (2019)
★ 6.6/10Also comedy
A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
20
The Great Raid (2005)
★ 6.6/10Also war
As World War II rages, the elite Sixth Ranger Battalion is given a mission of heroic proportions: push 30 miles behind enemy lines and liberate over 500 American prisoners of war.