Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like The Square Peg

If you loved The Square Peg, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for The Square Peg.

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#1
Carry On Sergeant

Carry On Sergeant

1958★ 6.4

Why watch this? A perfect follow-up to The Square Peg for fans of War & Comedy. It captures a similar light-hearted atmosphere.

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 the...

#2
What Did You Do in the War, Daddy?

What Did You Do in the War, Daddy?

1966★ 5.9

Why watch this? A perfect follow-up to The Square Peg for fans of War & Comedy. It captures a similar light-hearted atmosphere.

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...

#3
Tobruk

Tobruk

1967★ 6.4

Why watch this? A perfect follow-up to The Square Peg for fans of War. It captures a similar emotionally gripping atmosphere.

In September 1942, the German Afrika Korps under Rommel have successfully pushed the Allies back into Egypt. A counter-attack is planned, for which the fuel dumps at Tobruk are a c...

#4
Buck Privates

Buck Privates

1941★ 6.7

Why watch this? A perfect follow-up to The Square Peg for fans of War & Comedy. It captures a similar light-hearted atmosphere.

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...

#5
No Time for Sergeants

No Time for Sergeants

1958★ 7.2

Why watch this? A perfect follow-up to The Square Peg for fans of War & Comedy. It captures a similar light-hearted atmosphere.

Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?...

#6
Overlord

Overlord

1975★ 6.7

Why watch this? A perfect follow-up to The Square Peg for fans of War. It captures a similar emotionally gripping atmosphere.

During World War II, a young man is called up and, with an increasing sense of foreboding, undertakes his army training ready for D-Day, June 6th, 1944....

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