Synonyms of head-scratcher

head-scratcher

noun

ˈhed-ˌskra-chər 

as in mystery

something hard to understand or explain

why he chose to sink all of his money into a failing business is a real head-scratcher

Synonyms & Similar Words

• mystery
• puzzle
• enigma
• conundrum
• riddle
• puzzlement
• why
• problem
• secret
• mystification
• closed book
• challenge
• matter
• perplexity
• stumper
• brainteaser
• trouble
• case
• poser
• knot

Example Sentences

Recent Examples of head-scratcher

The extraordinary strength of that lineup seems even more pronounced following the conclusion of a 2026 festival that, by consensus and by comparison, was a bit of a disappointment—not without its good and even great films, though with many head-scratchers in between. — Justin Chang, New Yorker, 27 May 2026

The 2026 Cannes Film Festival was a little quieter than previous editions, to be sure—there was a dearth of Hollywood blockbusters, some more middling work from respected auteurs, and a few genuine head-scratchers. — Radhika Seth, Vogue, 23 May 2026

The gum on the pants, however, was a head-scratcher. — Chanel Vargas, InStyle, 22 May 2026

Yes, recent home pricing strength is a bit of a head-scratcher in an era of lofty mortgage rates and a shaky economy. — Jonathan Lansner, Oc Register, 22 May 2026