This hat wasn't made by Dennison, but was an unlicensed amalgam of imagery from at least two manufacturers - Dennison and Bugle. I'd guess that this was made in Japan in the later 1950s or into the early 1960s. The seller is offering it as a BIN for $15, a price point that I feel fully values the item.
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Mark B. Ledenbach's vintage Halloween collectibles blog.