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It sounds like a possible kind of Adventurer Outfit, which explicitly mentions wearing a fedora, vest, or scarf.
If you're saying this phenomenon is exclusive to stuff produced by the Disney company, it could be a kind of Creator Thumbprint. It's a little hard to tell without knowing whether there's a screenwriter, director, or costume designer common between the shows who likes this archetype.
I know exactly what sort of character is being referenced here. Hard to explain but it's a slightly edgy, trendy, counter-culture archetype.
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you know that stereotype where the best friend of the main character in a disney channel original movie or disney channel show will wear a fedora, blazer, vest, maybe a tie or a scarf? Yeah what is that?