I actually don’t think this photo is from Halloween. Costumes for Halloween date from the 1940s. It could be from Ragamuffin Day, a precursor to Halloween that was held on Thanksgiving, where kids wore costumes and went door-to-door. Would love a source for the photo.Edit: another commenter wisely guessed that this could children dressed up for a play.Watch Over the Garden Wall. Not exactly what you’re describing, but it takes inspiration from older animation styles and blends them pretty nicely. These costumes remind of the pumpkin patch episodeNo picture shall be produced which will lower the moral standards of those who see it. Hence the sympathy of the audience shall never be thrown to the side of crime, wrong-doing, evil or sin..

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