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Classic Covers: The Art of Halloween

We rode our brooms back as far as 1913 to share original Halloween art with you.

Bobbing for Apples by J.C. Leyendecker


Bobbing for Apples by J.C. Leyendecker November 1, 1913


Bobbing for Apples
by J.C. Leyendecker
November 1, 1913


Before there were Rockwell covers, there was the great J.C. Leyendecker (a mentor to Rockwell). Leyendecker dressed up these adorable tykes for a neighborhood Halloween party in 1913—apple bobbing and all. This cuteness is quite the contrast with his Halloween cover ten years later (below).

Witches Night Out by J.C. Leyendecker


Witches Night Out by J.C. Leyendecker October 27, 1923


Witches Night Out
by J.C. Leyendecker
October 27, 1923


A creepy witch on a chilly, windy night – and a full harvest moon to illuminate her. Looking at her creepy face (sorry, lady), it is a little difficult to remember that this is the same artist famous for that rakishly handsome, chiseled-featured Arrow Shirt man and the slinky, elegant ladies and gentlemen in the 1920s Kuppenheimer clothing advertisements.

Halloween Fiddler by Norman Rockwell

Halloween Fiddler by Norman Rockwell CG October 22, 1921


Halloween Fiddler
by Norman Rockwell
CG October 22, 1921


A rarely seen Norman Rockwell cover from 1921 shows a fiddler at a Halloween get-together. It must be a lively tune, judging by the way he’s keeping time with a high-stepping foot. Rockwell did 36 covers for the Post’s sister publication, The Country Gentleman.

Lighting the Pumpkin by Eugene Iverd


Lighting the Pumpkin by Eugene Iverd November 3, 1934


Lighting the Pumpkin
by Eugene Iverd
November 3, 1934


This charming cover is from 1934. These kids are ready, dressed in their Halloween best and lighting a giant jack-o’-lantern. Artist Eugene Iverd did many of our best covers of children – see Artist Eugene Iverd’s World of Children, here.

Halloween, 1926 by Edgar Franklin Wittmack


Halloween, 1926 by Edgar Franklin Wittmack October 30, 1926


Halloween, 1926
by Edgar Franklin Wittmack
October 30, 1926


This well-dressed young man is regretting going to that Halloween party – there is something very scary out there! This creepy cover is from 1926.

Witch’s Mask by Charles Kaiser


Witch’s Mask by Charles Kaiser by Charles Kaiser


Witch's Mask
by Charles Kaiser
October 31, 1942


In this 1942 cover by artist Charles Kaiser, a little girl is frightened by the view of this witch’s mask through the window – which begs the question: was the witch winking before?

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  • LAURA MUSHKAT

    nice to see these covers-it tells us that despite technology some things are still the same.
    hugs
    Laura