Free Puzzles: Halloween Edition

Three children crouch around a bin bobbing for apples, the girl in the middle is looking up toward the camera.

“When’s My Turn Coming?” New-York Tribune (New York, NY), October 28, 1906.

If you’re looking for a Halloween treat, take a break from the spooky and the scary and enjoy some of these Halloween themed puzzles from our historic newspapers in Chronicling America.* These puzzles are perfect for adults and children alike and go perfectly with a cup of hot apple cider.

With new digitized newspapers being put up all the time, it’s always fun to search for more games and puzzles in Chronicling America. If you want to see more, take a look at some of our previous Free Puzzles posts.


The silhouette of a witch is in black with white boxes over top forming a crossword puzzle, with the clues written below.

“The Halloween Witch,” Evening Star (Washington, DC), October 27, 1935.

The outline of a jack-o-lantern is filled with boxes for a crossword puzzle, which the text of clues beneath.

“Jack-O-Lantern,” Evening Star
(Washington, DC), October 30, 1927.

A silhouette of a leaf is covered with white boxes creating a crossword puzzle, clues are written beneath.

“An Autumn Leaf,” Evening Star (Washington, DC), October 25, 1936.


















Puzzle Pieces

An assortment of shapes with different parts of a picture are displayed in a box.

“A Hallowe’en Puzzle,” Pensacola Journal (Pensacola, FL), October 29, 1922.

several shapes are filled with pieces of pictures around a boy who has fall over.

“Hallowe’en,” Rock Island Argus (Rock Island, IL), October 28, 1919.

An illustration of two children cutting into a large pumpkin while shapes surround them.

“Hallowe’en Puzzle,” Burlington Weekly Free Press (Burlington, VT), October 25, 1917.

Letters and Numbers

Illustration of a bug in a dress standing next to a jack o lantern.

“Halloween Puzzle,” New-York Tribune (New York, NY), October 29, 1911.

An illustration of the letter W with a hat, a speech bubble says I can't stop scratching myself.

“Daily Puzzles,” The Times Dispatch (Richmond, VA), October 31, 1911.

Illustration of three pumpkins with numbers inside.

“The Three Pumpkins,” Seattle Star (Seattle, WA), October 30, 1922.

If you can’t get enough of Halloween, take a look at more of our Halloween blog posts!

*The Chronicling America historic newspapers online collection is a product of the National Digital Newspaper Program and jointly sponsored by the Library and the National Endowment for the Humanities.

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