Not only is this place shaped like a dragon, but note that the river and lake form the beast's digestive system.  From Weird Tales, 1932.

From Wake Forest's 1945 yearbook.

A Yellowstone geyser map.  From Scribner's, 1871.

If you ever wondered about the academic's mortarboard cap, it's a map.  From Elizabethtown College's 1949 yearbook.

From Hangman by Paul Geddes, 1977.

Note the little microscope-like circles that focus on tiny details.  From The Century, 1880.

This is the first floorplan showing where a cow sat down that we've seen this week.  From The Queer Beasts by Arthur Acland, 1919.

Though there's no sea serpent on this map, there is a giant pussycat and the charming inclusion of artists with easels (as well as a turkey in the corn and a place of dreams).  Note also the sideways section at left middle.  From Wheaton College's 1929 yearbook.

From The Story of Mankind by Hendrik Willem Van Loon, 1923.  (So many inaccuracies in this book, but then again history books have always offered the most fiction.)

From The Tale of Cuckoo Brow Wood by Susan Wittig Albert.

"Let's begin with nothing."  From Improvement Era, 1962.

A precursor to the famous New Yorker cover of the compressed map showing New York's view of the world.  It's Noah's Log-Book, from The Century Illustrated, 1889. 

From The Film Daily, 1926.

Map dowsing to find buried treasure and ships with chests of gold coins lost at sea.  From Pendulum Power by Greg Nielsen, 1987

From Goats by Frank Wright Noxon, 1924.

"Don't go to any pub named after authors (Dickens) or characters (Sherlock Holmes).  When in doubt about a pub, find open water (river, lake) and you will find good pubs there!" 

From UFO Newsclipping Service, 1984.

The endpapers from Santa Clara's 1931 yearbook.

From The Book of Life: Vonisa by Sidartha, 1885.