Wired Magazine has a map blog that it started just last month. It's already got a lot of nice stuff in it. A recent posting included old maps in the San Francisco library mostly from WWII and the Cold War.
Cartoony bird's eye view of the 1939 World's Fair of the West held on Treasure Island.
This Farsi map of the U.S. was made by the General Drafting Company under contract from the U.S. Information Agency, whose mission was to generate positive propaganda to be distributed abroad in the post-World War II era.