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Many websites related to current events and issues, such as oil pipelines, civil wars, and tourism, include maps. You can find many of them by searching Google Image, but make sure that you always go to the original site that Google is indexing. Many of those maps will also have originated elsewhere, so follow the trail until you are satisfied that you know who created or commissioned the map. A useful overview of the making and interpreting of maps may be found at Joni Seager, "Maps," World History Sources.
"Universalis cosmographia secundum Ptholomaei traditionem et Americi Vespucii alioru[m]que lustrationes [Earth], 1507 by Martin Waldseemuller.
This site contains more than 170 maps of cities created between the 15th and 17th centuries.Each image includes basic facts about the city, such as geographic location and political importance, date, cartographer, and publication information
"Dr. Stuckenberg had a life long interest in maps, and while living in Germany purchased the majority of his collection, which consists of three 17th century atlases and over 500 map sheets from the 16th through the 19th century. A few of the cartographers represented in the collection are: Willem Janszoon Blaeu (1571-1638), Matthaus Seutter (1678-1756), and Tobias Conrad Lotter (1717-1777). The maps are housed in Special Collections at Musselman Library." From Gettysburg College.
Large-scale plans of Virginia cities and towns, created to assist fire insurance companies assess the risk associated with insuring a particular property
Map information includes data such as the outline of each building, the size, shape and construction materials, heights, and function of structures, location of windows and doors. The maps also give street names, street and sidewalk widths, property boundaries, building use, and house and block numbers. ; Full-text digital maps; 1867-1970
The History of Cartography Project is a research, editorial, and publishing venture drawing international attention to the history of maps and mapping. The Project treats maps as cultural artifacts created from prehistory through the twentieth century.