How are cities named? Well, for Portland, Oregon, the name came down a coin flip in 1843.
While trying to name the city, Portland was suggested by Francis Pettygrove. The other was Boston, as Asa Lovejoy, a man from Boston, Massachusetts, owned a large part of the original Portland area. The name was selected in a best 2 out of three 3 competition.
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Photo Credits / Sources:
By Frank A. Woodfield (Library of Congress, image number 3c2025u) [Public domain], via Wikimedia Commons