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The two cities that come to the top of my head are:
Waukesha, WI: Pretty much every person I've talked to outside of Wisconsin about this city pronounces it like "wau-KEY-shaw". It's pronounced more like "waw-ki-shaw". They "ki" is short and most people just prolong that part like "keeey".
Kaukauna: I die every time someone tries to say this outside this region.
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So that you die less, how is it pronounced? Never even heard of it.
Both of those are alternate pronunciations. They may be less common, but the words are "actually pronounced" both ways.
Names and places are another thing, because there's a certain degree of ownership of the name. If the Carnegies say "car-NAY-gee", it's "car-NAY-gee". Their family. Their name. Their pronunciation.
Same with places. New Yorkers say Houston St is pronounced "Howston"? So be it.
One of my favorite examples is Appalachian. Most folks in the southern part of the range say "App-uh-latch-in," while folks from farther north say "App-uh-lay-shun." So which is correct? They both are!
Yup. 'Howston' it is because the man the street is named after (William Houstoun) last name was pronounced that way. The spelling has been changed to drop the 2nd 'u' but yes it is 'Howston' not 'Hyooston'.
One of my favorite examples is Appalachian. Most folks in the southern part of the range say "App-uh-latch-in," while folks from farther north say "App-uh-lay-shun." So which is correct? They both are!
I used to live in a small town in NY called "Apalachin" (yes ONE "P").
I work (volunteer, actually) in the tourism industry and the mispronunciations I've noticed tourists make most often when they visit Utah are these two:
Alta. People say they're coming here to ski at Alta, a resort in the mountains just east of Salt Lake City. It's not pronounced AHL-ta. The initial 'A' is pronounced is a short 'a', like the 'A' in the man's name "Albert."
The other one is Zion. Zion National Park in Southern Utah rhymes with "Lion." So it's ZI-un, not ZI-on. It also actually easier and more natural to pronounce it correctly.
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