Town names that only locals get the pronunciation correct

That one drives me nuts. It drove my mother nuts too as the Sisters of Carondolet were her teachers. When she was in school in St. Paul, MN it was pronounced the French way. Now even the MN branch mispronounce it.

Another:
LEE-sur for Le Sueur, MN (Named by the French Voyageurs but settled by others who couldn’t pronounce French).

Pompeii, MI is pronounced by the locals as pom-pee-eye.

The small Texas town of Colorado City is pronounced KOL-ə-RAY-də City.

My training there as an aeroscout observer was now over 30 years ago but I seem to remember there was some sort of practice airfield at Louisville. ATC would have heard the name a lot.

New York has Carmel pronounced CAR-mul. It also has Mt. Carmel, pronunciation unknown to me. The first one is sometimes called Mt. Carmel for reasons also unknown.

I seem to remember from my time working there that Missouri has some odd pronunciations. The only one I can remember now is Nevada, pronounced ne-VAY-duh.

Here in Michigan, we’ve got Saline, pronounced suh-LEEN. In Detroit, a main road is Gratiot, pronounced GRA-shit. There’s a township by me named after a Dutch province (not quite spelled the same): Overisel, pronounced over-EYETZ-uhl. The actual Dutch spelling would make it even more challenging for non-natives to pronounce: Overijssel.

Probably named after the biblical Mt Carmel. Or at least assumed to be so named. There is also a biblical town named Carmel, but it’s not as well known.

By my count, there are 11 biblical mountains with North American places named for them:

Ararat
Carmel
Hermon
Horeb
Moriah
Nebo
Olivet
Pisgah
Sinai
Tabor
Zion

New MAD-rid, Missouri

CAI-ro, Illinois

That reminds me of another Oregon one:

Madras: MAD-rəs and not mah-DRAHS, as in the Indian city.

When I was a kid visiting family in Ohio, I was confused when they pronounce Bellefontaine as BellFountain. It bugged me.

In Michigan, it has to be Mackinac Island (or City), pronounced “mackinaw” by locals.

Another one from Michigan, actually not too far from Saline: Milan, pronounced MY-lin.

Oh and Ypsilanti, pronounced ip-seh-LAN-ee.

And in my hometown of Dearborn, MI, when i was a kid in the 80s, all the older people that grew up there (age 50+), called it der-bern. No one pronounces that way anymore.

Dad heard this story only it was about Micanopy in Florida.

Another UK one - Cogenhoe, pronounced Cook-Know

In Australia, there’s a few.

Wollongong - Wool-ong-gong.
Goondiwindi - Gun-duh-windy

Kissimmee, Florida, and I was once a guilty party. LOL

I pronounced it [KISS i mee instead of [Kis SIM mee]

Oh, and one more; Ronkonkoma, NY.

I always pronounced it: [Ron kon KOM a]

It is pronounced: [Ron KON kom a]

As a kid I used to delight in my (English) mother pronouncing the Welsh town of Llanfairpwllgwyngyllgogerychwyrndrobwllllantysiliogogogoch.

Tooele in Utah is pronounced too-WIL-ah.

People in the Chicago area, at least, know that it’s “Mackinaw Island.” For me, the surprise was finding out that the island and boat race was spelled “Mackinac” after only hearing “Mackinaw” for years.