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Lajitas, Texas, which once elected as their mayor a goat that drank beer, has a population of 75.
Terlingua, Texas, as made famous by Jerry Jeff Walker and home of the Terlingua International Chili Cook-off, has a population of 78.
Luckenbach, Texas, as made famous by Waylon Jennings and Willie Nelson, has a population of 3.
Corleone, Sicily, for obvious reasons. Population around 10k.
Gergovie. The place where we defeated romans 2000 years ago. Doesn't even exist anymore
Wąchock in Poland, (in)famous for being the place where tons of jokes happen, population around 2800.
Also Jeruzal, though known under its fictional name of Wilkowyje, the place where famous TV show "Ranczo" was made, population around 340.
Edit: I just realised the question was recognising the name of the city, not recognising city based on a picture...
Probably Svolvær/Lofoten with a population of ~4700. It doesn't have the official status of "City" in Norway though.
Damn, Morrowind with mods does look great nowadays
Regina, the city that rhymes with fun!
I don't know about the smallest, but I've always thought that Santa Fe, New Mexico has an outsized influence on everything from food to art to architecture and culture. I visited last year and it was much smaller than I envisioned, partly because there are local regulations on building height to keep from ruining the charm of the city.
Gruyères, Switzerland. 2000 inhabitants. Famous for the famous Swiss cheese of the same name.
The New Orleans French Quarter is easy to spot.
Pueblo, CO from tv commercials or maybe Walla Walla, WA from Bugs Bunny.
Forks, Washington population of ~7000 made very notable due to the twilight series. Or Astoria, Oregon population of ~10,000 made famous by the Goonies.
Here in Illinois is Woodstock, at ~25,600 (2020 per Wikipedia). It was the town where Groundhog Day was filmed. There's even some small road signs here and there mentioning it for the rare tourist who comes to see it. Smallest place in the state I can think of, though there's smaller towns that have been used for movies.
Some upcoming off-brand Hallmark x-mas movie will feature local tourist trap town Long Grove IL, pop ~ 8,300 (2020 per Wikipedia). The director grew up near there so knew about it and thought it'd be perfect for his movie.
Winnipeg, Canada (pop. 850k) has a famous namesake in Winnie the Pooh (who was named after Winnipeg) and has been in the Simpsons.
Selma
Well, Brazil is such a huge country and there are lots of smallest cities with still huge population.
Unfornately i would have to say that the smallest one and most famous would probably be because of some recent disaster and one I can remember is Brumadinho. Less than 40k people, a city destroyed after a dam collapsed and a lot of mud flooded everywhere, 5 years ago
Vulcan, Alberta.
Famous because of a spaceship that landed there once, I think.
Some people with pointed ears may have also been involved, but I would replicate that with a grain of salt. I haven't really looked into it.