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Smaller U.S. Cities You May Know #2

Based on a clue, can you guess these places in the United States that have a population of less than 100,000?
Some of these are technically villages, towns, boroughs, or unincorporated
Population as of 2023
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Quizmaster
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Last updated: July 28, 2024
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First submittedJuly 28, 2024
Times taken8,179
Average score50.0%
Rating3.92
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Population
Hint
State
Answer
89,922
Route 66 ends at this city's pier
CA
Santa Monica
79,661
The poor quality of its water supply was a national scandal in 2015
MI
Flint
76,586
Located about 60 miles south of the Grand Canyon
AZ
Flagstaff
75,805
Where "The Office" was set
PA
Scranton
69,197
Home to the Pro Football Hall of Fame
OH
Canton
63,518
The Hedge Fund capital of the world
CT
Greenwich
62,043
Where the University of North Carolina is based
NC
Chapel Hill
59,471
The birthplace and headquarters of Wal-Mart
AR
Bentonville
42,552
The capital of Missouri
MO
Jefferson City
38,464
Has the world's oldest, longest, and busiest boardwalk
NJ
Atlantic City
37,612
Spear points found near here have been dated to 11,000 BC – some of the earliest evidence of people in the Americas
NM
Clovis
29,223
Named for its position near the Texas / Arkansas / Louisiana border
AR
Texarkana
29,116
This city's aquarium is built on the site of a defunct sardine cannery
CA
Monterey
25,734
Takes its name from the state motto of California, a Greek word meaning "I have found it"
CA
Eureka
24,717
The nation's elite once flocked here each summer, building gigantic mansion such as The Breakers
RI
Newport
15,847
Tourists flock to the restored "colonial" area of this city founded in 1632
VA
Williamsburg
15,596
The oldest European settlement in the U.S., founded in 1565
FL
St. Augustine
9,986
The oldest city in Oregon, it is the setting of the movies "Goonies", "Free Willy", and "Kindergarten Cop"
OR
Astoria
6,427
Georgia O'Keefe lived in an artist's colony here
NM
Taos
4,318
The easternmost settlement on Long Island
NY
Montauk
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16 Comments
cathlete
+1
Level 78
Jul 28, 2024
Cool! I liked your first version
Eomer
+1
Level 36
Jul 28, 2024
love it, great quiz!
db27
+2
Level 93
Jul 29, 2024
Good quiz. One note -- TEX(as) ARK(ansas) (louisi)ANA
loganite
+6
Level 93
Jul 29, 2024
I never knew the 'ana' was for Louisiana. They should have called it Texarkanahoma, since the Ok state line is 30 miles away, compared to 34 miles to La. ;)
Quizmaster
+2
Level ∞
Jul 29, 2024
Updated the clue
EcceHomo
+3
Level 86
Jul 30, 2024
Referring to the quiz name: it turned out I didn't. 6/20.
Sifhraven
+2
Level 76
Aug 4, 2024
I definitely didn't. I did get to say Eureka! Because I got one.. But that was through logic. Thought I might get about 5 or 6, but only the one. The state abbreviations did nothing for me. The first letter of the city might have gotten me there in a few instances.
PoetsCorner
+1
Level 87
Aug 7, 2024
I live in New York so the Long Island one was easy for me. But, even if it weren't, there's that wonderful Billy Joel line: "We took on diesel back in Montauk yesterday..."
vermiciousknid
+1
Level 91
Aug 20, 2024
Love that song! Maybe I'll remember the city next time I take this quiz, now that you've pointed it out.
5teveB
+1
Level 60
Aug 20, 2024
I only got Monterey because of the book Cannery Row
nations12345eat
+1
Level 49
Aug 20, 2024
eureka is the largest port city between portland and san francisco. smaller ones include ft bragg, crescent city, and coos bay.
tshalla
+2
Level 78
Aug 20, 2024
These clues were excellent, because they demanded that you know something about the town/city - except for Eureka (which probably explains why it's the most-guessed answer at this point.
HyddenRizz
+1
Level 67
Aug 20, 2024
There's a UK version of this quiz where all the questions are like Eureka and its so much better that way
Instrumental
+1
Level 70
Aug 20, 2024
Only got eight, but they included the largest and smallest populated towns.
TheMitskiCrave
+1
Level 58
Mar 3, 2025
I hate to be a pedant but the St. Augustine one should really have the stipulation of "continuously inhabited" because Pensacola pre-dates it by several years.
Degomango
+1
Level 45
Dec 6, 2025
got 2. apparently i may not know these cities
Smaller Cities You May Know
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