Connecticut city quiz
Name every city and town in Connecticut on a blank map. 179 incorporated cities and towns and 154 unincorporated communities, each with its real boundary. Type a name and its borders fill in on a street map that has highways and parks but no place names.
Largest cities in Connecticut
| # | City | Population | Land area (sq mi) | People per sq mi |
|---|---|---|---|---|
| 1 | Bridgeport | 152,273 | 16.1 | 9,482 |
| 2 | Stamford | 139,535 | 37.6 | 3,708 |
| 3 | New Haven | 138,774 | 18.7 | 7,425 |
| 4 | Hartford | 121,981 | 17.4 | 7,006 |
| 5 | Waterbury | 115,771 | 28.6 | 4,054 |
| 6 | Norwalk | 94,508 | 22.9 | 4,129 |
| 7 | Danbury | 89,033 | 42.0 | 2,118 |
| 8 | New Britain | 76,286 | 13.4 | 5,693 |
| 9 | Fairfield | 66,262 | 29.9 | 2,215 |
| 10 | Greenwich | 64,801 | 47.7 | 1,358 |
Population: Census Bureau July 2025 estimates. Land area: 2025 Census boundaries.
Largest unincorporated communities
Wallingford Center (18,278), Willimantic (18,149), Storrs (15,979), Kensington (9,962), and Trumbull Center (9,746). Communities count in the quiz unless you switch them off in Options.
Questions
How many cities are in Connecticut?
The Census Bureau’s 2025 boundary files list 179 incorporated places in Connecticut: 1 city, 169 towns, and 9 boroughs. There are also 154 unincorporated communities (census-designated places), which this quiz includes unless you switch them off. That makes 333 places to find in total. In Connecticut almost all land belongs to a town, township or city, so those are the quiz’s main pieces.
What is the largest city in Connecticut?
By population, Bridgeport, with 152,273 people (July 2025 estimate). By land area, New Milford, at 61.6 square miles.
What is the most densely populated city in Connecticut?
Among places with at least 10,000 people, Bridgeport is the densest, with about 9,482 people per square mile on 16.06 square miles of land.
What is the smallest town in Connecticut?
By population, Union, with 804 people (July 2025 estimate).
How does the Connecticut city quiz work?
Type a city, town or community and press Enter. If it is in the quiz, its real boundary fills in green on a blank street map that has highways, parks and water but no place names. A name shared by several places, like Springfield, fills in all of them at once. Hover a found city to see its population, land area and density, ranked within its state.
Is it free?
Yes. Every US quiz is free. Sign in with your email to save progress across devices and appear on the leaderboards.