9 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Clinton | 1 | 9,569 | 9,209 | 0.63% | 1,050 | 9 | City |
| Windsor | 2 | 2,895 | 2,772 | 0.73% | 1,197 | 2 | City |
| Urich | 3 | 480 | 467 | 0.42% | 1,188 | 0 | City |
| Calhoun | 4 | 409 | 396 | 0.49% | 416 | 1 | City |
| Deepwater | 5 | 397 | 358 | 1.79% | 468 | 1 | City |
| Montrose | 6 | 395 | 385 | 0.51% | 693 | 1 | City |
| Creighton | 7 | 334 | 327 | 0.3% | 968 | 0 | City |
| Blairstown | 8 | 98 | 95 | 1.03% | 394 | 0 | City |
| Brownington | 9 | 73 | 69 | 1.39% | 603 | 0 | Town |
Clinton is the largest city in Henry County, with a population of 9,569.
Brownington is the smallest city in Henry County, with a population of 73.
There are 9 cities in Henry County, Missouri.