30 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Sheboygan | 1 | 49,536 | 49,938 | -0.18% | 3,099 | 16 | City |
| Sheboygan | 2 | 49,536 | 49,974 | -0.18% | 3,099 | 16 | City |
| Plymouth | 3 | 8,833 | 8,937 | -0.24% | 1,648 | 5 | City |
| Plymouth | 4 | 8,833 | 8,936 | -0.24% | 1,648 | 5 | City |
| Sheboygan Falls | 5 | 8,769 | 8,204 | 1.31% | 1,596 | 5 | City |
| Sheboygan Falls | 6 | 8,769 | 8,204 | 1.31% | 1,596 | 5 | City |
| Howards Grove | 7 | 3,199 | 3,239 | -0.28% | 1,438 | 2 | Village |
| Howards Grove | 8 | 3,199 | 3,242 | -0.28% | 1,438 | 2 | Village |
| Oostburg | 9 | 3,058 | 3,057 | -0.03% | 1,509 | 2 | Village |
| Oostburg | 10 | 3,058 | 3,060 | -0.03% | 1,509 | 2 | Village |
| Kohler | 11 | 2,295 | 2,187 | 0.92% | 432 | 5 | Village |
| Kohler | 12 | 2,295 | 2,187 | 0.92% | 432 | 5 | Village |
| Cedar Grove | 13 | 2,093 | 2,099 | -0.1% | 958 | 2 | Village |
| Cedar Grove | 14 | 2,093 | 2,101 | -0.1% | 958 | 2 | Village |
| Random Lake | 15 | 1,572 | 1,562 | 0.13% | 1,047 | 2 | Village |
| Random Lake | 16 | 1,572 | 1,562 | 0.13% | 1,047 | 2 | Village |
| Elkhart Lake | 17 | 1,140 | 945 | 3.45% | 855 | 1 | Village |
| Elkhart Lake | 18 | 1,140 | 948 | 3.45% | 855 | 1 | Village |
| Hingham | 19 | 847 | 800 | -0.35% | 316 | 3 | CDP |
| Cascade | 20 | 705 | 723 | -0.56% | 857 | 1 | Village |
| Cascade | 21 | 705 | 724 | -0.56% | 857 | 1 | Village |
| Gibbsville | 22 | 529 | 493 | 0.19% | 620 | 1 | CDP |
| Adell | 23 | 485 | 499 | -0.61% | 869 | 1 | Village |
| Adell | 24 | 485 | 498 | -0.61% | 869 | 1 | Village |
| Waldo | 25 | 483 | 467 | 0.63% | 496 | 1 | Village |
| Waldo | 26 | 483 | 466 | 0.63% | 496 | 1 | Village |
| Glenbeulah | 27 | 451 | 457 | -0.44% | 649 | 1 | Village |
| Glenbeulah | 28 | 451 | 459 | -0.44% | 649 | 1 | Village |
| Batavia | 29 | 292 | 237 | 6.96% | 382 | 1 | CDP |
| Greenbush | 30 | 131 | 194 | -1.5% | 171 | 1 | CDP |
Sheboygan is the largest city in Sheboygan County, with a population of 49,536.
Greenbush is the smallest city in Sheboygan County, with a population of 131.
There are 30 cities in Sheboygan County, Wisconsin.