7 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Plentywood | 1 | 1,633 | 1,668 | -0.43% | 1,203 | 1.36 | City |
| Medicine Lake | 2 | 243 | 245 | 0% | 615 | 0.40 | Town |
| Westby | 3 | 163 | 167 | -0.61% | 290 | 0.56 | Town |
| Outlook | 4 | 81 | 83 | 0% | 65 | 1.25 | Town |
| Reserve | 5 | 34 | 36 | 6.25% | 25 | 1.35 | CDP |
| Redstone | 6 | 24 | 31 | 9.09% | 71 | 0.34 | CDP |
| Homestead | 7 | 19 | 10 | 5.56% | 44 | 0.43 | CDP |
Plentywood is the largest city in Sheridan County, with a population of 1,633.
Homestead is the smallest city in Sheridan County.
There are 7 cities in Sheridan County, Montana.