| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Edgartown | 1 | 5,424 | 5,168 | -0.4% | 202 | 27 | Town |
| Oak Bluffs | 2 | 5,395 | 5,338 | -0.61% | 740 | 7 | Town |
| Tisbury | 3 | 4,890 | 4,817 | -0.89% | 750 | 7 | Town |
| West Tisbury | 4 | 3,624 | 3,537 | -0.58% | 145 | 25 | Town |
| Chilmark | 5 | 1,244 | 1,213 | -0.72% | 65 | 19 | Town |
| Aquinnah | 6 | 446 | 444 | -1.11% | 84 | 5 | Town |
| Gosnold | 7 | 61 | 63 | -1.61% | 5.0 | 13 | Town |
Edgartown is the largest city in Dukes County, with a population of 5,424.
Gosnold is the smallest city in Dukes County, with a population of 61.
There are 7 cities in Dukes County, Massachusetts.