| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Middlebury | 1 | 9,217 | 9,150 | 0.1% | 235 | 39 | Town |
| Bristol | 2 | 3,752 | 3,771 | -0.19% | 93 | 41 | Town |
| Ferrisburgh | 3 | 2,668 | 2,647 | -0.34% | 56 | 47 | Town |
| Vergennes | 4 | 2,563 | 2,550 | 0.16% | 1,044 | 2 | City |
| Monkton | 5 | 2,227 | 2,071 | 0.91% | 62 | 36 | Town |
| Starksboro | 6 | 1,815 | 1,753 | 0.44% | 40 | 45 | Town |
| New Haven | 7 | 1,744 | 1,702 | 0.11% | 42 | 41 | Town |
| Lincoln | 8 | 1,418 | 1,334 | 1.29% | 31 | 46 | Town |
| Addison | 9 | 1,353 | 1,356 | 0.07% | 33 | 42 | Town |
| Cornwall | 10 | 1,287 | 1,210 | -0.23% | 45 | 29 | Town |
| Shoreham | 11 | 1,286 | 1,249 | 0.16% | 30 | 43 | Town |
| Salisbury | 12 | 1,281 | 1,219 | 1.51% | 44 | 29 | Town |
| Bridport | 13 | 1,258 | 1,226 | 0.56% | 29 | 44 | Town |
| Orwell | 14 | 1,254 | 1,243 | 0.32% | 27 | 47 | Town |
| Leicester | 15 | 1,028 | 991 | 0.49% | 49 | 21 | Town |
| Weybridge | 16 | 850 | 816 | 0.71% | 50 | 17 | Town |
| Ripton | 17 | 758 | 736 | 0.8% | 15 | 49 | Town |
| Roxbury | 18 | 668 | 682 | -0.89% | 16 | 42 | Town |
| Panton | 19 | 664 | 655 | 0% | 43 | 15 | Town |
| Waltham | 20 | 469 | 446 | 1.96% | 51 | 9 | Town |
| Whiting | 21 | 411 | 406 | 0.24% | 30 | 14 | Town |
| Hancock | 22 | 355 | 354 | -0.28% | 9.0 | 38 | Town |
| Granville | 23 | 302 | 301 | -0.33% | 6.0 | 51 | Town |
| Goshen | 24 | 191 | 176 | 1.6% | 9.0 | 21 | Town |
Middlebury is the largest city in Addison County, with a population of 9,217.
Goshen is the smallest city in Addison County, with a population of 191.
There are 24 cities in Addison County, Vermont.