| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Derby | 1 | 4,407 | 4,567 | -1.1% | 90 | 49 | Town |
| Newport | 2 | 4,243 | 4,452 | -0.73% | 724 | 6 | City |
| Newport | 3 | 2,751 | 1,581 | 6.5% | 66 | 42 | Town |
| Barton | 4 | 2,694 | 2,865 | -1.39% | 63 | 43 | Town |
| Troy | 5 | 1,691 | 1,724 | -0.7% | 47 | 36 | Town |
| Craftsbury | 6 | 1,274 | 1,331 | -1.32% | 33 | 39 | Town |
| Irasburg | 7 | 1,182 | 1,238 | -1.42% | 29 | 40 | Town |
| Glover | 8 | 1,061 | 1,111 | -1.39% | 28 | 38 | Town |
| Coventry | 9 | 1,044 | 1,095 | -1.42% | 39 | 27 | Town |
| Brownington | 10 | 1,002 | 1,047 | -1.38% | 36 | 28 | Town |
| Charleston | 11 | 968 | 1,016 | -1.43% | 26 | 37 | Town |
| Albany | 12 | 927 | 973 | -1.38% | 24 | 39 | Town |
| Lowell | 13 | 883 | 887 | 0% | 16 | 57 | Town |
| Greensboro | 14 | 770 | 811 | -1.03% | 20 | 38 | Town |
| Orleans | 15 | 754 | 802 | -0.92% | 853 | 1 | Village |
| Barton | 16 | 708 | 752 | -0.98% | 626 | 1 | Village |
| Derby Line | 17 | 660 | 682 | -0.45% | 909 | 1 | Village |
| Derby Center | 18 | 630 | 646 | -0.32% | 452 | 1 | Village |
| Morgan | 19 | 614 | 638 | -0.16% | 20 | 31 | Town |
| Holland | 20 | 609 | 637 | -1.46% | 16 | 38 | Town |
| North Troy | 21 | 599 | 607 | -0.17% | 320 | 2 | Village |
| Jay | 22 | 539 | 550 | 0% | 16 | 34 | Town |
| Westfield | 23 | 514 | 528 | -0.58% | 13 | 40 | Town |
| Westmore | 24 | 337 | 353 | -0.59% | 10 | 34 | Town |
| Albany | 25 | 175 | 181 | -0.57% | 113 | 2 | Village |
Derby is the largest city in Orleans County, with a population of 4,407.
Albany is the smallest city in Orleans County, with a population of 175.
There are 25 cities in Orleans County, Vermont.