33 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Derby | 1 | 4,492 | 4,573 | -0.33% | 92 | 49 | Town |
| Newport | 2 | 4,304 | 4,447 | -0.67% | 735 | 6 | City |
| Barton | 3 | 2,751 | 2,865 | -0.79% | 64 | 43 | Town |
| Newport | 4 | 2,586 | 1,582 | 6.82% | 62 | 42 | Town |
| Troy | 5 | 1,719 | 1,724 | 0.06% | 48 | 36 | Town |
| Craftsbury | 6 | 1,301 | 1,332 | -0.61% | 33 | 39 | Town |
| Irasburg | 7 | 1,205 | 1,238 | -0.74% | 30 | 40 | Town |
| Glover | 8 | 1,089 | 1,114 | -0.64% | 29 | 38 | Town |
| Coventry | 9 | 1,068 | 1,095 | -0.56% | 40 | 27 | Town |
| Brownington | 10 | 1,020 | 1,043 | -0.58% | 36 | 28 | Town |
| Charleston | 11 | 987 | 1,018 | -0.8% | 27 | 37 | Town |
| Albany | 12 | 943 | 971 | -0.84% | 24 | 39 | Town |
| Lowell | 13 | 873 | 887 | -0.8% | 15 | 57 | Town |
| Greensboro | 14 | 780 | 807 | -0.38% | 21 | 38 | Town |
| Orleans | 15 | 766 | 800 | -0.91% | 867 | 1 | Village |
| Barton | 16 | 716 | 749 | -0.97% | 633 | 1 | Village |
| Derby Line | 17 | 667 | 680 | -0.45% | 919 | 1 | Village |
| Derby Center | 18 | 635 | 649 | -0.47% | 456 | 1 | Village |
| Holland | 19 | 623 | 637 | -0.64% | 16 | 38 | Town |
| Morgan | 20 | 614 | 638 | -0.65% | 20 | 31 | Town |
| North Troy | 21 | 607 | 609 | -0.16% | 324 | 2 | Village |
| Jay | 22 | 542 | 549 | 0.56% | 16 | 34 | Town |
| Westfield | 23 | 520 | 528 | 0% | 13 | 40 | Town |
| Westmore | 24 | 340 | 353 | -0.58% | 10 | 34 | Town |
| Greensboro Bend | 25 | 273 | 215 | 1.11% | 122 | 2 | CDP |
| Lowell | 26 | 206 | 143 | -0.48% | 70 | 3 | CDP |
| Glover | 27 | 203 | 289 | -3.33% | 116 | 2 | CDP |
| Irasburg | 28 | 195 | 106 | 1.04% | 199 | 1 | CDP |
| Newport Center | 29 | 180 | 230 | -3.23% | 457 | 0 | CDP |
| Albany | 30 | 177 | 181 | -0.56% | 115 | 2 | Village |
| Troy | 31 | 110 | 58 | -7.56% | 119 | 1 | CDP |
| Greensboro | 32 | 100 | 125 | -0.99% | 39 | 3 | CDP |
| Coventry | 33 | 18 | 29 | 12.5% | 68 | 0 | CDP |
Derby is the largest city in Orleans County, with a population of 4,492.
Coventry is the smallest city in Orleans County, with a population of 18.
There are 33 cities in Orleans County, Vermont.