58 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Derby | 1 | 4,492 | 4,582 | -0.33% | 92 | 49 | Town |
| Derby | 2 | 4,492 | 4,573 | -0.33% | 92 | 49 | Town |
| Newport | 3 | 4,304 | 4,453 | -0.67% | 735 | 6 | City |
| Newport | 4 | 4,304 | 4,447 | -0.67% | 735 | 6 | City |
| Barton | 5 | 2,751 | 2,872 | -0.79% | 64 | 43 | Town |
| Barton | 6 | 2,751 | 2,865 | -0.79% | 64 | 43 | Town |
| Newport | 7 | 2,586 | 1,528 | 6.82% | 62 | 42 | Town |
| Newport | 8 | 2,586 | 1,582 | 6.82% | 62 | 42 | Town |
| Troy | 9 | 1,719 | 1,727 | 0.06% | 48 | 36 | Town |
| Troy | 10 | 1,719 | 1,724 | 0.06% | 48 | 36 | Town |
| Craftsbury | 11 | 1,301 | 1,334 | -0.61% | 33 | 39 | Town |
| Craftsbury | 12 | 1,301 | 1,332 | -0.61% | 33 | 39 | Town |
| Irasburg | 13 | 1,205 | 1,239 | -0.74% | 30 | 40 | Town |
| Irasburg | 14 | 1,205 | 1,238 | -0.74% | 30 | 40 | Town |
| Glover | 15 | 1,089 | 1,116 | -0.64% | 29 | 38 | Town |
| Glover | 16 | 1,089 | 1,114 | -0.64% | 29 | 38 | Town |
| Coventry | 17 | 1,068 | 1,098 | -0.56% | 40 | 27 | Town |
| Coventry | 18 | 1,068 | 1,095 | -0.56% | 40 | 27 | Town |
| Brownington | 19 | 1,020 | 1,044 | -0.58% | 36 | 28 | Town |
| Brownington | 20 | 1,020 | 1,043 | -0.58% | 36 | 28 | Town |
| Charleston | 21 | 987 | 1,019 | -0.8% | 27 | 37 | Town |
| Charleston | 22 | 987 | 1,018 | -0.8% | 27 | 37 | Town |
| Albany | 23 | 943 | 974 | -0.84% | 24 | 39 | Town |
| Albany | 24 | 943 | 971 | -0.84% | 24 | 39 | Town |
| Lowell | 25 | 873 | 889 | -0.8% | 15 | 57 | Town |
| Lowell | 26 | 873 | 887 | -0.8% | 15 | 57 | Town |
| Greensboro | 27 | 780 | 809 | -0.38% | 21 | 38 | Town |
| Greensboro | 28 | 780 | 807 | -0.38% | 21 | 38 | Town |
| Orleans | 29 | 766 | 802 | -0.91% | 867 | 1 | Village |
| Orleans | 30 | 766 | 800 | -0.91% | 867 | 1 | Village |
| Barton | 31 | 716 | 751 | -0.97% | 633 | 1 | Village |
| Barton | 32 | 716 | 749 | -0.97% | 633 | 1 | Village |
| Derby Line | 33 | 667 | 680 | -0.45% | 919 | 1 | Village |
| Derby Line | 34 | 667 | 680 | -0.45% | 919 | 1 | Village |
| Derby Center | 35 | 635 | 651 | -0.47% | 456 | 1 | Village |
| Derby Center | 36 | 635 | 649 | -0.47% | 456 | 1 | Village |
| Holland | 37 | 623 | 639 | -0.64% | 16 | 38 | Town |
| Holland | 38 | 623 | 637 | -0.64% | 16 | 38 | Town |
| Morgan | 39 | 614 | 639 | -0.65% | 20 | 31 | Town |
| Morgan | 40 | 614 | 638 | -0.65% | 20 | 31 | Town |
| North Troy | 41 | 607 | 611 | -0.16% | 324 | 2 | Village |
| North Troy | 42 | 607 | 609 | -0.16% | 324 | 2 | Village |
| Jay | 43 | 542 | 551 | 0.56% | 16 | 34 | Town |
| Jay | 44 | 542 | 549 | 0.56% | 16 | 34 | Town |
| Westfield | 45 | 520 | 529 | 0% | 13 | 40 | Town |
| Westfield | 46 | 520 | 528 | 0% | 13 | 40 | Town |
| Westmore | 47 | 340 | 354 | -0.58% | 10 | 34 | Town |
| Westmore | 48 | 340 | 353 | -0.58% | 10 | 34 | Town |
| Greensboro Bend | 49 | 273 | 215 | 1.11% | 122 | 2 | CDP |
| Lowell | 50 | 206 | 143 | -0.48% | 70 | 3 | CDP |
| Glover | 51 | 203 | 289 | -3.33% | 116 | 2 | CDP |
| Irasburg | 52 | 195 | 106 | 1.04% | 199 | 1 | CDP |
| Newport Center | 53 | 180 | 230 | -3.23% | 457 | 0 | CDP |
| Albany | 54 | 177 | 182 | -0.56% | 115 | 2 | Village |
| Albany | 55 | 177 | 181 | -0.56% | 115 | 2 | Village |
| Troy | 56 | 110 | 58 | -7.56% | 119 | 1 | CDP |
| Greensboro | 57 | 100 | 125 | -0.99% | 39 | 3 | CDP |
| Coventry | 58 | 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 58 cities in Orleans County, Vermont.