33 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Derby town | 1 | 4,409 | 4,569 | -0.85% | 90 | 48.98 | Town |
| Newport | 2 | 4,262 | 4,447 | -0.86% | 728 | 5.86 | City |
| Barton town | 3 | 2,699 | 2,864 | -1.42% | 63 | 42.73 | Town |
| Newport town | 4 | 2,649 | 1,581 | 8.3% | 64 | 41.53 | Town |
| Troy town | 5 | 1,690 | 1,727 | -0.59% | 47 | 36.13 | Town |
| Craftsbury town | 6 | 1,298 | 1,336 | -0.61% | 33 | 39 | Town |
| Irasburg town | 7 | 1,196 | 1,238 | -0.75% | 30 | 40.27 | Town |
| Glover town | 8 | 1,077 | 1,113 | -0.74% | 29 | 37.56 | Town |
| Coventry town | 9 | 1,057 | 1,096 | -0.84% | 39 | 27.02 | Town |
| Brownington town | 10 | 1,013 | 1,043 | -0.59% | 36 | 28.08 | Town |
| Charleston town | 11 | 973 | 1,017 | -1.02% | 26 | 37.11 | Town |
| Albany town | 12 | 933 | 973 | -1.06% | 24 | 38.55 | Town |
| Lowell town | 13 | 871 | 886 | -0.57% | 15 | 56.53 | Town |
| Greensboro town | 14 | 758 | 808 | -1.56% | 20 | 37.80 | Town |
| Orleans | 15 | 755 | 800 | -1.18% | 854 | 0.88 | Village |
| Barton | 16 | 710 | 750 | -1.11% | 628 | 1.13 | Village |
| Derby Line | 17 | 656 | 680 | -0.76% | 904 | 0.73 | Village |
| Derby Center | 18 | 625 | 647 | -0.64% | 449 | 1.39 | Village |
| Holland town | 19 | 618 | 636 | -0.64% | 16 | 37.93 | Town |
| Morgan town | 20 | 600 | 638 | -1.48% | 19 | 31.21 | Town |
| North Troy | 21 | 599 | 608 | -0.33% | 320 | 1.87 | Village |
| Jay town | 22 | 516 | 549 | -1.53% | 15 | 33.91 | Town |
| Westfield town | 23 | 505 | 529 | -1.17% | 13 | 39.91 | Town |
| Westmore town | 24 | 332 | 353 | -1.48% | 10 | 34.45 | Town |
| Greensboro Bend | 25 | 273 | 215 | 1.11% | 122 | 2.23 | CDP |
| Lowell | 26 | 206 | 143 | -0.48% | 70 | 2.93 | CDP |
| Glover | 27 | 203 | 289 | -3.33% | 116 | 1.75 | CDP |
| Irasburg | 28 | 195 | 106 | 1.04% | 199 | 0.98 | CDP |
| Newport Center | 29 | 180 | 230 | -3.23% | 457 | 0.39 | CDP |
| Albany | 30 | 176 | 181 | -0.56% | 114 | 1.54 | Village |
| Troy | 31 | 110 | 58 | -7.56% | 119 | 0.92 | CDP |
| Greensboro | 32 | 100 | 125 | -0.99% | 39 | 2.59 | CDP |
| Coventry | 33 | 18 | 29 | 12.5% | 68 | 0.26 | CDP |
Derby town is the largest city in Orleans County, with a population of 4,409.
Coventry is the smallest city in Orleans County.
There are 33 cities in Orleans County, Vermont.