| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Randolph | 1 | 5,012 | 4,770 | 1.09% | 104 | 48 | Town |
| Williamstown | 2 | 3,554 | 3,520 | -0.62% | 88 | 40 | Town |
| Thetford | 3 | 2,878 | 2,775 | 0.52% | 66 | 44 | Town |
| Bradford | 4 | 2,830 | 2,788 | -0.14% | 95 | 30 | Town |
| Newbury | 5 | 2,367 | 2,293 | -0.17% | 37 | 64 | Town |
| Corinth | 6 | 1,474 | 1,456 | -0.54% | 31 | 48 | Town |
| Tunbridge | 7 | 1,354 | 1,345 | -0.73% | 30 | 45 | Town |
| Brookfield | 8 | 1,268 | 1,255 | -0.63% | 31 | 41 | Town |
| Chelsea | 9 | 1,245 | 1,230 | -0.56% | 31 | 40 | Town |
| Braintree | 10 | 1,228 | 1,205 | 0.16% | 32 | 38 | Town |
| Topsham | 11 | 1,208 | 1,199 | -0.74% | 25 | 49 | Town |
| Strafford | 12 | 1,086 | 1,092 | -0.55% | 25 | 44 | Town |
| Orange | 13 | 1,064 | 1,057 | -0.65% | 28 | 39 | Town |
| Washington | 14 | 1,064 | 1,030 | 0.09% | 27 | 39 | Town |
| Fairlee | 15 | 1,060 | 994 | 1.15% | 53 | 20 | Town |
| Vershire | 16 | 681 | 673 | -0.58% | 19 | 36 | Town |
| West Fairlee | 17 | 620 | 614 | -0.64% | 27 | 23 | Town |
| Newbury | 18 | 463 | 442 | 0.87% | 93 | 5 | Village |
| Wells River | 19 | 452 | 437 | 0.67% | 239 | 2 | Village |
Randolph is the largest city in Orange County, with a population of 5,012.
Wells River is the smallest city in Orange County, with a population of 452.
There are 19 cities in Orange County, Vermont.