24 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Randolph | 1 | 4,988 | 4,770 | 1.44% | 104 | 48 | Town |
| Williamstown | 2 | 3,607 | 3,523 | 0.08% | 90 | 40 | Town |
| Thetford | 3 | 2,861 | 2,773 | 0.46% | 66 | 44 | Town |
| Bradford | 4 | 2,856 | 2,791 | 0.42% | 96 | 30 | Town |
| Newbury | 5 | 2,389 | 2,292 | 0.42% | 37 | 64 | Town |
| Randolph | 6 | 2,019 | 2,044 | 0.15% | 451 | 4 | CDP |
| Williamstown | 7 | 1,594 | 1,253 | 1.79% | 475 | 3 | CDP |
| Corinth | 8 | 1,504 | 1,459 | 0.2% | 31 | 48 | Town |
| Bradford | 9 | 1,393 | 925 | 2.96% | 1,465 | 1 | CDP |
| Tunbridge | 10 | 1,375 | 1,343 | 0.07% | 31 | 45 | Town |
| Brookfield | 11 | 1,280 | 1,249 | 0.08% | 31 | 41 | Town |
| Chelsea | 12 | 1,265 | 1,233 | 0.08% | 32 | 40 | Town |
| Braintree | 13 | 1,224 | 1,205 | 0.08% | 32 | 38 | Town |
| Topsham | 14 | 1,224 | 1,200 | -0.08% | 25 | 49 | Town |
| Strafford | 15 | 1,102 | 1,094 | -0.09% | 25 | 44 | Town |
| Orange | 16 | 1,080 | 1,056 | 0% | 28 | 39 | Town |
| Washington | 17 | 1,060 | 1,030 | 0.09% | 27 | 39 | Town |
| Fairlee | 18 | 1,037 | 988 | 0.39% | 52 | 20 | Town |
| Vershire | 19 | 690 | 673 | 0.15% | 19 | 36 | Town |
| West Fairlee | 20 | 628 | 616 | 0% | 28 | 23 | Town |
| Chelsea | 21 | 608 | 463 | 7.23% | 685 | 1 | CDP |
| Newbury | 22 | 463 | 442 | 0.87% | 93 | 5 | Village |
| Wells River | 23 | 456 | 436 | 0.88% | 241 | 2 | Village |
| Fairlee | 24 | 102 | 163 | -4.67% | 169 | 1 | CDP |
Randolph is the largest city in Orange County, with a population of 4,988.
Fairlee is the smallest city in Orange County, with a population of 102.
There are 24 cities in Orange County, Vermont.