19 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Randolph | 1 | 5,059 | 4,770 | 1.42% | 105 | 48 | Town |
| Williamstown | 2 | 3,610 | 3,523 | 0.08% | 90 | 40 | Town |
| Thetford | 3 | 2,874 | 2,773 | 0.45% | 66 | 44 | Town |
| Bradford | 4 | 2,868 | 2,791 | 0.42% | 97 | 30 | Town |
| Newbury | 5 | 2,399 | 2,292 | 0.42% | 37 | 64 | Town |
| Corinth | 6 | 1,507 | 1,459 | 0.2% | 31 | 48 | Town |
| Tunbridge | 7 | 1,376 | 1,343 | 0.07% | 31 | 45 | Town |
| Brookfield | 8 | 1,281 | 1,249 | 0.08% | 31 | 41 | Town |
| Chelsea | 9 | 1,266 | 1,233 | 0.08% | 32 | 40 | Town |
| Braintree | 10 | 1,225 | 1,205 | 0.08% | 32 | 38 | Town |
| Topsham | 11 | 1,223 | 1,200 | -0.08% | 25 | 49 | Town |
| Strafford | 12 | 1,101 | 1,094 | -0.09% | 25 | 44 | Town |
| Orange | 13 | 1,080 | 1,056 | 0% | 28 | 39 | Town |
| Washington | 14 | 1,061 | 1,030 | 0.09% | 27 | 39 | Town |
| Fairlee | 15 | 1,041 | 988 | 0.39% | 52 | 20 | Town |
| Vershire | 16 | 691 | 673 | 0.14% | 19 | 36 | Town |
| West Fairlee | 17 | 628 | 616 | 0% | 28 | 23 | Town |
| Newbury | 18 | 467 | 442 | 0.86% | 94 | 5 | Village |
| Wells River | 19 | 460 | 436 | 0.88% | 243 | 2 | Village |
Randolph is the largest city in Orange County, with a population of 5,059.
Wells River is the smallest city in Orange County, with a population of 460.
There are 19 cities in Orange County, Vermont.