42 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Palm Tree | 1 | 47,517 | 33,499 | 6.33% | 32,501 | 1.46 | Town |
| Kiryas Joel | 2 | 47,429 | 33,499 | 6.24% | 32,441 | 1.46 | Village |
| Newburgh | 3 | 31,444 | 31,948 | -0.42% | 725 | 43.36 | Town |
| Warwick | 4 | 31,398 | 31,940 | -0.45% | 310 | 101.30 | Town |
| Middletown | 5 | 30,067 | 30,279 | -0.14% | 5,667 | 5.31 | City |
| Newburgh | 6 | 27,880 | 28,772 | -0.63% | 7,325 | 3.81 | City |
| New Windsor | 7 | 27,413 | 27,741 | -0.69% | 804 | 34.08 | Town |
| Montgomery | 8 | 23,378 | 23,236 | 0.34% | 465 | 50.26 | Town |
| Monroe | 9 | 21,084 | 21,345 | -0.38% | 1,137 | 18.55 | Town |
| Blooming Grove | 10 | 18,155 | 18,747 | -0.83% | 523 | 34.73 | Town |
| Goshen | 11 | 14,072 | 14,461 | -0.91% | 322 | 43.64 | Town |
| Highlands | 12 | 12,669 | 12,912 | -0.56% | 417 | 30.42 | Town |
| Chester | 13 | 12,572 | 12,620 | -0.06% | 502 | 25.05 | Town |
| Cornwall | 14 | 12,448 | 12,859 | -0.78% | 467 | 26.66 | Town |
| Monroe | 15 | 9,469 | 9,488 | -0.04% | 2,711 | 3.49 | Village |
| Crawford | 16 | 8,913 | 9,110 | -0.64% | 223 | 40.03 | Town |
| Port Jervis | 17 | 8,449 | 8,738 | -0.68% | 3,340 | 2.53 | City |
| Wawayanda | 18 | 7,359 | 7,520 | -0.51% | 212 | 34.70 | Town |
| Deerpark | 19 | 7,294 | 7,489 | -0.61% | 110 | 66.50 | Town |
| Walden | 20 | 6,947 | 6,867 | 0.23% | 3,458 | 2.01 | Village |
| Warwick | 21 | 6,432 | 6,659 | -0.69% | 2,651 | 2.43 | Village |
| Mount Hope | 22 | 6,327 | 6,462 | -0.95% | 252 | 25.13 | Town |
| Goshen | 23 | 5,725 | 5,744 | -0.07% | 1,724 | 3.32 | Village |
| Washingtonville | 24 | 5,609 | 5,723 | -0.41% | 2,210 | 2.54 | Village |
| Hamptonburgh | 25 | 5,476 | 5,478 | -0.35% | 205 | 26.76 | Town |
| Minisink | 26 | 4,726 | 4,616 | 0.36% | 205 | 23 | Town |
| Chester | 27 | 3,940 | 4,079 | -0.71% | 1,834 | 2.15 | Village |
| South Blooming Grove | 28 | 3,797 | 3,904 | -0.55% | 812 | 4.68 | Village |
| Montgomery | 29 | 3,730 | 3,805 | -0.4% | 2,653 | 1.41 | Village |
| Tuxedo | 30 | 3,677 | 3,797 | -0.78% | 79 | 46.80 | Town |
| Highland Falls | 31 | 3,601 | 3,715 | -0.64% | 3,292 | 1.09 | Village |
| Middletown | 32 | 3,216 | 3,331 | -1.05% | 33 | 96.68 | Town |
| Maybrook | 33 | 3,112 | 3,162 | -0.32% | 2,298 | 1.35 | Village |
| Chester | 34 | 3,097 | 3,083 | 0.32% | 37 | 84.20 | Town |
| Cornwall-on-Hudson | 35 | 2,971 | 3,063 | -0.6% | 1,495 | 1.99 | Village |
| Greenwood Lake | 36 | 2,953 | 3,028 | -0.51% | 1,459 | 2.02 | Village |
| Florida | 37 | 2,825 | 2,930 | -0.74% | 1,255 | 2.25 | Village |
| Florida | 38 | 2,731 | 2,662 | 0.63% | 54 | 50.13 | Town |
| Harriman | 39 | 2,576 | 2,658 | -0.62% | 2,566 | 1 | Village |
| Otisville | 40 | 982 | 1,012 | -0.61% | 1,285 | 0.76 | Village |
| Unionville | 41 | 628 | 645 | -0.47% | 2,052 | 0.31 | Village |
| Tuxedo Park | 42 | 615 | 637 | -0.65% | 231 | 2.66 | Village |
Palm Tree is the largest city in Orange County, with a population of 47,517.
Tuxedo Park is the smallest city in Orange County.
There are 42 cities in Orange County, New York.