60 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Palm Tree | 1 | 47,517 | 33,499 | 6.33% | 32,501 | 1 | Town |
| Kiryas Joel | 2 | 47,429 | 33,499 | 6.24% | 32,441 | 1 | Village |
| Newburgh | 3 | 31,444 | 31,948 | -0.42% | 725 | 43 | Town |
| Warwick | 4 | 31,398 | 31,940 | -0.45% | 310 | 101 | Town |
| Middletown | 5 | 30,067 | 30,279 | -0.14% | 5,667 | 5 | City |
| Newburgh | 6 | 27,880 | 28,772 | -0.63% | 7,325 | 4 | City |
| New Windsor | 7 | 27,413 | 27,741 | -0.69% | 804 | 34 | Town |
| Montgomery | 8 | 23,378 | 23,236 | 0.34% | 465 | 50 | Town |
| Monroe | 9 | 21,084 | 21,345 | -0.38% | 1,137 | 19 | Town |
| Blooming Grove | 10 | 18,155 | 18,747 | -0.82% | 523 | 35 | Town |
| Goshen | 11 | 14,072 | 14,461 | -0.91% | 322 | 44 | Town |
| Highlands | 12 | 12,669 | 12,912 | -0.56% | 417 | 30 | Town |
| Chester | 13 | 12,572 | 12,620 | -0.06% | 502 | 25 | Town |
| Cornwall | 14 | 12,448 | 12,859 | -0.78% | 467 | 27 | Town |
| Orange Lake | 15 | 10,830 | 9,800 | 2.43% | 1,240 | 9 | CDP |
| Scotchtown | 16 | 10,638 | 9,814 | 0.9% | 2,199 | 5 | CDP |
| Monroe | 17 | 9,469 | 9,488 | -0.04% | 2,711 | 3 | Village |
| Mechanicstown | 18 | 9,061 | 7,770 | 1.65% | 2,706 | 3 | CDP |
| Crawford | 19 | 8,913 | 9,110 | -0.64% | 223 | 40 | Town |
| New Windsor | 20 | 8,755 | 8,866 | -0.13% | 2,327 | 4 | CDP |
| Port Jervis | 21 | 8,449 | 8,738 | -0.68% | 3,340 | 3 | City |
| Wawayanda | 22 | 7,359 | 7,520 | -0.51% | 212 | 35 | Town |
| Deerpark | 23 | 7,294 | 7,489 | -0.61% | 110 | 66 | Town |
| Walden | 24 | 6,947 | 6,867 | 0.23% | 3,458 | 2 | Village |
| Warwick | 25 | 6,432 | 6,659 | -0.69% | 2,651 | 2 | Village |
| Mount Hope | 26 | 6,327 | 6,462 | -0.95% | 252 | 25 | Town |
| West Point | 27 | 6,292 | 6,328 | -0.49% | 341 | 18 | CDP |
| Goshen | 28 | 5,725 | 5,744 | -0.07% | 1,724 | 3 | Village |
| Washingtonville | 29 | 5,609 | 5,723 | -0.41% | 2,210 | 3 | Village |
| Hamptonburgh | 30 | 5,476 | 5,478 | -0.35% | 205 | 27 | Town |
| Firthcliffe | 31 | 5,343 | 5,051 | 0.51% | 1,799 | 3 | CDP |
| Minisink | 32 | 4,726 | 4,616 | 0.36% | 205 | 23 | Town |
| Walton Park | 33 | 4,506 | 3,369 | 2.78% | 1,461 | 3 | CDP |
| Beaver Dam Lake | 34 | 4,120 | 2,535 | 7.15% | 1,689 | 2 | CDP |
| Chester | 35 | 3,940 | 4,079 | -0.71% | 1,834 | 2 | Village |
| Balmville | 36 | 3,932 | 3,581 | 1.29% | 1,857 | 2 | CDP |
| Gardnertown | 37 | 3,835 | 4,011 | -0.93% | 795 | 5 | CDP |
| South Blooming Grove | 38 | 3,797 | 3,904 | -0.55% | 812 | 5 | Village |
| Montgomery | 39 | 3,730 | 3,805 | -0.4% | 2,653 | 1 | Village |
| Tuxedo | 40 | 3,677 | 3,797 | -0.78% | 79 | 47 | Town |
| Highland Falls | 41 | 3,601 | 3,715 | -0.63% | 3,292 | 1 | Village |
| Middletown | 42 | 3,216 | 3,331 | -1.05% | 33 | 97 | Town |
| Maybrook | 43 | 3,112 | 3,162 | -0.32% | 2,298 | 1 | Village |
| Chester | 44 | 3,097 | 3,083 | 0.32% | 37 | 84 | Town |
| Cornwall-on-Hudson | 45 | 2,971 | 3,063 | -0.6% | 1,495 | 2 | Village |
| Greenwood Lake | 46 | 2,953 | 3,028 | -0.51% | 1,459 | 2 | Village |
| Florida | 47 | 2,825 | 2,930 | -0.74% | 1,255 | 2 | Village |
| Vails Gate | 48 | 2,759 | 2,920 | -1.46% | 2,676 | 1 | CDP |
| Florida | 49 | 2,731 | 2,662 | 0.63% | 54 | 50 | Town |
| Fort Montgomery | 50 | 2,674 | 1,867 | 2.85% | 1,452 | 2 | CDP |
| Harriman | 51 | 2,576 | 2,658 | -0.62% | 2,566 | 1 | Village |
| Mountain Lodge Park | 52 | 2,207 | 2,824 | 1.89% | 1,490 | 1 | CDP |
| Pine Bush | 53 | 1,629 | 1,682 | -0.61% | 774 | 2 | CDP |
| Sparrow Bush | 54 | 1,590 | 1,067 | 7.14% | 566 | 3 | CDP |
| Washington Heights | 55 | 1,543 | 1,963 | -0.58% | 1,049 | 1 | CDP |
| Otisville | 56 | 982 | 1,012 | -0.61% | 1,285 | 1 | Village |
| Unionville | 57 | 628 | 645 | -0.48% | 2,052 | 0 | Village |
| Tuxedo Park | 58 | 615 | 637 | -0.65% | 231 | 3 | Village |
| Salisbury Mills | 59 | 226 | 288 | -8.5% | 453 | 0 | CDP |
| Watchtower | 60 | 86 | 2,092 | -64.02% | 121 | 1 | CDP |
Palm Tree is the largest city in Orange County, with a population of 47,517.
Watchtower is the smallest city in Orange County, with a population of 86.
There are 60 cities in Orange County, New York.