42 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Kiryas Joel | 1 | 49,039 | 33,510 | 5.57% | 33,542 | 1 | Village |
| Palm Tree | 2 | 47,707 | 33,510 | 4.2% | 32,631 | 1 | Town |
| Newburgh | 3 | 31,939 | 31,951 | 0.14% | 737 | 43 | Town |
| Warwick | 4 | 31,857 | 31,935 | 0.15% | 314 | 101 | Town |
| Middletown | 5 | 30,131 | 30,301 | -0.09% | 5,679 | 5 | City |
| Newburgh | 6 | 27,884 | 28,775 | -0.53% | 7,326 | 4 | City |
| New Windsor | 7 | 27,787 | 27,741 | -0.12% | 815 | 34 | Town |
| Monroe | 8 | 24,743 | 21,355 | 4.84% | 1,334 | 19 | Town |
| Montgomery | 9 | 23,314 | 23,240 | 0.02% | 464 | 50 | Town |
| Blooming Grove | 10 | 18,356 | 18,734 | -0.27% | 528 | 35 | Town |
| Goshen | 11 | 14,468 | 14,442 | 0.23% | 332 | 44 | Town |
| Chester | 12 | 13,035 | 12,633 | 1.01% | 520 | 25 | Town |
| Highlands | 13 | 12,653 | 12,905 | -0.2% | 416 | 30 | Town |
| Cornwall | 14 | 12,575 | 12,856 | -0.27% | 472 | 27 | Town |
| Monroe | 15 | 9,508 | 9,490 | 0.03% | 2,722 | 3 | Village |
| Crawford | 16 | 9,034 | 9,111 | -0.07% | 226 | 40 | Town |
| Port Jervis | 17 | 8,479 | 8,739 | -0.5% | 3,351 | 3 | City |
| Wawayanda | 18 | 8,159 | 7,518 | 2.98% | 235 | 35 | Town |
| Deerpark | 19 | 7,371 | 7,490 | -0.18% | 111 | 66 | Town |
| Walden | 20 | 6,931 | 6,865 | 0.16% | 3,450 | 2 | Village |
| Warwick | 21 | 6,488 | 6,661 | -0.44% | 2,674 | 2 | Village |
| Mount Hope | 22 | 6,291 | 6,468 | -0.94% | 250 | 25 | Town |
| Goshen | 23 | 5,766 | 5,747 | 0.05% | 1,737 | 3 | Village |
| Washingtonville | 24 | 5,615 | 5,720 | -0.3% | 2,212 | 3 | Village |
| Hamptonburgh | 25 | 5,529 | 5,476 | 0% | 207 | 27 | Town |
| Minisink | 26 | 4,728 | 4,612 | 0.23% | 206 | 23 | Town |
| Chester | 27 | 3,973 | 4,077 | -0.43% | 1,850 | 2 | Village |
| South Blooming Grove | 28 | 3,797 | 3,889 | -0.39% | 812 | 5 | Village |
| Montgomery | 29 | 3,767 | 3,808 | -0.19% | 2,679 | 1 | Village |
| Tuxedo | 30 | 3,740 | 3,796 | -0.08% | 80 | 47 | Town |
| Highland Falls | 31 | 3,614 | 3,715 | -0.47% | 3,303 | 1 | Village |
| Middletown | 32 | 3,211 | 3,328 | -0.65% | 33 | 97 | Town |
| Maybrook | 33 | 3,129 | 3,164 | -0.19% | 2,311 | 1 | Village |
| Chester | 34 | 3,091 | 3,081 | 0.1% | 37 | 84 | Town |
| Cornwall-on-Hudson | 35 | 2,978 | 3,061 | -0.47% | 1,499 | 2 | Village |
| Greenwood Lake | 36 | 2,964 | 3,033 | -0.37% | 1,464 | 2 | Village |
| Florida | 37 | 2,837 | 2,930 | -0.53% | 1,260 | 2 | Village |
| Florida | 38 | 2,771 | 2,661 | 0.76% | 55 | 50 | Town |
| Harriman | 39 | 2,581 | 2,658 | -0.5% | 2,571 | 1 | Village |
| Otisville | 40 | 985 | 1,012 | -0.4% | 1,289 | 1 | Village |
| Unionville | 41 | 625 | 645 | -0.48% | 2,042 | 0 | Village |
| Tuxedo Park | 42 | 616 | 637 | -0.48% | 232 | 3 | Village |
Kiryas Joel is the largest city in Orange County, with a population of 49,039.
Tuxedo Park is the smallest city in Orange County, with a population of 616.
There are 42 cities in Orange County, New York.