60 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Kiryas Joel | 1 | 46,451 | 33,510 | 5.9% | 31,772 | 1 | Village |
| Palm Tree | 2 | 45,785 | 33,510 | 4.38% | 31,317 | 1 | Town |
| Newburgh | 3 | 31,894 | 31,951 | 0.14% | 735 | 43 | Town |
| Warwick | 4 | 31,810 | 31,935 | 0.15% | 314 | 101 | Town |
| Middletown | 5 | 30,159 | 30,301 | -0.1% | 5,684 | 5 | City |
| Newburgh | 6 | 28,032 | 28,775 | -0.53% | 7,365 | 4 | City |
| New Windsor | 7 | 27,820 | 27,741 | -0.12% | 816 | 34 | Town |
| Monroe | 8 | 23,601 | 21,355 | 5.08% | 1,273 | 19 | Town |
| Montgomery | 9 | 23,309 | 23,240 | 0.02% | 464 | 50 | Town |
| Blooming Grove | 10 | 18,406 | 18,734 | -0.27% | 530 | 35 | Town |
| Goshen | 11 | 14,435 | 14,442 | 0.23% | 331 | 44 | Town |
| Chester | 12 | 12,905 | 12,633 | 1.02% | 515 | 25 | Town |
| Highlands | 13 | 12,678 | 12,905 | -0.2% | 417 | 30 | Town |
| Cornwall | 14 | 12,609 | 12,856 | -0.27% | 473 | 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 | 9,505 | 9,490 | 0.03% | 2,721 | 3 | Village |
| Mechanicstown | 18 | 9,061 | 7,770 | 1.65% | 2,706 | 3 | CDP |
| Crawford | 19 | 9,040 | 9,111 | -0.07% | 226 | 40 | Town |
| New Windsor | 20 | 8,755 | 8,866 | -0.13% | 2,327 | 4 | CDP |
| Port Jervis | 21 | 8,522 | 8,739 | -0.51% | 3,368 | 3 | City |
| Wawayanda | 22 | 7,923 | 7,518 | 3.07% | 228 | 35 | Town |
| Deerpark | 23 | 7,384 | 7,490 | -0.18% | 111 | 66 | Town |
| Walden | 24 | 6,920 | 6,865 | 0.16% | 3,444 | 2 | Village |
| Warwick | 25 | 6,517 | 6,661 | -0.44% | 2,686 | 2 | Village |
| Mount Hope | 26 | 6,351 | 6,468 | -0.94% | 253 | 25 | Town |
| West Point | 27 | 6,292 | 6,328 | -0.49% | 341 | 18 | CDP |
| Goshen | 28 | 5,763 | 5,747 | 0.05% | 1,736 | 3 | Village |
| Washingtonville | 29 | 5,632 | 5,720 | -0.32% | 2,219 | 3 | Village |
| Hamptonburgh | 30 | 5,529 | 5,476 | 0% | 207 | 27 | Town |
| Firthcliffe | 31 | 5,343 | 5,051 | 0.51% | 1,799 | 3 | CDP |
| Minisink | 32 | 4,717 | 4,612 | 0.23% | 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 | 3,990 | 4,077 | -0.45% | 1,858 | 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 | 3,812 | 3,889 | -0.42% | 815 | 5 | Village |
| Montgomery | 39 | 3,774 | 3,808 | -0.19% | 2,684 | 1 | Village |
| Tuxedo | 40 | 3,743 | 3,796 | -0.08% | 80 | 47 | Town |
| Highland Falls | 41 | 3,631 | 3,715 | -0.47% | 3,319 | 1 | Village |
| Middletown | 42 | 3,232 | 3,328 | -0.65% | 33 | 97 | Town |
| Maybrook | 43 | 3,135 | 3,164 | -0.19% | 2,315 | 1 | Village |
| Chester | 44 | 3,088 | 3,081 | 0.1% | 37 | 84 | Town |
| Cornwall-on-Hudson | 45 | 2,992 | 3,061 | -0.47% | 1,506 | 2 | Village |
| Greenwood Lake | 46 | 2,975 | 3,033 | -0.4% | 1,470 | 2 | Village |
| Florida | 47 | 2,852 | 2,930 | -0.56% | 1,267 | 2 | Village |
| Vails Gate | 48 | 2,759 | 2,920 | -1.46% | 2,676 | 1 | CDP |
| Florida | 49 | 2,750 | 2,661 | 0.77% | 55 | 50 | Town |
| Fort Montgomery | 50 | 2,674 | 1,867 | 2.85% | 1,452 | 2 | CDP |
| Harriman | 51 | 2,594 | 2,658 | -0.5% | 2,584 | 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 | 989 | 1,012 | -0.5% | 1,295 | 1 | Village |
| Unionville | 57 | 628 | 645 | -0.63% | 2,052 | 0 | Village |
| Tuxedo Park | 58 | 619 | 637 | -0.64% | 233 | 3 | Village |
| Salisbury Mills | 59 | 226 | 288 | -8.5% | 453 | 0 | CDP |
| Watchtower | 60 | 86 | 2,092 | -64.02% | 121 | 1 | CDP |
Kiryas Joel is the largest city in Orange County, with a population of 46,451.
Watchtower is the smallest city in Orange County, with a population of 86.
There are 60 cities in Orange County, New York.