Note: As defined by the US Census Bureau, a city's official boundaries often extend miles beyond the city itself and may even cross county lines. As such, several thousand US cities officially exist in two or more counties (and therefore appear on multiple counties' lists of cities.)
City | Rank | 2024 Pop. | 2020 Pop. | Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Palm Tree | 1 | 44,687 | 33,499 | 6.76% | 30,566 | 1.5 | Town |
| Kiryas Joel | 2 | 44,643 | 33,499 | 6.66% | 30,536 | 1.5 | Village |
| Newburgh | 3 | 31,578 | 31,948 | -0.42% | 728 | 43.4 | Town |
| Warwick | 4 | 31,539 | 31,940 | -0.45% | 311 | 101.3 | Town |
| Middletown | 5 | 30,109 | 30,279 | -0.14% | 5,675 | 5.3 | City |
| Newburgh | 6 | 28,058 | 28,772 | -0.63% | 7,372 | 3.8 | City |
| New Windsor | 7 | 27,603 | 27,741 | -0.68% | 810 | 34.1 | Town |
| Montgomery | 8 | 23,299 | 23,236 | 0.34% | 464 | 50.3 | Town |
| Monroe | 9 | 21,165 | 21,345 | -0.38% | 1,141 | 18.5 | Town |
| Blooming Grove | 10 | 18,306 | 18,747 | -0.82% | 527 | 34.7 | Town |
| Goshen | 11 | 14,201 | 14,461 | -0.9% | 325 | 43.6 | Town |
| Highlands | 12 | 12,740 | 12,912 | -0.55% | 419 | 30.4 | Town |
| Chester | 13 | 12,580 | 12,620 | -0.06% | 502 | 25.0 | Town |
| Cornwall | 14 | 12,546 | 12,859 | -0.78% | 471 | 26.7 | Town |
| Monroe | 15 | 9,473 | 9,488 | -0.04% | 2,712 | 3.5 | Village |
| Crawford | 16 | 8,970 | 9,110 | -0.63% | 224 | 40.0 | Town |
| Port Jervis | 17 | 8,507 | 8,738 | -0.68% | 3,362 | 2.5 | City |
| Wawayanda | 18 | 7,397 | 7,520 | -0.51% | 213 | 34.7 | Town |
| Deerpark | 19 | 7,339 | 7,489 | -0.61% | 110 | 66.5 | Town |
| Walden | 20 | 6,931 | 6,867 | 0.23% | 3,450 | 2.0 | Village |
| Warwick | 21 | 6,477 | 6,659 | -0.7% | 2,670 | 2.4 | Village |
| Mount Hope | 22 | 6,388 | 6,462 | -0.95% | 254 | 25.1 | Town |
| Goshen | 23 | 5,729 | 5,744 | -0.07% | 1,726 | 3.3 | Village |
| Washingtonville | 24 | 5,632 | 5,723 | -0.41% | 2,219 | 2.5 | Village |
| Hamptonburgh | 25 | 5,495 | 5,478 | -0.34% | 205 | 26.8 | Town |
| Minisink | 26 | 4,709 | 4,616 | 0.36% | 205 | 23.0 | Town |
| Chester | 27 | 3,968 | 4,079 | -0.7% | 1,847 | 2.1 | Village |
| South Blooming Grove | 28 | 3,818 | 3,904 | -0.57% | 817 | 4.7 | Village |
| Montgomery | 29 | 3,745 | 3,805 | -0.4% | 2,664 | 1.4 | Village |
| Tuxedo | 30 | 3,706 | 3,797 | -0.78% | 79 | 46.8 | Town |
| Highland Falls | 31 | 3,624 | 3,715 | -0.63% | 3,313 | 1.1 | Village |
| Middletown | 32 | 3,250 | 3,331 | -1.03% | 34 | 96.7 | Town |
| Maybrook | 33 | 3,122 | 3,162 | -0.32% | 2,306 | 1.4 | Village |
| Chester | 34 | 3,087 | 3,083 | 0.33% | 37 | 84.2 | Town |
| Cornwall-on-Hudson | 35 | 2,989 | 3,063 | -0.63% | 1,504 | 2.0 | Village |
| Greenwood Lake | 36 | 2,968 | 3,028 | -0.5% | 1,466 | 2.0 | Village |
| Florida | 37 | 2,846 | 2,930 | -0.73% | 1,264 | 2.3 | Village |
| Florida | 38 | 2,714 | 2,662 | 0.63% | 54 | 50.1 | Town |
| Harriman | 39 | 2,592 | 2,658 | -0.65% | 2,582 | 1.0 | Village |
| Otisville | 40 | 988 | 1,012 | -0.6% | 1,293 | 0.8 | Village |
| Unionville | 41 | 631 | 645 | -0.63% | 2,062 | 0.3 | Village |
| Tuxedo Park | 42 | 619 | 637 | -0.8% | 233 | 2.7 | Village |
Note: City markers shown outside the county boundary mean that a part of the city extends into this county, but is primarily located in an adjacent county.
Palm Tree is the largest city in Orange County.
Tuxedo Park is the smallest city in Orange County.
There are 42 cities in Orange County, New York.