91 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Poughkeepsie | 1 | 45,699 | 45,530 | -0.02% | 1,601 | 29 | Town |
| Poughkeepsie | 2 | 45,699 | 45,165 | -0.02% | 1,601 | 29 | Town |
| Poughkeepsie | 3 | 32,474 | 31,593 | 0.56% | 6,312 | 5 | City |
| Poughkeepsie | 4 | 32,474 | 31,568 | 0.56% | 6,312 | 5 | City |
| East Fishkill | 5 | 29,764 | 29,709 | 0.03% | 526 | 57 | Town |
| East Fishkill | 6 | 29,764 | 29,719 | 0.03% | 526 | 57 | Town |
| Wappinger | 7 | 28,247 | 28,206 | 0.07% | 1,043 | 27 | Town |
| Wappinger | 8 | 28,247 | 28,204 | 0.07% | 1,043 | 27 | Town |
| Fishkill | 9 | 23,359 | 23,601 | 1.8% | 857 | 27 | Town |
| Fishkill | 10 | 23,359 | 23,179 | 1.8% | 857 | 27 | Town |
| Hyde Park | 11 | 21,477 | 21,010 | 0.65% | 586 | 37 | Town |
| Hyde Park | 12 | 21,477 | 20,980 | 0.65% | 586 | 37 | Town |
| LaGrange | 13 | 16,796 | 15,978 | 1% | 421 | 40 | Town |
| LaGrange | 14 | 16,796 | 15,980 | 1% | 421 | 40 | Town |
| Beacon | 15 | 15,534 | 14,381 | 1.58% | 3,278 | 5 | City |
| Beacon | 16 | 15,534 | 14,323 | 1.58% | 3,278 | 5 | City |
| Beekman | 17 | 14,292 | 14,180 | 0.52% | 473 | 30 | Town |
| Beekman | 18 | 14,292 | 14,116 | 0.52% | 473 | 30 | Town |
| Myers Corner | 19 | 11,619 | 9,619 | 2.85% | 1,361 | 9 | CDP |
| Red Hook | 20 | 11,240 | 11,015 | 0.38% | 311 | 36 | Town |
| Red Hook | 21 | 11,240 | 10,947 | 0.38% | 311 | 36 | Town |
| Pleasant Valley | 22 | 9,821 | 9,808 | 0.14% | 301 | 33 | Town |
| Pleasant Valley | 23 | 9,821 | 9,796 | 0.14% | 301 | 33 | Town |
| Dover | 24 | 8,372 | 8,407 | 0.04% | 152 | 55 | Town |
| Dover | 25 | 8,372 | 8,395 | 0.04% | 152 | 55 | Town |
| Pawling | 26 | 8,219 | 8,004 | 0.93% | 187 | 44 | Town |
| Pawling | 27 | 8,219 | 7,977 | 0.93% | 187 | 44 | Town |
| Lake Carmel | 28 | 8,041 | 8,287 | -0.2% | 1,539 | 5 | CDP |
| Rhinebeck | 29 | 7,638 | 7,597 | 0.37% | 214 | 36 | Town |
| Rhinebeck | 30 | 7,638 | 7,581 | 0.37% | 214 | 36 | Town |
| Fairview | 31 | 6,997 | 5,693 | 1.42% | 2,037 | 3 | CDP |
| Wappingers Falls | 32 | 6,061 | 6,111 | -0.15% | 5,407 | 1 | Village |
| Wappingers Falls | 33 | 6,061 | 6,104 | -0.15% | 5,407 | 1 | Village |
| Union Vale | 34 | 4,600 | 4,566 | 0.37% | 124 | 37 | Town |
| Union Vale | 35 | 4,600 | 4,561 | 0.37% | 124 | 37 | Town |
| Washington | 36 | 4,509 | 4,504 | 0.24% | 78 | 58 | Town |
| Washington | 37 | 4,509 | 4,498 | 0.24% | 78 | 58 | Town |
| Spackenkill | 38 | 4,389 | 4,090 | 0.39% | 2,442 | 2 | CDP |
| Red Oaks Mill | 39 | 4,266 | 3,913 | 1.04% | 1,774 | 2 | CDP |
| Amenia | 40 | 4,027 | 3,769 | 1.41% | 93 | 43 | Town |
| Amenia | 41 | 4,027 | 3,768 | 1.41% | 93 | 43 | Town |
| Vassar College | 42 | 3,765 | 2,617 | 7.14% | 5,236 | 1 | CDP |
| Stanford | 43 | 3,711 | 3,683 | 0.3% | 75 | 50 | Town |
| Stanford | 44 | 3,711 | 3,679 | 0.3% | 75 | 50 | Town |
| Haviland | 45 | 3,467 | 3,148 | -0.32% | 704 | 5 | CDP |
| Crown Heights | 46 | 3,078 | 2,728 | 0.52% | 3,647 | 1 | CDP |
| North East | 47 | 2,994 | 2,972 | 0.17% | 69 | 43 | Town |
| North East | 48 | 2,994 | 2,970 | 0.17% | 69 | 43 | Town |
| Marist College | 49 | 2,650 | 2,073 | 7.16% | 10,153 | 0 | CDP |
| Rhinebeck | 50 | 2,557 | 2,694 | -1.12% | 1,698 | 2 | Village |
| Rhinebeck | 51 | 2,557 | 2,702 | -1.12% | 1,698 | 2 | Village |
| Brinckerhoff | 52 | 2,424 | 2,537 | -1.3% | 1,377 | 2 | CDP |
| Milan | 53 | 2,325 | 2,252 | 0.78% | 64 | 36 | Town |
| Milan | 54 | 2,325 | 2,255 | 0.78% | 64 | 36 | Town |
| Pine Plains | 55 | 2,309 | 2,221 | 0.26% | 75 | 31 | Town |
| Pine Plains | 56 | 2,309 | 2,218 | 0.26% | 75 | 31 | Town |
| Fishkill | 57 | 2,141 | 2,167 | -0.23% | 2,573 | 1 | Village |
| Fishkill | 58 | 2,141 | 2,164 | -0.23% | 2,573 | 1 | Village |
| Pawling | 59 | 2,089 | 1,993 | 0.92% | 1,069 | 2 | Village |
| Pawling | 60 | 2,089 | 1,991 | 0.92% | 1,069 | 2 | Village |
| Merritt Park | 61 | 2,035 | 1,730 | 2.62% | 4,604 | 0 | CDP |
| Pleasant Valley | 62 | 2,024 | 1,481 | 3% | 1,865 | 1 | CDP |
| Arlington | 63 | 1,991 | 2,686 | -6.48% | 3,269 | 1 | CDP |
| Hyde Park | 64 | 1,977 | 1,988 | 0.25% | 1,592 | 1 | CDP |
| Red Hook | 65 | 1,951 | 1,975 | -0.26% | 1,849 | 1 | Village |
| Red Hook | 66 | 1,951 | 1,973 | -0.26% | 1,849 | 1 | Village |
| MacDonnell Heights | 67 | 1,716 | 1,283 | 7.12% | 2,732 | 1 | CDP |
| New Hackensack | 68 | 1,661 | 1,327 | 7.16% | 800 | 2 | CDP |
| Bard College | 69 | 1,640 | 1,556 | 7.12% | 2,047 | 1 | CDP |
| Wingdale | 70 | 1,615 | 1,309 | 7.17% | 629 | 3 | CDP |
| Chelsea Cove | 71 | 1,541 | 1,427 | 7.16% | 10,006 | 0 | CDP |
| Millbrook | 72 | 1,441 | 1,460 | -0.28% | 775 | 2 | Village |
| Millbrook | 73 | 1,441 | 1,458 | -0.28% | 775 | 2 | Village |
| Hillside Lake | 74 | 1,299 | 1,291 | 1.09% | 2,484 | 1 | CDP |
| New Hamburg | 75 | 1,151 | 657 | 7.17% | 2,393 | 0 | CDP |
| Dover Plains | 76 | 1,112 | 1,051 | -1.24% | 1,626 | 1 | CDP |
| Tivoli | 77 | 1,017 | 1,025 | -0.2% | 660 | 2 | Village |
| Tivoli | 78 | 1,017 | 1,024 | -0.2% | 660 | 2 | Village |
| Hopewell Junction | 79 | 936 | 725 | 4.12% | 1,261 | 1 | CDP |
| Pine Plains | 80 | 904 | 1,168 | -3.21% | 435 | 2 | CDP |
| Millerton | 81 | 884 | 893 | -0.23% | 1,435 | 1 | Village |
| Millerton | 82 | 884 | 892 | -0.23% | 1,435 | 1 | Village |
| Amenia | 83 | 800 | 974 | -1.23% | 657 | 1 | CDP |
| Freedom Plains | 84 | 696 | 697 | 2.65% | 539 | 1 | CDP |
| Wassaic | 85 | 582 | 468 | 6.99% | 1,639 | 0 | CDP |
| Titusville | 86 | 564 | 531 | -2.76% | 816 | 1 | CDP |
| Shorehaven | 87 | 495 | 462 | 7.14% | 361 | 1 | CDP |
| Staatsburg | 88 | 418 | 554 | 0.48% | 285 | 1 | CDP |
| Rhinecliff | 89 | 376 | 600 | -1.05% | 366 | 1 | CDP |
| Salt Point | 90 | 335 | 190 | 3.08% | 404 | 1 | CDP |
| Barrytown | 91 | 139 | 115 | 6.92% | 1,053 | 0 | CDP |
Poughkeepsie is the largest city in Dutchess County, with a population of 45,699.
Barrytown is the smallest city in Dutchess County, with a population of 139.
There are 91 cities in Dutchess County, New York.