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