| Poughkeepsie to Winder (Georgia) | 753.50 mi (1,212.65 km) |
| Poughkeepsie to Windsor (California) | 2,557.49 mi (4,115.88 km) |
| Poughkeepsie to Windsor (Colorado) | 1,607.93 mi (2,587.71 km) |
| Poughkeepsie to Winfield (Kansas) | 1,261.29 mi (2,029.84 km) |
| Poughkeepsie to Winnetka (Illinois) | 710.56 mi (1,143.53 km) |
| Poughkeepsie to Winona (Minnesota) | 911.41 mi (1,466.77 km) |
| Poughkeepsie to Winston-Salem (North Carolina) | 514.96 mi (828.75 km) |
| Poughkeepsie to Winter Garden (Florida) | 1,005.93 mi (1,618.89 km) |
| Poughkeepsie to Winter Gardens (California) | 2,415.95 mi (3,888.09 km) |
| Poughkeepsie to Winter Haven (Florida) | 1,042.13 mi (1,677.15 km) |
| Poughkeepsie to Winter Park (Florida) | 996.31 mi (1,603.41 km) |
| Poughkeepsie to Winter Springs (Florida) | 988.85 mi (1,591.40 km) |
| Poughkeepsie to Winterville (North Carolina) | 465.48 mi (749.11 km) |
| Poughkeepsie to Winton (California) | 2,475.35 mi (3,983.69 km) |
| Poughkeepsie to Wisconsin Rapids (Wisconsin) | 823.06 mi (1,324.59 km) |
