| Pleasantville to Winder (Georgia) | 631.26 mi (1,015.92 km) |
| Pleasantville to Windsor (California) | 2,563.31 mi (4,125.25 km) |
| Pleasantville to Windsor (Colorado) | 1,604.60 mi (2,582.35 km) |
| Pleasantville to Winfield (Kansas) | 1,221.42 mi (1,965.68 km) |
| Pleasantville to Winnetka (Illinois) | 716.42 mi (1,152.96 km) |
| Pleasantville to Winona (Minnesota) | 939.16 mi (1,511.43 km) |
| Pleasantville to Winston-Salem (North Carolina) | 387.25 mi (623.21 km) |
| Pleasantville to Winter Garden (Florida) | 851.55 mi (1,370.44 km) |
| Pleasantville to Winter Gardens (California) | 2,387.69 mi (3,842.62 km) |
| Pleasantville to Winter Haven (Florida) | 887.25 mi (1,427.89 km) |
| Pleasantville to Winter Park (Florida) | 841.27 mi (1,353.90 km) |
| Pleasantville to Winter Springs (Florida) | 833.72 mi (1,341.75 km) |
| Pleasantville to Winterville (North Carolina) | 310.06 mi (498.99 km) |
| Pleasantville to Winton (California) | 2,473.23 mi (3,980.28 km) |
| Pleasantville to Wisconsin Rapids (Wisconsin) | 858.21 mi (1,381.16 km) |
