| Southborough to Winder (Georgia) | 4,191.47 mi (6,745.52 km) |
| Southborough to Windsor (California) | 5,349.89 mi (8,609.82 km) |
| Southborough to Windsor (Colorado) | 4,672.89 mi (7,520.29 km) |
| Southborough to Winfield (Kansas) | 4,550.16 mi (7,322.77 km) |
| Southborough to Winnetka (Illinois) | 3,967.52 mi (6,385.11 km) |
| Southborough to Winona (Minnesota) | 4,024.04 mi (6,476.06 km) |
| Southborough to Winston-Salem (North Carolina) | 3,949.07 mi (6,355.42 km) |
| Southborough to Winter Garden (Florida) | 4,369.92 mi (7,032.71 km) |
| Southborough to Winter Gardens (California) | 5,495.61 mi (8,844.32 km) |
| Southborough to Winter Haven (Florida) | 4,400.72 mi (7,082.28 km) |
| Southborough to Winter Park (Florida) | 4,356.44 mi (7,011.02 km) |
| Southborough to Winter Springs (Florida) | 4,348.86 mi (6,998.81 km) |
| Southborough to Winterville (North Carolina) | 3,857.43 mi (6,207.93 km) |
| Southborough to Winton (California) | 5,351.84 mi (8,612.96 km) |
| Southborough to Wisconsin Rapids (Wisconsin) | 3,940.49 mi (6,341.61 km) |
