| The Villages to Winder (Georgia) | 366.09 mi (589.16 km) |
| The Villages to Windsor (California) | 2,417.01 mi (3,889.80 km) |
| The Villages to Windsor (Colorado) | 1,521.31 mi (2,448.31 km) |
| The Villages to Winfield (Kansas) | 1,039.36 mi (1,672.69 km) |
| The Villages to Winnetka (Illinois) | 967.31 mi (1,556.74 km) |
| The Villages to Winona (Minnesota) | 1,174.65 mi (1,890.41 km) |
| The Villages to Winston-Salem (North Carolina) | 507.49 mi (816.73 km) |
| The Villages to Winter Garden (Florida) | 34.46 mi (55.45 km) |
| The Villages to Winter Gardens (California) | 2,080.30 mi (3,347.92 km) |
| The Villages to Winter Haven (Florida) | 64.03 mi (103.04 km) |
| The Villages to Winter Park (Florida) | 44.35 mi (71.37 km) |
| The Villages to Winter Springs (Florida) | 45.95 mi (73.96 km) |
| The Villages to Winterville (North Carolina) | 530.41 mi (853.62 km) |
| The Villages to Winton (California) | 2,293.12 mi (3,690.41 km) |
| The Villages to Wisconsin Rapids (Wisconsin) | 1,153.67 mi (1,856.65 km) |
