| The Villages to Shoreline (Washington) | 2,505.51 mi (4,032.24 km) |
| The Villages to Shoreview (Minnesota) | 1,273.20 mi (2,049.02 km) |
| The Villages to Shorewood (Illinois) | 939.02 mi (1,511.21 km) |
| The Villages to Shorewood (Wisconsin) | 1,033.53 mi (1,663.30 km) |
| The Villages to Short Hills (New Jersey) | 925.10 mi (1,488.80 km) |
| The Villages to Short Pump (Virginia) | 654.99 mi (1,054.10 km) |
| The Villages to Show Low (Arizona) | 1,686.28 mi (2,713.81 km) |
| The Villages to Shreveport (Louisiana) | 742.94 mi (1,195.65 km) |
| The Villages to Sicklerville (New Jersey) | 848.10 mi (1,364.88 km) |
| The Villages to Sidney (Ohio) | 796.29 mi (1,281.51 km) |
| The Villages to Sierra Madre (California) | 2,143.27 mi (3,449.26 km) |
| The Villages to Sierra Vista (Arizona) | 1,696.20 mi (2,729.77 km) |
| The Villages to Sierra Vista Southeast (Arizona) | 1,690.52 mi (2,720.63 km) |
| The Villages to Signal Hill (California) | 2,150.28 mi (3,460.54 km) |
| The Villages to Sikeston (Missouri) | 705.49 mi (1,135.38 km) |
