| The Villages to Stony Brook (New York) | 968.20 mi (1,558.16 km) |
| The Villages to Storm Lake (Iowa) | 1,200.75 mi (1,932.41 km) |
| The Villages to Storrs (Connecticut) | 1,045.30 mi (1,682.25 km) |
| The Villages to Stoughton (Wisconsin) | 1,048.84 mi (1,687.95 km) |
| The Villages to Stow (Ohio) | 848.56 mi (1,365.63 km) |
| The Villages to Streamwood (Illinois) | 970.24 mi (1,561.46 km) |
| The Villages to Streator (Illinois) | 928.12 mi (1,493.66 km) |
| The Villages to Streetsboro (Ohio) | 853.12 mi (1,372.96 km) |
| The Villages to Strongsville (Ohio) | 857.45 mi (1,379.94 km) |
| The Villages to Stuart (Florida) | 158.84 mi (255.63 km) |
| The Villages to Stuarts Draft (Virginia) | 652.30 mi (1,049.78 km) |
| The Villages to Sturgis (Michigan) | 911.51 mi (1,466.93 km) |
| The Villages to Suamico (Wisconsin) | 1,137.01 mi (1,829.84 km) |
| The Villages to Sudley (Virginia) | 729.71 mi (1,174.36 km) |
| The Villages to Suffern (New York) | 952.36 mi (1,532.67 km) |
