| The Villages to Shelbyville (Tennessee) | 524.94 mi (844.81 km) |
| The Villages to Shelton (Connecticut) | 990.97 mi (1,594.81 km) |
| The Villages to Shelton (Washington) | 2,529.92 mi (4,071.51 km) |
| The Villages to Shenandoah (Louisiana) | 550.85 mi (886.51 km) |
| The Villages to Shepherdsville (Kentucky) | 662.56 mi (1,066.28 km) |
| The Villages to Sheridan (Wyoming) | 1,751.74 mi (2,819.16 km) |
| The Villages to Sherman (Texas) | 922.74 mi (1,485.00 km) |
| The Villages to Sherrelwood (Colorado) | 1,507.72 mi (2,426.45 km) |
| The Villages to Sherwood (Arkansas) | 725.98 mi (1,168.35 km) |
| The Villages to Sherwood (Oregon) | 2,486.27 mi (4,001.27 km) |
| The Villages to Shiloh (Illinois) | 806.73 mi (1,298.31 km) |
| The Villages to Shiloh (Ohio) | 764.68 mi (1,230.63 km) |
| The Villages to Shiloh (Pennsylvania) | 819.76 mi (1,319.28 km) |
| The Villages to Shirley (New York) | 969.25 mi (1,559.85 km) |
| The Villages to Shively (Kentucky) | 678.66 mi (1,092.20 km) |
