| Gloucester to Shelton (Connecticut) | 3,306.38 mi (5,321.10 km) |
| Gloucester to Shelton (Washington) | 4,751.60 mi (7,646.96 km) |
| Gloucester to Shenandoah (Louisiana) | 4,547.77 mi (7,318.94 km) |
| Gloucester to Shepherdsville (Kentucky) | 3,962.45 mi (6,376.95 km) |
| Gloucester to Sheridan (Wyoming) | 4,402.23 mi (7,084.70 km) |
| Gloucester to Sherman (Texas) | 4,605.12 mi (7,411.23 km) |
| Gloucester to Sherrelwood (Colorado) | 4,592.81 mi (7,391.42 km) |
| Gloucester to Sherwood (Arkansas) | 4,371.32 mi (7,034.97 km) |
| Gloucester to Sherwood (Oregon) | 4,850.14 mi (7,805.55 km) |
| Gloucester to Shiloh (Illinois) | 4,100.50 mi (6,599.12 km) |
| Gloucester to Shiloh (Ohio) | 3,818.53 mi (6,145.32 km) |
| Gloucester to Shiloh (Pennsylvania) | 3,513.20 mi (5,653.94 km) |
| Gloucester to Shirley (New York) | 3,317.51 mi (5,339.02 km) |
| Gloucester to Shively (Kentucky) | 3,956.73 mi (6,367.74 km) |
| Gloucester to Shoreline (Washington) | 4,700.56 mi (7,564.83 km) |
