| Gloucester to Santa Rosa (California) | 5,243.17 mi (8,438.06 km) |
| Gloucester to Santaquin (Utah) | 4,815.89 mi (7,750.42 km) |
| Gloucester to Santee (California) | 5,382.37 mi (8,662.09 km) |
| Gloucester to Sapulpa (Oklahoma) | 4,463.88 mi (7,183.92 km) |
| Gloucester to Saraland (Alabama) | 4,407.63 mi (7,093.40 km) |
| Gloucester to Sarasota (Florida) | 4,354.35 mi (7,007.64 km) |
| Gloucester to Sarasota Springs (Florida) | 4,352.98 mi (7,005.45 km) |
| Gloucester to Saratoga (California) | 5,290.70 mi (8,514.56 km) |
| Gloucester to Saratoga Springs (New York) | 3,258.17 mi (5,243.52 km) |
| Gloucester to Saratoga Springs (Utah) | 4,799.59 mi (7,724.19 km) |
| Gloucester to Sartell (Minnesota) | 3,925.95 mi (6,318.21 km) |
| Gloucester to Satellite Beach (Florida) | 4,230.69 mi (6,808.63 km) |
| Gloucester to Sauk Rapids (Minnesota) | 3,924.54 mi (6,315.93 km) |
| Gloucester to Sault Ste. Marie (Michigan) | 3,527.37 mi (5,676.76 km) |
| Gloucester to Savage (Minnesota) | 3,935.55 mi (6,333.66 km) |
