| Southborough to Seymour (Tennessee) | 4,102.86 mi (6,602.92 km) |
| Southborough to Shady Hills (Florida) | 4,416.83 mi (7,108.20 km) |
| Southborough to Shafter (California) | 5,417.80 mi (8,719.11 km) |
| Southborough to Shaker Heights (Ohio) | 3,755.61 mi (6,044.07 km) |
| Southborough to Shakopee (Minnesota) | 4,055.71 mi (6,527.04 km) |
| Southborough to Sharon (Pennsylvania) | 3,724.65 mi (5,994.25 km) |
| Southborough to Sharonville (Ohio) | 3,968.50 mi (6,386.69 km) |
| Southborough to Shasta Lake (California) | 5,213.37 mi (8,390.11 km) |
| Southborough to Shawnee (Kansas) | 4,382.74 mi (7,053.33 km) |
| Southborough to Shawnee (Oklahoma) | 4,648.26 mi (7,480.64 km) |
| Southborough to Sheboygan (Wisconsin) | 3,892.25 mi (6,263.97 km) |
| Southborough to Shelby (North Carolina) | 4,040.06 mi (6,501.85 km) |
| Southborough to Shelbyville (Indiana) | 4,010.89 mi (6,454.90 km) |
| Southborough to Shelbyville (Kentucky) | 4,051.41 mi (6,520.11 km) |
| Southborough to Shelbyville (Tennessee) | 4,229.50 mi (6,806.72 km) |
