| Middletown to Seymour (Tennessee) | 252.59 mi (406.51 km) |
| Middletown to Shady Hills (Florida) | 773.88 mi (1,245.43 km) |
| Middletown to Shafter (California) | 1,917.77 mi (3,086.35 km) |
| Middletown to Shaker Heights (Ohio) | 201.10 mi (323.63 km) |
| Middletown to Shakopee (Minnesota) | 591.45 mi (951.85 km) |
| Middletown to Sharon (Pennsylvania) | 236.01 mi (379.83 km) |
| Middletown to Sharonville (Ohio) | 15.41 mi (24.81 km) |
| Middletown to Shasta Lake (California) | 1,995.11 mi (3,210.81 km) |
| Middletown to Shawnee (Kansas) | 559.31 mi (900.12 km) |
| Middletown to Shawnee (Oklahoma) | 747.52 mi (1,203.03 km) |
| Middletown to Sheboygan (Wisconsin) | 340.40 mi (547.82 km) |
| Middletown to Shelby (North Carolina) | 329.65 mi (530.53 km) |
| Middletown to Shelbyville (Indiana) | 75.36 mi (121.29 km) |
| Middletown to Shelbyville (Kentucky) | 100.91 mi (162.40 km) |
| Middletown to Shelbyville (Tennessee) | 299.36 mi (481.77 km) |
