| Annapolis to Seymour (Tennessee) | 451.94 mi (727.33 km) |
| Annapolis to Shady Hills (Florida) | 807.98 mi (1,300.31 km) |
| Annapolis to Shafter (California) | 2,339.93 mi (3,765.75 km) |
| Annapolis to Shaker Heights (Ohio) | 317.34 mi (510.72 km) |
| Annapolis to Shakopee (Minnesota) | 958.44 mi (1,542.46 km) |
| Annapolis to Sharon (Pennsylvania) | 262.70 mi (422.77 km) |
| Annapolis to Sharonville (Ohio) | 423.98 mi (682.32 km) |
| Annapolis to Shasta Lake (California) | 2,409.20 mi (3,877.24 km) |
| Annapolis to Shawnee (Kansas) | 981.22 mi (1,579.12 km) |
| Annapolis to Shawnee (Oklahoma) | 1,151.33 mi (1,852.88 km) |
| Annapolis to Sheboygan (Wisconsin) | 668.21 mi (1,075.39 km) |
| Annapolis to Shelby (North Carolina) | 376.37 mi (605.72 km) |
| Annapolis to Shelbyville (Indiana) | 497.53 mi (800.69 km) |
| Annapolis to Shelbyville (Kentucky) | 473.94 mi (762.73 km) |
| Annapolis to Shelbyville (Tennessee) | 597.01 mi (960.80 km) |
