| Pittsfield to San Luis Obispo (California) | 2,564.42 mi (4,127.04 km) |
| Pittsfield to San Marcos (California) | 2,453.30 mi (3,948.20 km) |
| Pittsfield to San Marcos (Texas) | 1,618.54 mi (2,604.79 km) |
| Pittsfield to San Marino (California) | 2,469.53 mi (3,974.33 km) |
| Pittsfield to San Mateo (California) | 2,581.87 mi (4,155.11 km) |
| Pittsfield to San Pablo (California) | 2,572.27 mi (4,139.67 km) |
| Pittsfield to San Rafael (California) | 2,580.54 mi (4,152.98 km) |
| Pittsfield to San Ramon (California) | 2,557.27 mi (4,115.52 km) |
| Pittsfield to San Tan Valley (Arizona) | 2,166.09 mi (3,485.99 km) |
| Pittsfield to Sand Springs (Oklahoma) | 1,293.48 mi (2,081.66 km) |
| Pittsfield to Sandusky (Ohio) | 489.87 mi (788.37 km) |
| Pittsfield to Sandy (Oregon) | 2,409.49 mi (3,877.70 km) |
| Pittsfield to Sandy (Utah) | 1,983.60 mi (3,192.30 km) |
| Pittsfield to Sandy Springs (Georgia) | 841.27 mi (1,353.89 km) |
| Pittsfield to Sanford (Florida) | 1,044.62 mi (1,681.15 km) |
