| Pittsfield to Sanford (Maine) | 143.34 mi (230.68 km) |
| Pittsfield to Sanford (North Carolina) | 576.32 mi (927.50 km) |
| Pittsfield to Sanger (California) | 2,466.43 mi (3,969.33 km) |
| Pittsfield to Santa Ana (California) | 2,469.94 mi (3,974.99 km) |
| Pittsfield to Santa Barbara (California) | 2,541.82 mi (4,090.66 km) |
| Pittsfield to Santa Clara (California) | 2,569.70 mi (4,135.53 km) |
| Pittsfield to Santa Clara (Oregon) | 2,472.31 mi (3,978.81 km) |
| Pittsfield to Santa Clarita (California) | 2,479.85 mi (3,990.93 km) |
| Pittsfield to Santa Cruz (California) | 2,583.78 mi (4,158.19 km) |
| Pittsfield to Santa Fe (New Mexico) | 1,804.89 mi (2,904.69 km) |
| Pittsfield to Santa Fe (Texas) | 1,511.61 mi (2,432.69 km) |
| Pittsfield to Santa Fe Springs (California) | 2,472.92 mi (3,979.78 km) |
| Pittsfield to Santa Maria (California) | 2,563.05 mi (4,124.83 km) |
| Pittsfield to Santa Monica (California) | 2,491.38 mi (4,009.49 km) |
| Pittsfield to Santa Paula (California) | 2,510.79 mi (4,040.73 km) |
