| Pittsfield to Salisbury (New York) | 118.91 mi (191.36 km) |
| Pittsfield to Salisbury (North Carolina) | 608.02 mi (978.52 km) |
| Pittsfield to Salmon Creek (Washington) | 2,423.23 mi (3,899.80 km) |
| Pittsfield to Salt Lake City (Utah) | 1,983.60 mi (3,192.29 km) |
| Pittsfield to Sammamish (Washington) | 2,368.63 mi (3,811.94 km) |
| Pittsfield to San Angelo (Texas) | 1,672.89 mi (2,692.26 km) |
| Pittsfield to San Anselmo (California) | 2,583.17 mi (4,157.20 km) |
| Pittsfield to San Antonio (Texas) | 1,663.82 mi (2,677.66 km) |
| Pittsfield to San Benito (Texas) | 1,779.95 mi (2,864.56 km) |
| Pittsfield to San Bernardino (California) | 2,427.20 mi (3,906.19 km) |
| Pittsfield to San Bruno (California) | 2,585.86 mi (4,161.53 km) |
| Pittsfield to San Buenaventura (California) | 2,521.74 mi (4,058.35 km) |
| Pittsfield to San Carlos (California) | 2,581.11 mi (4,153.90 km) |
| Pittsfield to San Carlos Park (Florida) | 1,205.06 mi (1,939.36 km) |
| Pittsfield to San Clemente (California) | 2,465.29 mi (3,967.51 km) |
