| Pittsfield to Southern Pines (North Carolina) | 600.37 mi (966.20 km) |
| Pittsfield to Southfield (Michigan) | 509.41 mi (819.81 km) |
| Pittsfield to Southgate (Michigan) | 508.00 mi (817.55 km) |
| Pittsfield to Southlake (Texas) | 1,454.60 mi (2,340.95 km) |
| Pittsfield to Spanaway (Washington) | 2,392.43 mi (3,850.24 km) |
| Pittsfield to Spanish Fork (Utah) | 1,982.34 mi (3,190.27 km) |
| Pittsfield to Spanish Lake (Missouri) | 922.34 mi (1,484.36 km) |
| Pittsfield to Spanish Springs (Nevada) | 2,395.52 mi (3,855.22 km) |
| Pittsfield to Sparks (Nevada) | 2,399.83 mi (3,862.16 km) |
| Pittsfield to Spartanburg (South Carolina) | 697.35 mi (1,122.27 km) |
| Pittsfield to Spearfish (South Dakota) | 1,529.59 mi (2,461.64 km) |
| Pittsfield to Speedway (Indiana) | 699.69 mi (1,126.04 km) |
| Pittsfield to Spencer (Iowa) | 1,107.77 mi (1,782.78 km) |
| Pittsfield to Spokane (Washington) | 2,155.74 mi (3,469.32 km) |
| Pittsfield to Spokane Valley (Washington) | 2,146.61 mi (3,454.63 km) |
