| Pittsfield to St. Simons (Georgia) | 898.29 mi (1,445.66 km) |
| Pittsfield to Stafford (Texas) | 1,521.32 mi (2,448.32 km) |
| Pittsfield to Stallings (North Carolina) | 644.60 mi (1,037.38 km) |
| Pittsfield to Stamford (Connecticut) | 94.38 mi (151.89 km) |
| Pittsfield to Stanford (California) | 2,578.07 mi (4,149.00 km) |
| Pittsfield to Stanton (California) | 2,473.61 mi (3,980.89 km) |
| Pittsfield to Star (Idaho) | 2,158.55 mi (3,473.85 km) |
| Pittsfield to Starkville (Mississippi) | 1,048.56 mi (1,687.49 km) |
| Pittsfield to State College (Pennsylvania) | 263.63 mi (424.26 km) |
| Pittsfield to Staten Island (New York) | 137.03 mi (220.54 km) |
| Pittsfield to Statesboro (Georgia) | 833.80 mi (1,341.87 km) |
| Pittsfield to Statesville (North Carolina) | 614.83 mi (989.48 km) |
| Pittsfield to Staunton (Virginia) | 425.68 mi (685.06 km) |
| Pittsfield to Steamboat Springs (Colorado) | 1,731.80 mi (2,787.07 km) |
| Pittsfield to Steiner Ranch (Texas) | 1,595.40 mi (2,567.55 km) |
