| Pittsfield to Somersworth (New Hampshire) | 132.43 mi (213.12 km) |
| Pittsfield to Somerton (Arizona) | 2,344.86 mi (3,773.68 km) |
| Pittsfield to Somerville (Massachusetts) | 110.20 mi (177.35 km) |
| Pittsfield to Somerville (New Jersey) | 147.57 mi (237.50 km) |
| Pittsfield to Sonoma (California) | 2,569.44 mi (4,135.11 km) |
| Pittsfield to Soquel (California) | 2,578.90 mi (4,150.34 km) |
| Pittsfield to South Bend (Indiana) | 668.78 mi (1,076.30 km) |
| Pittsfield to South Bradenton (Florida) | 1,160.72 mi (1,868.00 km) |
| Pittsfield to South Burlington (Vermont) | 138.93 mi (223.58 km) |
| Pittsfield to South Charleston (West Virginia) | 527.37 mi (848.72 km) |
| Pittsfield to South Daytona (Florida) | 1,014.27 mi (1,632.31 km) |
| Pittsfield to South El Monte (California) | 2,468.53 mi (3,972.71 km) |
| Pittsfield to South Elgin (Illinois) | 769.87 mi (1,238.99 km) |
| Pittsfield to South Euclid (Ohio) | 429.04 mi (690.48 km) |
| Pittsfield to South Farmingdale (New York) | 120.21 mi (193.46 km) |
