| Pittsfield to Wayne (Michigan) | 516.84 mi (831.77 km) |
| Pittsfield to Waynesboro (Pennsylvania) | 292.18 mi (470.22 km) |
| Pittsfield to Waynesboro (Virginia) | 424.34 mi (682.90 km) |
| Pittsfield to Weatherford (Oklahoma) | 1,439.89 mi (2,317.28 km) |
| Pittsfield to Weatherford (Texas) | 1,492.33 mi (2,401.68 km) |
| Pittsfield to Webb City (Missouri) | 1,180.38 mi (1,899.63 km) |
| Pittsfield to Webster (Texas) | 1,505.77 mi (2,423.31 km) |
| Pittsfield to Webster Groves (Missouri) | 934.84 mi (1,504.48 km) |
| Pittsfield to Weddington (North Carolina) | 652.02 mi (1,049.32 km) |
| Pittsfield to Weigelstown (Pennsylvania) | 251.89 mi (405.37 km) |
| Pittsfield to Weirton (West Virginia) | 403.88 mi (649.98 km) |
| Pittsfield to Wekiwa Springs (Florida) | 1,053.96 mi (1,696.18 km) |
| Pittsfield to Welby (Colorado) | 1,649.77 mi (2,655.05 km) |
| Pittsfield to Wellington (Colorado) | 1,635.69 mi (2,632.38 km) |
| Pittsfield to Wellington (Florida) | 1,161.55 mi (1,869.33 km) |
