| Pittsfield to Watervliet (New York) | 29.50 mi (47.47 km) |
| Pittsfield to Watsonville (California) | 2,572.11 mi (4,139.41 km) |
| Pittsfield to Wauconda (Illinois) | 758.55 mi (1,220.76 km) |
| Pittsfield to Waukee (Iowa) | 1,057.70 mi (1,702.21 km) |
| Pittsfield to Waukegan (Illinois) | 744.46 mi (1,198.10 km) |
| Pittsfield to Waukesha (Wisconsin) | 760.54 mi (1,223.97 km) |
| Pittsfield to Waunakee (Wisconsin) | 820.51 mi (1,320.49 km) |
| Pittsfield to Waupun (Wisconsin) | 784.66 mi (1,262.79 km) |
| Pittsfield to Wausau (Wisconsin) | 835.02 mi (1,343.84 km) |
| Pittsfield to Wauwatosa (Wisconsin) | 749.73 mi (1,206.57 km) |
| Pittsfield to Waverly (Iowa) | 975.28 mi (1,569.56 km) |
| Pittsfield to Waverly (Michigan) | 578.46 mi (930.95 km) |
| Pittsfield to Waxahachie (Texas) | 1,461.45 mi (2,351.97 km) |
| Pittsfield to Waxhaw (North Carolina) | 657.05 mi (1,057.43 km) |
| Pittsfield to Waycross (Georgia) | 924.10 mi (1,487.20 km) |
