| Pittsfield to Willow Grove (Pennsylvania) | 186.13 mi (299.55 km) |
| Pittsfield to Willowbrook (California) | 2,482.12 mi (3,994.59 km) |
| Pittsfield to Willowick (Ohio) | 424.73 mi (683.54 km) |
| Pittsfield to Wilmette (Illinois) | 739.33 mi (1,189.83 km) |
| Pittsfield to Wilmington (Delaware) | 221.73 mi (356.84 km) |
| Pittsfield to Wilmington (North Carolina) | 621.95 mi (1,000.93 km) |
| Pittsfield to Wilmington (Ohio) | 588.37 mi (946.89 km) |
| Pittsfield to Wilmington Island (Georgia) | 836.56 mi (1,346.31 km) |
| Pittsfield to Wilson (North Carolina) | 527.31 mi (848.62 km) |
| Pittsfield to Wilsonville (Oregon) | 2,434.54 mi (3,918.01 km) |
| Pittsfield to Wilton Manors (Florida) | 1,191.12 mi (1,916.93 km) |
| Pittsfield to Wimauma (Florida) | 1,138.89 mi (1,832.86 km) |
| Pittsfield to Winchester (Kentucky) | 652.72 mi (1,050.46 km) |
| Pittsfield to Winchester (Nevada) | 2,257.73 mi (3,633.47 km) |
| Pittsfield to Winchester (Virginia) | 342.44 mi (551.10 km) |
