| Pittsfield to Wixom (Michigan) | 523.18 mi (841.97 km) |
| Pittsfield to Woburn (Massachusetts) | 107.37 mi (172.79 km) |
| Pittsfield to Wolf Trap (Virginia) | 321.35 mi (517.16 km) |
| Pittsfield to Wood Dale (Illinois) | 753.14 mi (1,212.07 km) |
| Pittsfield to Wood River (Illinois) | 913.93 mi (1,470.83 km) |
| Pittsfield to Woodbridge (Virginia) | 336.63 mi (541.75 km) |
| Pittsfield to Woodburn (Oregon) | 2,441.45 mi (3,929.14 km) |
| Pittsfield to Woodburn (Virginia) | 324.36 mi (522.01 km) |
| Pittsfield to Woodbury (Minnesota) | 994.50 mi (1,600.49 km) |
| Pittsfield to Woodbury (New York) | 88.82 mi (142.95 km) |
| Pittsfield to Woodcrest (California) | 2,439.27 mi (3,925.62 km) |
| Pittsfield to Woodhaven (Michigan) | 510.11 mi (820.93 km) |
| Pittsfield to Woodinville (Washington) | 2,371.68 mi (3,816.85 km) |
| Pittsfield to Woodland (California) | 2,523.96 mi (4,061.91 km) |
| Pittsfield to Woodlawn (Maryland) | 283.61 mi (456.43 km) |
