| Pittsfield to Anoka (Minnesota) | 1,018.42 mi (1,638.98 km) |
| Pittsfield to Ansonia (Connecticut) | 77.15 mi (124.15 km) |
| Pittsfield to Antelope (California) | 2,503.34 mi (4,028.74 km) |
| Pittsfield to Anthem (Arizona) | 2,172.33 mi (3,496.03 km) |
| Pittsfield to Antioch (California) | 2,544.40 mi (4,094.82 km) |
| Pittsfield to Antioch (Illinois) | 754.00 mi (1,213.45 km) |
| Pittsfield to Apache Junction (Arizona) | 2,157.46 mi (3,472.10 km) |
| Pittsfield to Apex (North Carolina) | 553.53 mi (890.82 km) |
| Pittsfield to Apollo Beach (Florida) | 1,137.20 mi (1,830.15 km) |
| Pittsfield to Apopka (Florida) | 1,056.35 mi (1,700.02 km) |
| Pittsfield to Apple Valley (California) | 2,410.72 mi (3,879.68 km) |
| Pittsfield to Apple Valley (Minnesota) | 1,007.61 mi (1,621.59 km) |
| Pittsfield to Appleton (Wisconsin) | 769.18 mi (1,237.88 km) |
| Pittsfield to Arbutus (Maryland) | 285.12 mi (458.86 km) |
| Pittsfield to Arcadia (California) | 2,465.29 mi (3,967.51 km) |
