| Pittsfield to Arroyo Grande (California) | 2,564.44 mi (4,127.07 km) |
| Pittsfield to Artesia (California) | 2,475.90 mi (3,984.58 km) |
| Pittsfield to Artesia (New Mexico) | 1,816.81 mi (2,923.88 km) |
| Pittsfield to Artondale (Washington) | 2,399.84 mi (3,862.17 km) |
| Pittsfield to Arvada (Colorado) | 1,659.36 mi (2,670.48 km) |
| Pittsfield to Arvin (California) | 2,473.16 mi (3,980.17 km) |
| Pittsfield to Asbury Lake (Florida) | 978.64 mi (1,574.97 km) |
| Pittsfield to Asbury Park (New Jersey) | 158.87 mi (255.68 km) |
| Pittsfield to Ashburn (Virginia) | 323.28 mi (520.26 km) |
| Pittsfield to Asheboro (North Carolina) | 582.76 mi (937.87 km) |
| Pittsfield to Asheville (North Carolina) | 688.37 mi (1,107.83 km) |
| Pittsfield to Ashland (California) | 2,568.13 mi (4,133.01 km) |
| Pittsfield to Ashland (Kentucky) | 564.77 mi (908.91 km) |
| Pittsfield to Ashland (Ohio) | 479.82 mi (772.20 km) |
| Pittsfield to Ashland (Oregon) | 2,488.86 mi (4,005.44 km) |
