| Pittsfield to Rockville (Maryland) | 309.28 mi (497.74 km) |
| Pittsfield to Rockville Centre (New York) | 125.03 mi (201.22 km) |
| Pittsfield to Rockwall (Texas) | 1,421.78 mi (2,288.13 km) |
| Pittsfield to Rocky Mount (North Carolina) | 509.53 mi (820.01 km) |
| Pittsfield to Rocky Point (New York) | 106.07 mi (170.71 km) |
| Pittsfield to Rocky River (Ohio) | 446.42 mi (718.44 km) |
| Pittsfield to Roessleville (New York) | 32.10 mi (51.66 km) |
| Pittsfield to Rogers (Arkansas) | 1,189.67 mi (1,914.59 km) |
| Pittsfield to Rogers (Minnesota) | 1,027.50 mi (1,653.61 km) |
| Pittsfield to Rohnert Park (California) | 2,579.77 mi (4,151.75 km) |
| Pittsfield to Rolla (Missouri) | 1,022.32 mi (1,645.26 km) |
| Pittsfield to Rolling Meadows (Illinois) | 754.47 mi (1,214.20 km) |
| Pittsfield to Roma (Texas) | 1,825.98 mi (2,938.64 km) |
| Pittsfield to Rome (Georgia) | 857.15 mi (1,379.45 km) |
| Pittsfield to Rome (New York) | 125.02 mi (201.20 km) |
