| Pittsfield to Hutchinson (Kansas) | 1,329.34 mi (2,139.37 km) |
| Pittsfield to Hutchinson (Minnesota) | 1,065.55 mi (1,714.83 km) |
| Pittsfield to Hutto (Texas) | 1,571.49 mi (2,529.07 km) |
| Pittsfield to Hyattsville (Maryland) | 309.12 mi (497.49 km) |
| Pittsfield to Hybla Valley (Virginia) | 324.98 mi (523.01 km) |
| Pittsfield to Idaho Falls (Idaho) | 1,943.83 mi (3,128.29 km) |
| Pittsfield to Idylwood (Virginia) | 321.35 mi (517.16 km) |
| Pittsfield to Ilchester (Maryland) | 288.95 mi (465.01 km) |
| Pittsfield to Immokalee (Florida) | 1,199.61 mi (1,930.59 km) |
| Pittsfield to Imperial (California) | 2,381.36 mi (3,832.44 km) |
| Pittsfield to Imperial Beach (California) | 2,469.12 mi (3,973.66 km) |
| Pittsfield to Independence (Kentucky) | 638.22 mi (1,027.11 km) |
| Pittsfield to Independence (Missouri) | 1,124.66 mi (1,809.97 km) |
| Pittsfield to Indian Trail (North Carolina) | 646.30 mi (1,040.11 km) |
| Pittsfield to Indiana (Pennsylvania) | 329.94 mi (530.99 km) |
