| Pittsfield to Hazelwood (Missouri) | 931.36 mi (1,498.88 km) |
| Pittsfield to Hazleton (Pennsylvania) | 174.14 mi (280.26 km) |
| Pittsfield to Healdsburg (California) | 2,581.01 mi (4,153.74 km) |
| Pittsfield to Heath (Ohio) | 505.31 mi (813.22 km) |
| Pittsfield to Heber (Utah) | 1,962.13 mi (3,157.74 km) |
| Pittsfield to Helena (Alabama) | 974.03 mi (1,567.55 km) |
| Pittsfield to Helena (Montana) | 1,910.99 mi (3,075.45 km) |
| Pittsfield to Hemet (California) | 2,424.91 mi (3,902.52 km) |
| Pittsfield to Henderson (Kentucky) | 819.32 mi (1,318.58 km) |
| Pittsfield to Henderson (Nevada) | 2,256.20 mi (3,631.00 km) |
| Pittsfield to Henderson (North Carolina) | 504.66 mi (812.18 km) |
| Pittsfield to Henderson (Texas) | 1,374.86 mi (2,212.62 km) |
| Pittsfield to Hendersonville (North Carolina) | 697.13 mi (1,121.93 km) |
| Pittsfield to Hendersonville (Tennessee) | 827.90 mi (1,332.37 km) |
| Pittsfield to Hercules (California) | 2,566.78 mi (4,130.83 km) |
