| Pittsfield to Home Gardens (California) | 2,446.57 mi (3,937.37 km) |
| Pittsfield to Homer Glen (Illinois) | 755.23 mi (1,215.42 km) |
| Pittsfield to Homestead (Florida) | 1,242.52 mi (1,999.65 km) |
| Pittsfield to Homewood (Alabama) | 962.53 mi (1,549.05 km) |
| Pittsfield to Homewood (Illinois) | 741.02 mi (1,192.56 km) |
| Pittsfield to Homosassa Springs (Florida) | 1,075.26 mi (1,730.47 km) |
| Pittsfield to Honeygo (Maryland) | 267.62 mi (430.69 km) |
| Pittsfield to Honolulu (Hawaii) | 4,969.13 mi (7,997.03 km) |
| Pittsfield to Hoover (Alabama) | 966.57 mi (1,555.54 km) |
| Pittsfield to Hopatcong (New Jersey) | 126.14 mi (203.01 km) |
| Pittsfield to Hope Mills (North Carolina) | 600.95 mi (967.13 km) |
| Pittsfield to Hopewell (Virginia) | 415.77 mi (669.12 km) |
| Pittsfield to Hopkins (Minnesota) | 1,018.15 mi (1,638.56 km) |
| Pittsfield to Hopkinsville (Kentucky) | 848.50 mi (1,365.53 km) |
| Pittsfield to Horizon City (Texas) | 1,946.80 mi (3,133.07 km) |
