| Pittsfield to Hagerstown (Maryland) | 302.87 mi (487.43 km) |
| Pittsfield to Haines City (Florida) | 1,095.87 mi (1,763.63 km) |
| Pittsfield to Halawa (Hawaii) | 4,970.72 mi (7,999.60 km) |
| Pittsfield to Half Moon Bay (California) | 2,590.51 mi (4,169.02 km) |
| Pittsfield to Halfway (Maryland) | 305.91 mi (492.31 km) |
| Pittsfield to Hallandale Beach (Florida) | 1,202.65 mi (1,935.48 km) |
| Pittsfield to Haltom City (Texas) | 1,465.67 mi (2,358.77 km) |
| Pittsfield to Ham Lake (Minnesota) | 1,009.62 mi (1,624.83 km) |
| Pittsfield to Hamilton (Ohio) | 626.26 mi (1,007.86 km) |
| Pittsfield to Hamilton Square (New Jersey) | 169.96 mi (273.53 km) |
| Pittsfield to Hammond (Indiana) | 731.70 mi (1,177.55 km) |
| Pittsfield to Hammond (Louisiana) | 1,258.05 mi (2,024.64 km) |
| Pittsfield to Hammonton (New Jersey) | 208.43 mi (335.44 km) |
| Pittsfield to Hampton (Virginia) | 407.59 mi (655.95 km) |
| Pittsfield to Hampton Bays (New York) | 115.77 mi (186.31 km) |
