| Pittsfield to Punta Gorda (Florida) | 1,183.67 mi (1,904.94 km) |
| Pittsfield to Puyallup (Washington) | 2,385.24 mi (3,838.67 km) |
| Pittsfield to Queen Creek (Arizona) | 2,166.66 mi (3,486.90 km) |
| Pittsfield to Queens (New York) | 120.82 mi (194.44 km) |
| Pittsfield to Quincy (Illinois) | 956.08 mi (1,538.66 km) |
| Pittsfield to Quincy (Massachusetts) | 115.31 mi (185.57 km) |
| Pittsfield to Raceland (Louisiana) | 1,304.39 mi (2,099.22 km) |
| Pittsfield to Racine (Wisconsin) | 739.61 mi (1,190.29 km) |
| Pittsfield to Radcliff (Kentucky) | 741.09 mi (1,192.66 km) |
| Pittsfield to Radford (Virginia) | 534.12 mi (859.59 km) |
| Pittsfield to Rahway (New Jersey) | 137.90 mi (221.93 km) |
| Pittsfield to Raleigh (North Carolina) | 540.43 mi (869.73 km) |
| Pittsfield to Ramona (California) | 2,440.99 mi (3,928.39 km) |
| Pittsfield to Ramsey (Minnesota) | 1,021.57 mi (1,644.05 km) |
| Pittsfield to Ramsey (New Jersey) | 106.46 mi (171.32 km) |
