| Pittsfield to Ridgeland (Mississippi) | 1,153.28 mi (1,856.03 km) |
| Pittsfield to Ridgewood (New Jersey) | 110.64 mi (178.06 km) |
| Pittsfield to Rifle (Colorado) | 1,798.57 mi (2,894.53 km) |
| Pittsfield to Rincon (Georgia) | 826.28 mi (1,329.77 km) |
| Pittsfield to Ringwood (New Jersey) | 106.63 mi (171.60 km) |
| Pittsfield to Río Grande (Puerto Rico) | 1,719.32 mi (2,766.97 km) |
| Pittsfield to Rio Grande City (Texas) | 1,819.49 mi (2,928.19 km) |
| Pittsfield to Rio Linda (California) | 2,508.10 mi (4,036.39 km) |
| Pittsfield to Rio Rancho (New Mexico) | 1,852.40 mi (2,981.14 km) |
| Pittsfield to Rio Rico (Arizona) | 2,194.60 mi (3,531.87 km) |
| Pittsfield to Ripon (California) | 2,517.30 mi (4,051.20 km) |
| Pittsfield to River Edge (New Jersey) | 112.74 mi (181.44 km) |
| Pittsfield to River Falls (Wisconsin) | 979.76 mi (1,576.77 km) |
| Pittsfield to River Forest (Illinois) | 745.58 mi (1,199.90 km) |
| Pittsfield to River Grove (Illinois) | 746.25 mi (1,200.97 km) |
