| Pittsfield to The Villages (Florida) | 1,055.10 mi (1,698.02 km) |
| Pittsfield to The Woodlands (Texas) | 1,494.10 mi (2,404.52 km) |
| Pittsfield to Thibodaux (Louisiana) | 1,308.34 mi (2,105.57 km) |
| Pittsfield to Thomasville (Georgia) | 996.58 mi (1,603.83 km) |
| Pittsfield to Thomasville (North Carolina) | 582.30 mi (937.12 km) |
| Pittsfield to Thonotosassa (Florida) | 1,116.54 mi (1,796.90 km) |
| Pittsfield to Thornton (Colorado) | 1,647.10 mi (2,650.75 km) |
| Pittsfield to Thousand Oaks (California) | 2,506.21 mi (4,033.35 km) |
| Pittsfield to Three Lakes (Florida) | 1,230.11 mi (1,979.66 km) |
| Pittsfield to Tiffin (Ohio) | 519.02 mi (835.28 km) |
| Pittsfield to Tifton (Georgia) | 945.74 mi (1,522.02 km) |
| Pittsfield to Tigard (Oregon) | 2,433.41 mi (3,916.19 km) |
| Pittsfield to Tillmans Corner (Alabama) | 1,163.64 mi (1,872.69 km) |
| Pittsfield to Timberlake (Virginia) | 475.82 mi (765.76 km) |
| Pittsfield to Timberlane (Louisiana) | 1,272.16 mi (2,047.35 km) |
