| Pittsfield to Santa Rosa (California) | 2,577.71 mi (4,148.42 km) |
| Pittsfield to Santaquin (Utah) | 1,992.99 mi (3,207.41 km) |
| Pittsfield to Santee (California) | 2,452.84 mi (3,947.46 km) |
| Pittsfield to Sapulpa (Oklahoma) | 1,296.03 mi (2,085.76 km) |
| Pittsfield to Saraland (Alabama) | 1,145.42 mi (1,843.37 km) |
| Pittsfield to Sarasota (Florida) | 1,167.45 mi (1,878.83 km) |
| Pittsfield to Sarasota Springs (Florida) | 1,167.62 mi (1,879.11 km) |
| Pittsfield to Saratoga (California) | 2,575.29 mi (4,144.53 km) |
| Pittsfield to Saratoga Springs (New York) | 49.98 mi (80.43 km) |
| Pittsfield to Saratoga Springs (Utah) | 1,991.39 mi (3,204.83 km) |
| Pittsfield to Sartell (Minnesota) | 1,060.62 mi (1,706.91 km) |
| Pittsfield to Satellite Beach (Florida) | 1,068.46 mi (1,719.52 km) |
| Pittsfield to Sauk Rapids (Minnesota) | 1,057.29 mi (1,701.55 km) |
| Pittsfield to Sault Ste. Marie (Michigan) | 613.84 mi (987.87 km) |
| Pittsfield to Savage (Minnesota) | 1,015.62 mi (1,634.48 km) |
