| Sleepy Hollow to Santa Paula (California) | 2,484.96 mi (3,999.16 km) |
| Sleepy Hollow to Santa Rosa (California) | 2,565.83 mi (4,129.30 km) |
| Sleepy Hollow to Santaquin (Utah) | 1,977.13 mi (3,181.88 km) |
| Sleepy Hollow to Santee (California) | 2,421.02 mi (3,896.25 km) |
| Sleepy Hollow to Sapulpa (Oklahoma) | 1,247.47 mi (2,007.61 km) |
| Sleepy Hollow to Saraland (Alabama) | 1,062.38 mi (1,709.74 km) |
| Sleepy Hollow to Sarasota (Florida) | 1,070.36 mi (1,722.58 km) |
| Sleepy Hollow to Sarasota Springs (Florida) | 1,070.45 mi (1,722.73 km) |
| Sleepy Hollow to Saratoga (California) | 2,559.75 mi (4,119.53 km) |
| Sleepy Hollow to Saratoga Springs (New York) | 136.46 mi (219.62 km) |
| Sleepy Hollow to Saratoga Springs (Utah) | 1,976.90 mi (3,181.51 km) |
| Sleepy Hollow to Sartell (Minnesota) | 1,065.63 mi (1,714.97 km) |
| Sleepy Hollow to Satellite Beach (Florida) | 970.11 mi (1,561.24 km) |
| Sleepy Hollow to Sauk Rapids (Minnesota) | 1,062.21 mi (1,709.46 km) |
| Sleepy Hollow to Sault Ste. Marie (Michigan) | 641.69 mi (1,032.70 km) |
