| Sleepy Hollow to Siloam Springs (Arkansas) | 1,162.18 mi (1,870.35 km) |
| Sleepy Hollow to Silver Firs (Washington) | 2,385.22 mi (3,838.64 km) |
| Sleepy Hollow to Silver Spring (Maryland) | 220.43 mi (354.74 km) |
| Sleepy Hollow to Silver Springs Shores (Florida) | 946.09 mi (1,522.58 km) |
| Sleepy Hollow to Silverdale (Washington) | 2,411.51 mi (3,880.95 km) |
| Sleepy Hollow to Silverton (Oregon) | 2,446.52 mi (3,937.30 km) |
| Sleepy Hollow to Simi Valley (California) | 2,471.04 mi (3,976.76 km) |
| Sleepy Hollow to Simpsonville (South Carolina) | 633.69 mi (1,019.83 km) |
| Sleepy Hollow to Sioux City (Iowa) | 1,160.54 mi (1,867.72 km) |
| Sleepy Hollow to Sioux Falls (South Dakota) | 1,176.22 mi (1,892.94 km) |
| Sleepy Hollow to Skokie (Illinois) | 719.06 mi (1,157.22 km) |
| Sleepy Hollow to Slidell (Louisiana) | 1,160.47 mi (1,867.60 km) |
| Sleepy Hollow to Smithfield (North Carolina) | 455.46 mi (732.99 km) |
| Sleepy Hollow to Smithfield (Utah) | 1,949.65 mi (3,137.67 km) |
| Sleepy Hollow to Smithville (Missouri) | 1,095.55 mi (1,763.12 km) |
