| Sleepy Hollow to Somersworth (New Hampshire) | 213.65 mi (343.83 km) |
| Sleepy Hollow to Somerton (Arizona) | 2,309.83 mi (3,717.31 km) |
| Sleepy Hollow to Somerville (Massachusetts) | 168.62 mi (271.37 km) |
| Sleepy Hollow to Somerville (New Jersey) | 52.87 mi (85.09 km) |
| Sleepy Hollow to Sonoma (California) | 2,556.95 mi (4,115.01 km) |
| Sleepy Hollow to Soquel (California) | 2,562.59 mi (4,124.09 km) |
| Sleepy Hollow to South Bend (Indiana) | 643.38 mi (1,035.42 km) |
| Sleepy Hollow to South Bradenton (Florida) | 1,063.73 mi (1,711.91 km) |
| Sleepy Hollow to South Burlington (Vermont) | 235.08 mi (378.33 km) |
| Sleepy Hollow to South Charleston (West Virginia) | 457.90 mi (736.92 km) |
| Sleepy Hollow to South Daytona (Florida) | 916.60 mi (1,475.12 km) |
| Sleepy Hollow to South El Monte (California) | 2,440.88 mi (3,928.21 km) |
| Sleepy Hollow to South Elgin (Illinois) | 748.49 mi (1,204.58 km) |
| Sleepy Hollow to South Euclid (Ohio) | 398.14 mi (640.74 km) |
| Sleepy Hollow to South Farmingdale (New York) | 34.17 mi (54.99 km) |
