| Sleepy Hollow to Rome (New York) | 169.05 mi (272.06 km) |
| Sleepy Hollow to Romeoville (Illinois) | 737.90 mi (1,187.53 km) |
| Sleepy Hollow to Romulus (Michigan) | 495.99 mi (798.22 km) |
| Sleepy Hollow to Ronkonkoma (New York) | 43.86 mi (70.58 km) |
| Sleepy Hollow to Roosevelt (New York) | 32.33 mi (52.02 km) |
| Sleepy Hollow to Rosamond (California) | 2,426.42 mi (3,904.94 km) |
| Sleepy Hollow to Rosaryville (Maryland) | 224.34 mi (361.03 km) |
| Sleepy Hollow to Roscoe (Illinois) | 784.47 mi (1,262.48 km) |
| Sleepy Hollow to Rose Hill (Virginia) | 234.03 mi (376.64 km) |
| Sleepy Hollow to Roseburg (Oregon) | 2,501.29 mi (4,025.43 km) |
| Sleepy Hollow to Rosedale (California) | 2,463.42 mi (3,964.48 km) |
| Sleepy Hollow to Rosedale (Maryland) | 185.06 mi (297.83 km) |
| Sleepy Hollow to Roselle (Illinois) | 736.81 mi (1,185.79 km) |
| Sleepy Hollow to Roselle (New Jersey) | 36.58 mi (58.87 km) |
| Sleepy Hollow to Roselle Park (New Jersey) | 36.06 mi (58.03 km) |
