| Sleepy Hollow to Wayne (Michigan) | 497.48 mi (800.62 km) |
| Sleepy Hollow to Waynesboro (Pennsylvania) | 216.00 mi (347.62 km) |
| Sleepy Hollow to Waynesboro (Virginia) | 339.67 mi (546.64 km) |
| Sleepy Hollow to Weatherford (Oklahoma) | 1,393.45 mi (2,242.54 km) |
| Sleepy Hollow to Weatherford (Texas) | 1,434.33 mi (2,308.33 km) |
| Sleepy Hollow to Webb City (Missouri) | 1,134.37 mi (1,825.59 km) |
| Sleepy Hollow to Webster (Texas) | 1,433.65 mi (2,307.23 km) |
| Sleepy Hollow to Webster Groves (Missouri) | 889.98 mi (1,432.28 km) |
| Sleepy Hollow to Weddington (North Carolina) | 561.28 mi (903.29 km) |
| Sleepy Hollow to Weigelstown (Pennsylvania) | 173.18 mi (278.70 km) |
| Sleepy Hollow to Weirton (West Virginia) | 353.54 mi (568.98 km) |
| Sleepy Hollow to Wekiwa Springs (Florida) | 956.46 mi (1,539.27 km) |
| Sleepy Hollow to Welby (Colorado) | 1,628.03 mi (2,620.07 km) |
| Sleepy Hollow to Wellington (Colorado) | 1,617.50 mi (2,603.12 km) |
| Sleepy Hollow to Wellington (Florida) | 1,062.75 mi (1,710.33 km) |
