| Sleepy Hollow to Wichita (Kansas) | 1,271.17 mi (2,045.75 km) |
| Sleepy Hollow to Wichita Falls (Texas) | 1,433.91 mi (2,307.66 km) |
| Sleepy Hollow to Wickliffe (Ohio) | 395.49 mi (636.48 km) |
| Sleepy Hollow to Wildomar (California) | 2,412.38 mi (3,882.35 km) |
| Sleepy Hollow to Wildwood (Florida) | 966.75 mi (1,555.84 km) |
| Sleepy Hollow to Wildwood (Missouri) | 906.45 mi (1,458.79 km) |
| Sleepy Hollow to Wilkes-Barre (Pennsylvania) | 104.75 mi (168.58 km) |
| Sleepy Hollow to Wilkinsburg (Pennsylvania) | 317.15 mi (510.40 km) |
| Sleepy Hollow to Williamsburg (Virginia) | 304.72 mi (490.39 km) |
| Sleepy Hollow to Williamsport (Pennsylvania) | 164.91 mi (265.40 km) |
| Sleepy Hollow to Williamstown (New Jersey) | 113.27 mi (182.28 km) |
| Sleepy Hollow to Willimantic (Connecticut) | 96.25 mi (154.89 km) |
| Sleepy Hollow to Williston (North Dakota) | 1,531.83 mi (2,465.24 km) |
| Sleepy Hollow to Willmar (Minnesota) | 1,100.72 mi (1,771.44 km) |
| Sleepy Hollow to Willoughby (Ohio) | 392.50 mi (631.66 km) |
