| Sleepy Hollow to Worthington (Ohio) | 484.69 mi (780.03 km) |
| Sleepy Hollow to Wright (Florida) | 1,024.38 mi (1,648.58 km) |
| Sleepy Hollow to Wyandanch (New York) | 35.65 mi (57.37 km) |
| Sleepy Hollow to Wyandotte (Michigan) | 485.20 mi (780.86 km) |
| Sleepy Hollow to Wylie (Texas) | 1,361.65 mi (2,191.37 km) |
| Sleepy Hollow to Wyndham (Virginia) | 308.33 mi (496.21 km) |
| Sleepy Hollow to Wyoming (Michigan) | 619.73 mi (997.35 km) |
| Sleepy Hollow to Wyomissing (Pennsylvania) | 121.84 mi (196.08 km) |
| Sleepy Hollow to Xenia (Ohio) | 538.47 mi (866.58 km) |
| Sleepy Hollow to Yakima (Washington) | 2,322.14 mi (3,737.13 km) |
| Sleepy Hollow to Yankton (South Dakota) | 1,210.23 mi (1,947.68 km) |
| Sleepy Hollow to Yauco (Puerto Rico) | 1,646.55 mi (2,649.86 km) |
| Sleepy Hollow to Yazoo City (Mississippi) | 1,072.62 mi (1,726.21 km) |
| Sleepy Hollow to Yeadon (Pennsylvania) | 108.14 mi (174.03 km) |
| Sleepy Hollow to Yelm (Washington) | 2,415.96 mi (3,888.12 km) |
