| Sleepy Hollow to Hutchinson (Kansas) | 1,292.69 mi (2,080.39 km) |
| Sleepy Hollow to Hutchinson (Minnesota) | 1,065.74 mi (1,715.15 km) |
| Sleepy Hollow to Hutto (Texas) | 1,506.42 mi (2,424.35 km) |
| Sleepy Hollow to Hyattsville (Maryland) | 219.75 mi (353.66 km) |
| Sleepy Hollow to Hybla Valley (Virginia) | 234.89 mi (378.01 km) |
| Sleepy Hollow to Idaho Falls (Idaho) | 1,940.49 mi (3,122.92 km) |
| Sleepy Hollow to Idylwood (Virginia) | 233.05 mi (375.05 km) |
| Sleepy Hollow to Ilchester (Maryland) | 200.40 mi (322.52 km) |
| Sleepy Hollow to Immokalee (Florida) | 1,101.31 mi (1,772.38 km) |
| Sleepy Hollow to Imperial (California) | 2,347.94 mi (3,778.64 km) |
| Sleepy Hollow to Imperial Beach (California) | 2,436.73 mi (3,921.54 km) |
| Sleepy Hollow to Independence (Kentucky) | 583.58 mi (939.18 km) |
| Sleepy Hollow to Independence (Missouri) | 1,088.71 mi (1,752.12 km) |
| Sleepy Hollow to Indian Trail (North Carolina) | 555.42 mi (893.86 km) |
| Sleepy Hollow to Indiana (Pennsylvania) | 277.95 mi (447.32 km) |
