| Sleepy Hollow to Holbrook (New York) | 46.69 mi (75.14 km) |
| Sleepy Hollow to Holiday (Florida) | 1,023.13 mi (1,646.57 km) |
| Sleepy Hollow to Holiday City-Berkeley (New Jersey) | 80.92 mi (130.23 km) |
| Sleepy Hollow to Holladay (Utah) | 1,966.96 mi (3,165.52 km) |
| Sleepy Hollow to Holland (Michigan) | 638.41 mi (1,027.42 km) |
| Sleepy Hollow to Hollins (Virginia) | 415.87 mi (669.29 km) |
| Sleepy Hollow to Hollister (California) | 2,537.99 mi (4,084.49 km) |
| Sleepy Hollow to Holly Hill (Florida) | 912.66 mi (1,468.79 km) |
| Sleepy Hollow to Holly Springs (Georgia) | 751.46 mi (1,209.35 km) |
| Sleepy Hollow to Holly Springs (North Carolina) | 462.13 mi (743.73 km) |
| Sleepy Hollow to Hollywood (Florida) | 1,101.33 mi (1,772.43 km) |
| Sleepy Hollow to Holmen (Wisconsin) | 905.76 mi (1,457.68 km) |
| Sleepy Hollow to Holt (Michigan) | 558.35 mi (898.57 km) |
| Sleepy Hollow to Holtsville (New York) | 47.35 mi (76.20 km) |
| Sleepy Hollow to Holyoke (Massachusetts) | 100.08 mi (161.06 km) |
