| Sleepy Hollow to The Villages (Florida) | 958.31 mi (1,542.24 km) |
| Sleepy Hollow to The Woodlands (Texas) | 1,424.35 mi (2,292.26 km) |
| Sleepy Hollow to Thibodaux (Louisiana) | 1,228.51 mi (1,977.09 km) |
| Sleepy Hollow to Thomasville (Georgia) | 904.91 mi (1,456.31 km) |
| Sleepy Hollow to Thomasville (North Carolina) | 492.11 mi (791.97 km) |
| Sleepy Hollow to Thonotosassa (Florida) | 1,019.57 mi (1,640.85 km) |
| Sleepy Hollow to Thornton (Colorado) | 1,625.67 mi (2,616.26 km) |
| Sleepy Hollow to Thousand Oaks (California) | 2,479.77 mi (3,990.80 km) |
| Sleepy Hollow to Three Lakes (Florida) | 1,131.24 mi (1,820.55 km) |
| Sleepy Hollow to Tiffin (Ohio) | 484.38 mi (779.54 km) |
| Sleepy Hollow to Tifton (Georgia) | 854.17 mi (1,374.65 km) |
| Sleepy Hollow to Tigard (Oregon) | 2,441.10 mi (3,928.57 km) |
| Sleepy Hollow to Tillmans Corner (Alabama) | 1,080.23 mi (1,738.46 km) |
| Sleepy Hollow to Timberlake (Virginia) | 388.36 mi (625.01 km) |
| Sleepy Hollow to Timberlane (Louisiana) | 1,190.94 mi (1,916.63 km) |
