| Sleepy Hollow to Shelbyville (Tennessee) | 782.92 mi (1,259.98 km) |
| Sleepy Hollow to Shelton (Connecticut) | 40.88 mi (65.79 km) |
| Sleepy Hollow to Shelton (Washington) | 2,435.71 mi (3,919.89 km) |
| Sleepy Hollow to Shenandoah (Louisiana) | 1,207.97 mi (1,944.04 km) |
| Sleepy Hollow to Shepherdsville (Kentucky) | 665.31 mi (1,070.71 km) |
| Sleepy Hollow to Sheridan (Wyoming) | 1,681.24 mi (2,705.70 km) |
| Sleepy Hollow to Sherman (Texas) | 1,346.61 mi (2,167.16 km) |
| Sleepy Hollow to Sherrelwood (Colorado) | 1,629.91 mi (2,623.09 km) |
| Sleepy Hollow to Sherwood (Arkansas) | 1,084.83 mi (1,745.87 km) |
| Sleepy Hollow to Sherwood (Oregon) | 2,444.71 mi (3,934.38 km) |
| Sleepy Hollow to Shiloh (Illinois) | 867.94 mi (1,396.82 km) |
| Sleepy Hollow to Shiloh (Ohio) | 551.41 mi (887.41 km) |
| Sleepy Hollow to Shiloh (Pennsylvania) | 171.75 mi (276.40 km) |
| Sleepy Hollow to Shirley (New York) | 56.03 mi (90.17 km) |
| Sleepy Hollow to Shively (Kentucky) | 665.44 mi (1,070.93 km) |
