| Sleepy Hollow to Superior (Colorado) | 1,636.55 mi (2,633.77 km) |
| Sleepy Hollow to Superior (Wisconsin) | 982.86 mi (1,581.76 km) |
| Sleepy Hollow to Surprise (Arizona) | 2,160.24 mi (3,476.57 km) |
| Sleepy Hollow to Susanville (California) | 2,416.75 mi (3,889.39 km) |
| Sleepy Hollow to Sussex (Wisconsin) | 747.93 mi (1,203.68 km) |
| Sleepy Hollow to Suwanee (Georgia) | 739.72 mi (1,190.46 km) |
| Sleepy Hollow to Swansea (Illinois) | 871.60 mi (1,402.71 km) |
| Sleepy Hollow to Sweetwater (Florida) | 1,121.77 mi (1,805.31 km) |
| Sleepy Hollow to Sweetwater (Texas) | 1,576.94 mi (2,537.83 km) |
| Sleepy Hollow to Sycamore (Illinois) | 767.42 mi (1,235.04 km) |
| Sleepy Hollow to Sylacauga (Alabama) | 872.96 mi (1,404.90 km) |
| Sleepy Hollow to Sylvania (Ohio) | 511.31 mi (822.87 km) |
| Sleepy Hollow to Syosset (New York) | 27.24 mi (43.83 km) |
| Sleepy Hollow to Syracuse (New York) | 177.96 mi (286.39 km) |
| Sleepy Hollow to Syracuse (Utah) | 1,972.83 mi (3,174.97 km) |
