| Sleepy Hollow to Stephenville (Texas) | 1,475.90 mi (2,375.23 km) |
| Sleepy Hollow to Sterling (Colorado) | 1,525.31 mi (2,454.75 km) |
| Sleepy Hollow to Sterling (Illinois) | 819.79 mi (1,319.33 km) |
| Sleepy Hollow to Sterling (Virginia) | 236.05 mi (379.88 km) |
| Sleepy Hollow to Sterling Heights (Michigan) | 482.25 mi (776.11 km) |
| Sleepy Hollow to Steubenville (Ohio) | 358.43 mi (576.84 km) |
| Sleepy Hollow to Stevens Point (Wisconsin) | 827.81 mi (1,332.22 km) |
| Sleepy Hollow to Stevenson Ranch (California) | 2,459.18 mi (3,957.66 km) |
| Sleepy Hollow to Stillwater (Minnesota) | 992.64 mi (1,597.51 km) |
| Sleepy Hollow to Stillwater (Oklahoma) | 1,294.36 mi (2,083.06 km) |
| Sleepy Hollow to Stockbridge (Georgia) | 771.87 mi (1,242.21 km) |
| Sleepy Hollow to Stockton (California) | 2,505.81 mi (4,032.71 km) |
| Sleepy Hollow to Stone Ridge (Virginia) | 245.64 mi (395.32 km) |
| Sleepy Hollow to Stonecrest (Georgia) | 760.33 mi (1,223.63 km) |
| Sleepy Hollow to Stony Brook (New York) | 40.92 mi (65.86 km) |
