| Winston-Salem to Sunset (Florida) | 718.38 mi (1,156.12 km) |
| Winston-Salem to Superior (Colorado) | 1,376.14 mi (2,214.69 km) |
| Winston-Salem to Superior (Wisconsin) | 952.23 mi (1,532.46 km) |
| Winston-Salem to Surprise (Arizona) | 1,823.66 mi (2,934.89 km) |
| Winston-Salem to Susanville (California) | 2,190.22 mi (3,524.83 km) |
| Winston-Salem to Sussex (Wisconsin) | 644.04 mi (1,036.49 km) |
| Winston-Salem to Suwanee (Georgia) | 257.76 mi (414.82 km) |
| Winston-Salem to Swansea (Illinois) | 560.10 mi (901.39 km) |
| Winston-Salem to Sweetwater (Florida) | 713.38 mi (1,148.07 km) |
| Winston-Salem to Sweetwater (Texas) | 1,174.98 mi (1,890.96 km) |
| Winston-Salem to Sycamore (Illinois) | 607.68 mi (977.96 km) |
| Winston-Salem to Sylacauga (Alabama) | 396.30 mi (637.79 km) |
| Winston-Salem to Sylvania (Ohio) | 429.39 mi (691.04 km) |
| Winston-Salem to Syosset (New York) | 489.36 mi (787.56 km) |
| Winston-Salem to Syracuse (New York) | 526.95 mi (848.05 km) |
