| Winston-Salem to Siloam Springs (Arkansas) | 795.53 mi (1,280.29 km) |
| Winston-Salem to Silver Firs (Washington) | 2,266.89 mi (3,648.20 km) |
| Winston-Salem to Silver Spring (Maryland) | 267.63 mi (430.71 km) |
| Winston-Salem to Silver Springs Shores (Florida) | 493.62 mi (794.41 km) |
| Winston-Salem to Silverdale (Washington) | 2,290.37 mi (3,685.99 km) |
| Winston-Salem to Silverton (Oregon) | 2,286.86 mi (3,680.34 km) |
| Winston-Salem to Simi Valley (California) | 2,162.95 mi (3,480.93 km) |
| Winston-Salem to Simpsonville (South Carolina) | 147.12 mi (236.76 km) |
| Winston-Salem to Sioux City (Iowa) | 966.70 mi (1,555.76 km) |
| Winston-Salem to Sioux Falls (South Dakota) | 1,011.16 mi (1,627.30 km) |
| Winston-Salem to Skokie (Illinois) | 573.14 mi (922.38 km) |
| Winston-Salem to Sleepy Hollow (New York) | 487.50 mi (784.55 km) |
| Winston-Salem to Slidell (Louisiana) | 680.92 mi (1,095.84 km) |
| Winston-Salem to Smithfield (North Carolina) | 114.59 mi (184.42 km) |
| Winston-Salem to Smithfield (Utah) | 1,730.86 mi (2,785.54 km) |
