| Winterberg to Senftenberg | 238.25 mi (383.42 km) |
| Winterberg to Siegburg | 63.36 mi (101.96 km) |
| Winterberg to Siegen | 30.83 mi (49.62 km) |
| Winterberg to Sigmaringen | 217.37 mi (349.83 km) |
| Winterberg to Simbach am Inn | 285.31 mi (459.17 km) |
| Winterberg to Simmerath | 105.12 mi (169.17 km) |
| Winterberg to Sindelfingen | 173.17 mi (278.68 km) |
| Winterberg to Sinsheim | 135.70 mi (218.39 km) |
| Winterberg to Sinzheim | 169.17 mi (272.25 km) |
| Winterberg to Sinzig | 71.32 mi (114.79 km) |
| Winterberg to Soest | 31.08 mi (50.02 km) |
| Winterberg to Solingen | 62.12 mi (99.98 km) |
| Winterberg to Soltau | 135.29 mi (217.73 km) |
| Winterberg to Sommerda | 112.65 mi (181.29 km) |
| Winterberg to Sondershausen | 102.20 mi (164.48 km) |
