| Winterberg to Oerlinghausen | 53.36 mi (85.88 km) |
| Winterberg to Oestrich-Winkel | 85.95 mi (138.33 km) |
| Winterberg to Offenburg | 190.63 mi (306.79 km) |
| Winterberg to Oftersheim | 126.43 mi (203.48 km) |
| Winterberg to Ohrdruf | 99.69 mi (160.44 km) |
| Winterberg to Ohringen | 144.86 mi (233.14 km) |
| Winterberg to Olbernhau | 212.91 mi (342.64 km) |
| Winterberg to Olching | 242.08 mi (389.59 km) |
| Winterberg to Oldenburg | 134.92 mi (217.14 km) |
| Winterberg to Oldenburg in Holstein | 235.92 mi (379.67 km) |
| Winterberg to Olfen | 60.46 mi (97.30 km) |
| Winterberg to Olpe | 32.24 mi (51.88 km) |
| Winterberg to Olsberg | 10.46 mi (16.84 km) |
| Winterberg to Oranienburg | 227.73 mi (366.50 km) |
| Winterberg to Ortenberg | 62.90 mi (101.22 km) |
