| Ski to Winder (Georgia) | 4,373.75 mi (7,038.87 km) |
| Ski to Windsor (California) | 5,152.96 mi (8,292.88 km) |
| Ski to Windsor (Colorado) | 4,616.52 mi (7,429.57 km) |
| Ski to Winfield (Kansas) | 4,588.22 mi (7,384.03 km) |
| Ski to Winnetka (Illinois) | 4,039.50 mi (6,500.95 km) |
| Ski to Winona (Minnesota) | 4,045.21 mi (6,510.14 km) |
| Ski to Winston-Salem (North Carolina) | 4,142.14 mi (6,666.13 km) |
| Ski to Winter Garden (Florida) | 4,617.45 mi (7,431.06 km) |
| Ski to Winter Gardens (California) | 5,385.80 mi (8,667.60 km) |
| Ski to Winter Haven (Florida) | 4,651.61 mi (7,486.04 km) |
| Ski to Winter Park (Florida) | 4,605.77 mi (7,412.27 km) |
| Ski to Winter Springs (Florida) | 4,598.11 mi (7,399.94 km) |
| Ski to Winterville (North Carolina) | 4,080.57 mi (6,567.05 km) |
| Ski to Winton (California) | 5,180.86 mi (8,337.79 km) |
| Ski to Wisconsin Rapids (Wisconsin) | 3,972.92 mi (6,393.80 km) |
