| Winter Park to Badger (Alaska) | 3,745.10 mi (6,027.15 km) |
| Winter Park to Bailey's Crossroads (Virginia) | 748.13 mi (1,204.00 km) |
| Winter Park to Bainbridge (Georgia) | 250.79 mi (403.61 km) |
| Winter Park to Bainbridge Island (Washington) | 2,555.29 mi (4,112.34 km) |
| Winter Park to Baker (Louisiana) | 605.14 mi (973.88 km) |
| Winter Park to Bakersfield (California) | 2,243.85 mi (3,611.12 km) |
| Winter Park to Balch Springs (Texas) | 950.18 mi (1,529.16 km) |
| Winter Park to Baldwin (New York) | 940.79 mi (1,514.06 km) |
| Winter Park to Baldwin (Pennsylvania) | 816.98 mi (1,314.80 km) |
| Winter Park to Baldwin Park (California) | 2,182.61 mi (3,512.58 km) |
| Winter Park to Ballenger Creek (Maryland) | 777.89 mi (1,251.90 km) |
| Winter Park to Ballwin (Missouri) | 869.41 mi (1,399.17 km) |
| Winter Park to Baltimore (Maryland) | 787.50 mi (1,267.36 km) |
| Winter Park to Bangor (Maine) | 1,316.09 mi (2,118.05 km) |
| Winter Park to Banning (California) | 2,121.16 mi (3,413.67 km) |
