| Winter Haven to Rome (New York) | 1,106.72 mi (1,781.10 km) |
| Winter Haven to Romeoville (Illinois) | 1,007.83 mi (1,621.94 km) |
| Winter Haven to Romulus (Michigan) | 986.39 mi (1,587.43 km) |
| Winter Haven to Ronkonkoma (New York) | 1,008.79 mi (1,623.50 km) |
| Winter Haven to Roosevelt (New York) | 989.10 mi (1,591.81 km) |
| Winter Haven to Rosamond (California) | 2,191.35 mi (3,526.63 km) |
| Winter Haven to Rosaryville (Maryland) | 794.21 mi (1,278.16 km) |
| Winter Haven to Roscoe (Illinois) | 1,076.85 mi (1,733.02 km) |
| Winter Haven to Rose Hill (Virginia) | 789.93 mi (1,271.27 km) |
| Winter Haven to Roseburg (Oregon) | 2,531.99 mi (4,074.84 km) |
| Winter Haven to Rosedale (California) | 2,248.72 mi (3,618.97 km) |
| Winter Haven to Rosedale (Maryland) | 836.45 mi (1,346.14 km) |
| Winter Haven to Roselle (Illinois) | 1,029.81 mi (1,657.31 km) |
| Winter Haven to Roselle (New Jersey) | 970.19 mi (1,561.36 km) |
| Winter Haven to Roselle Park (New Jersey) | 970.79 mi (1,562.33 km) |
