| Winter Haven to Rockport (Texas) | 936.91 mi (1,507.81 km) |
| Winter Haven to Rockville (Maryland) | 808.21 mi (1,300.69 km) |
| Winter Haven to Rockville Centre (New York) | 986.74 mi (1,588.01 km) |
| Winter Haven to Rockwall (Texas) | 939.67 mi (1,512.25 km) |
| Winter Haven to Rocky Mount (North Carolina) | 595.15 mi (957.80 km) |
| Winter Haven to Rocky Point (New York) | 1,021.72 mi (1,644.29 km) |
| Winter Haven to Rocky River (Ohio) | 929.92 mi (1,496.57 km) |
| Winter Haven to Roessleville (New York) | 1,106.84 mi (1,781.28 km) |
| Winter Haven to Rogers (Arkansas) | 925.78 mi (1,489.89 km) |
| Winter Haven to Rogers (Minnesota) | 1,353.87 mi (2,178.84 km) |
| Winter Haven to Rohnert Park (California) | 2,453.76 mi (3,948.95 km) |
| Winter Haven to Rolla (Missouri) | 899.37 mi (1,447.39 km) |
| Winter Haven to Rolling Meadows (Illinois) | 1,034.62 mi (1,665.06 km) |
| Winter Haven to Roma (Texas) | 1,068.07 mi (1,718.90 km) |
| Winter Haven to Rome (Georgia) | 478.67 mi (770.34 km) |
