| Winter Haven to Rowlett (Texas) | 945.82 mi (1,522.15 km) |
| Winter Haven to Roy (Utah) | 1,936.85 mi (3,117.06 km) |
| Winter Haven to Royal Kunia (Hawaii) | 4,736.50 mi (7,622.66 km) |
| Winter Haven to Royal Oak (Michigan) | 1,004.92 mi (1,617.26 km) |
| Winter Haven to Royal Palm Beach (Florida) | 128.00 mi (206.00 km) |
| Winter Haven to Royse City (Texas) | 934.27 mi (1,503.56 km) |
| Winter Haven to Ruskin (Florida) | 48.75 mi (78.46 km) |
| Winter Haven to Russellville (Alabama) | 572.45 mi (921.27 km) |
| Winter Haven to Russellville (Arkansas) | 838.32 mi (1,349.14 km) |
| Winter Haven to Ruston (Louisiana) | 722.88 mi (1,163.37 km) |
| Winter Haven to Rutherford (New Jersey) | 984.21 mi (1,583.93 km) |
| Winter Haven to Rutland (Vermont) | 1,181.66 mi (1,901.70 km) |
| Winter Haven to Sabana Grande (Puerto Rico) | 1,159.45 mi (1,865.95 km) |
| Winter Haven to Sachse (Texas) | 948.67 mi (1,526.73 km) |
| Winter Haven to Saco (Maine) | 1,241.45 mi (1,997.92 km) |
