| Winter Haven to Ramsey (New Jersey) | 997.82 mi (1,605.84 km) |
| Winter Haven to Rancho Cordova (California) | 2,377.36 mi (3,825.99 km) |
| Winter Haven to Rancho Cucamonga (California) | 2,152.81 mi (3,464.61 km) |
| Winter Haven to Rancho Mirage (California) | 2,086.88 mi (3,358.51 km) |
| Winter Haven to Rancho Palos Verdes (California) | 2,198.09 mi (3,537.48 km) |
| Winter Haven to Rancho San Diego (California) | 2,114.78 mi (3,403.41 km) |
| Winter Haven to Rancho Santa Margarita (California) | 2,154.07 mi (3,466.64 km) |
| Winter Haven to Randallstown (Maryland) | 833.56 mi (1,341.48 km) |
| Winter Haven to Rantoul (Illinois) | 925.24 mi (1,489.03 km) |
| Winter Haven to Rapid City (South Dakota) | 1,626.67 mi (2,617.87 km) |
| Winter Haven to Ravenna (Ohio) | 908.91 mi (1,462.74 km) |
| Winter Haven to Raymondville (Texas) | 992.45 mi (1,597.19 km) |
| Winter Haven to Raymore (Missouri) | 1,045.42 mi (1,682.45 km) |
| Winter Haven to Raytown (Missouri) | 1,054.50 mi (1,697.05 km) |
| Winter Haven to Reading (Ohio) | 790.37 mi (1,271.98 km) |
