| The Villages to Rome (New York) | 1,053.17 mi (1,694.92 km) |
| The Villages to Romeoville (Illinois) | 943.93 mi (1,519.11 km) |
| The Villages to Romulus (Michigan) | 923.56 mi (1,486.32 km) |
| The Villages to Ronkonkoma (New York) | 962.42 mi (1,548.87 km) |
| The Villages to Roosevelt (New York) | 942.02 mi (1,516.03 km) |
| The Villages to Rosamond (California) | 2,152.89 mi (3,464.74 km) |
| The Villages to Rosaryville (Maryland) | 742.78 mi (1,195.38 km) |
| The Villages to Roscoe (Illinois) | 1,013.05 mi (1,630.35 km) |
| The Villages to Rose Hill (Virginia) | 737.78 mi (1,187.34 km) |
| The Villages to Roseburg (Oregon) | 2,482.14 mi (3,994.62 km) |
| The Villages to Rosedale (California) | 2,209.42 mi (3,555.72 km) |
| The Villages to Rosedale (Maryland) | 785.02 mi (1,263.37 km) |
| The Villages to Roselle (Illinois) | 965.87 mi (1,554.42 km) |
| The Villages to Roselle (New Jersey) | 921.77 mi (1,483.44 km) |
| The Villages to Roselle Park (New Jersey) | 922.34 mi (1,484.36 km) |
