| Name | What | Region | Country | Lat | Long | Elev ft. | Pop est |
|---|---|---|---|---|---|---|---|
| Roachville | city | Kentucky | United States | 37.24 | -85.42 | 830 | |
| Road Fork (historical) | city | Kentucky | United States | 37.75 | -83.29 | 1200 | |
| Road Fork (historical) | city | Kentucky | United States | 37.63 | -82.29 | 1184 | |
| Road Junction | city | Kentucky | United States | 37.35 | -82.39 | 1007 | |
| Roanoke | city | Kentucky | United States | 37.68 | -85.71 | 908 | |
| Roaring Spring | city | Kentucky | United States | 36.73 | -87.71 | 830 | |
| Roark | city | Kentucky | United States | 37.02 | -83.52 | 1099 | |
| Rob Roy | city | Kentucky | United States | 37.39 | -86.80 | 830 | |
| Robards | city | Kentucky | United States | 37.67 | -87.55 | 830 | |
| Roberta | city | Kentucky | United States | 38.11 | -86.44 | 400 | |
| Roberts (historical) | city | Kentucky | United States | 38.19 | -85.00 | 830 | |
| Roberts (historical) | city | Kentucky | United States | 38.17 | -85.00 | 830 | |
| Robinson | city | Kentucky | United States | 38.49 | -84.35 | 830 | |
| Robinson Creek | city | Kentucky | United States | 37.39 | -82.54 | 1669 | |
| Robinsville | city | Kentucky | United States | 37.77 | -87.85 | 351 | |
| Robinswood | city | Kentucky | United States | 38.28 | -85.65 | 830 | |
| Rochester | city | Kentucky | United States | 37.21 | -86.89 | 830 | |
| Rock Creek | city | Kentucky | United States | 37.43 | -86.16 | 830 | |
| Rock Fork (historical) | city | Kentucky | United States | 37.36 | -83.19 | 1194 | |
| Rock Fork (historical) | city | Kentucky | United States | 37.45 | -82.90 | 1200 | |
| Rock Haven | city | Kentucky | United States | 37.95 | -86.05 | 830 | |
| Rock Lick | city | Kentucky | United States | 37.65 | -83.31 | 1108 | |
| Rock Spring | city | Kentucky | United States | 37.50 | -87.88 | 400 | |
| Rock Spring (historical) | city | Kentucky | United States | 37.06 | -87.88 | 830 | |
| Rock Spring Neighborhood (historical) | city | Kentucky | United States | 37.41 | -83.83 | 1151 | |
| Rock Springs | city | Kentucky | United States | 37.73 | -87.65 | 830 | |
| Rock Springs | city | Kentucky | United States | 38.77 | -84.09 | 830 | |
| Rock Springs (historical) | city | Kentucky | United States | 37.07 | -86.90 | 830 | |
| Rockbridge | city | Kentucky | United States | 36.78 | -85.68 | 977 | |
| Rockbridge (historical) | city | Kentucky | United States | 37.11 | -87.32 | 830 | |
| Rockcastle | city | Kentucky | United States | 36.90 | -87.99 | 400 | |
| Rockcastle Shores | city | Kentucky | United States | 36.88 | -87.98 | 403 | |
| Rockdale | city | Kentucky | United States | 38.42 | -82.70 | 830 | |
| Rockdale | city | Kentucky | United States | 38.41 | -84.68 | 830 | |
| Rockfield | city | Kentucky | United States | 36.91 | -86.56 | 830 | |
| Rockholds | city | Kentucky | United States | 36.83 | -84.12 | 1190 | |
| Rockhouse | city | Kentucky | United States | 37.33 | -82.45 | 1669 | |
| Rockhouse (historical) | city | Kentucky | United States | 37.86 | -83.15 | 905 | |
| Rockhouse Neighborhood (historical) | city | Kentucky | United States | 37.31 | -83.59 | 1082 | |
| Rockland | city | Kentucky | United States | 37.09 | -86.58 | 416 | |
| Rockport | city | Kentucky | United States | 37.33 | -87.00 | 380 | |
| Rockvale | city | Kentucky | United States | 37.63 | -86.58 | 830 | |
| Rockville (historical) | city | Kentucky | United States | 38.24 | -82.61 | 830 | |
| Rockville (historical) | city | Kentucky | United States | 38.70 | -85.03 | 830 | |
| Rockwell Village (historical) | city | Kentucky | United States | 38.02 | -84.23 | 977 | |
| Rockwood | city | Kentucky | United States | 38.06 | -84.46 | 994 | |
| Rocky Hill | city | Kentucky | United States | 36.94 | -86.07 | 830 | |
| Rocky Hill | city | Kentucky | United States | 37.07 | -86.14 | 830 | |
| Rockybranch | city | Kentucky | United States | 36.74 | -84.73 | 958 | |
| Rodburn | city | Kentucky | United States | 38.20 | -83.41 | 862 | |
| Rodemer | city | Kentucky | United States | 36.72 | -86.23 | 830 | |
| Roff | city | Kentucky | United States | 37.66 | -86.42 | 830 | |
| Rogers | city | Kentucky | United States | 36.88 | -86.79 | 830 | |
| Rogers | city | Kentucky | United States | 37.74 | -83.64 | 1200 | |
| Rogers Gap | city | Kentucky | United States | 38.30 | -84.54 | 987 | |
| Rogersville | city | Kentucky | United States | 37.82 | -85.93 | 830 | |
| Rolan | city | Kentucky | United States | 36.65 | -85.03 | 997 | |
| Rolling Fields | city | Kentucky | United States | 38.27 | -85.67 | 830 | |
| Rolling Hills | city | Kentucky | United States | 38.28 | -85.57 | 830 | |
| Rolling Mill (historical) | city | Kentucky | United States | 36.93 | -87.98 | 400 | |
| Rollington | city | Kentucky | United States | 38.32 | -85.50 | 830 | |
| Rome | city | Kentucky | United States | 37.72 | -87.18 | 400 | |
| Romine | city | Kentucky | United States | 37.24 | -85.35 | 830 | |
| Romney (historical) | city | Kentucky | United States | 37.15 | -87.47 | 830 | |
| Rooney | city | Kentucky | United States | 38.42 | -83.19 | 885 | |
| Roosevelt | city | Kentucky | United States | 37.41 | -83.37 | 908 | |
| Roper | city | Kentucky | United States | 36.61 | -88.81 | 400 | |
| Roscoe | city | Kentucky | United States | 38.03 | -83.09 | 1017 | |
| Rose Chapel (historical) | city | Kentucky | United States | 37.75 | -83.40 | 1030 | |
| Rose Crossroads | city | Kentucky | United States | 36.98 | -85.12 | 915 | |
| Rose Hill | city | Kentucky | United States | 37.75 | -87.09 | 406 | |
| Rose Hill | city | Kentucky | United States | 38.34 | -83.23 | 1003 | |
| Rose Terrace | city | Kentucky | United States | 37.90 | -85.98 | 830 | |
| Rosebud (historical) | city | Kentucky | United States | 37.44 | -87.99 | 830 | |
| Roseburg | city | Kentucky | United States | 37.33 | -86.08 | 830 | |
| Rosedale (historical) | city | Kentucky | United States | 37.73 | -83.45 | 1128 | |
| Rosedale (historical) | city | Kentucky | United States | 37.76 | -84.30 | 921 | |
| Rosedale (historical) | city | Kentucky | United States | 38.07 | -83.93 | 977 | |
| Rosefork | city | Kentucky | United States | 37.70 | -83.33 | 1138 | |
| Rosetta | city | Kentucky | United States | 37.80 | -86.27 | 830 | |
| Roseville | city | Kentucky | United States | 37.72 | -86.75 | 830 | |
| Roseville | city | Kentucky | United States | 36.89 | -85.93 | 830 | |
| Rosewood | city | Kentucky | United States | 37.09 | -87.09 | 830 | |
| Rosine | city | Kentucky | United States | 37.45 | -86.74 | 830 | |
| Ross | city | Kentucky | United States | 39.02 | -84.33 | 830 | |
| Ross (historical) | city | Kentucky | United States | 38.26 | -83.15 | 997 | |
| Ross Creek (historical) | city | Kentucky | United States | 37.61 | -83.85 | 830 | |
| Ross Crossing | city | Kentucky | United States | 36.96 | -88.89 | 377 | |
| Rossford | city | Kentucky | United States | 39.10 | -84.45 | 830 | |
| Rossington | city | Kentucky | United States | 37.14 | -88.83 | 337 | |
| Rossland | city | Kentucky | United States | 36.93 | -83.99 | 1200 | |
| Rosslyn | city | Kentucky | United States | 37.84 | -83.81 | 830 | |
| Rosspoint | city | Kentucky | United States | 36.88 | -83.29 | 1669 | |
| Rothwell | city | Kentucky | United States | 37.96 | -83.70 | 1669 | |
| Round Hill | city | Kentucky | United States | 37.68 | -84.42 | 971 | |
| Round Pond (historical) | city | Kentucky | United States | 36.68 | -86.48 | 830 | |
| Roundhill | city | Kentucky | United States | 37.24 | -86.43 | 830 | |
| Roundstone | city | Kentucky | United States | 37.44 | -84.31 | 1033 | |
| Rousseau | city | Kentucky | United States | 37.59 | -83.23 | 1010 | |
| Routt | city | Kentucky | United States | 38.13 | -85.47 | 830 | |
| Rowena | city | Kentucky | United States | 36.88 | -85.11 | 830 | |
| Rowes Store (historical) | city | Kentucky | United States | 37.00 | -85.35 | 971 | |
| Rowland | city | Kentucky | United States | 37.52 | -84.63 | 882 | |
| Rowlandtown | city | Kentucky | United States | 37.09 | -88.63 | 357 | |
| Rowletts | city | Kentucky | United States | 37.24 | -85.89 | 830 | |
| Roxana | city | Kentucky | United States | 37.11 | -82.95 | 1099 | |
| Royal | city | Kentucky | United States | 37.44 | -86.10 | 830 | |
| Royalton | city | Kentucky | United States | 37.68 | -83.02 | 892 | |
| Royrader | city | Kentucky | United States | 37.26 | -83.94 | 1099 | |
| Royville | city | Kentucky | United States | 37.07 | -85.11 | 1085 |