| Name | What | Region | Country | Lat | Long | Elev Ft. | Pop Est |
| Roachville | city | Kentucky | United States | 37.24056 | -85.42361 | 593 | 2566 |
| Road Junction | city | Kentucky | United States | 37.35417 | -82.38583 | 1007 | 4742 |
| Roanoke | city | Kentucky | United States | 37.67694 | -85.70583 | 908 | 3528 |
| Roaring Spring | city | Kentucky | United States | 36.72556 | -87.70694 | 554 | 2351 |
| Roark | city | Kentucky | United States | 37.0225 | -83.51528 | 1099 | 1188 |
| Rob Roy | city | Kentucky | United States | 37.38694 | -86.79833 | 475 | 2869 |
| Robards | city | Kentucky | United States | 37.67389 | -87.54667 | 482 | 1825 |
| Roberta | city | Kentucky | United States | 38.11056 | -86.43778 | 400 | 1079 |
| Robinson | city | Kentucky | United States | 38.49111 | -84.34833 | 692 | 1382 |
| Robinson Creek | city | Kentucky | United States | 37.38694 | -82.5375 | 1515 | 5803 |
| Robinswood | city | Kentucky | United States | 38.28444 | -85.65028 | 538 | 112580 |
| Rochester | city | Kentucky | United States | 37.2125 | -86.89306 | 419 | 1687 |
| Rock Creek | city | Kentucky | United States | 37.43194 | -86.15806 | 679 | 1528 |
| Rock Haven | city | Kentucky | United States | 37.94694 | -86.05472 | 626 | 6184 |
| Rock Lick | city | Kentucky | United States | 37.65222 | -83.31194 | 1108 | 1270 |
| Rock Spring | city | Kentucky | United States | 37.495 | -87.8775 | 400 | 1735 |
| Rock Springs | city | Kentucky | United States | 37.72583 | -87.65472 | 452 | 1853 |
| Rock Springs | city | Kentucky | United States | 38.7675 | -84.09222 | 603 | 2714 |
| Rockbridge | city | Kentucky | United States | 36.78389 | -85.68417 | 977 | 1357 |
| Rockcastle | city | Kentucky | United States | 36.89972 | -87.98722 | 400 | 1068 |
| Rockcastle Shores | city | Kentucky | United States | 36.88361 | -87.97778 | 403 | 1068 |
| Rockdale | city | Kentucky | United States | 38.40917 | -84.68472 | 800 | 1528 |
| Rockdale | city | Kentucky | United States | 38.41889 | -82.69806 | 734 | 29038 |
| Rockfield | city | Kentucky | United States | 36.91028 | -86.56444 | 593 | 4089 |
| Rockholds | city | Kentucky | United States | 36.82861 | -84.11639 | 1190 | 4240 |
| Rockhouse | city | Kentucky | United States | 37.32694 | -82.4525 | 1473 | 4779 |
| Rockland | city | Kentucky | United States | 37.08972 | -86.58389 | 416 | 1544 |
| Rockport | city | Kentucky | United States | 37.33389 | -86.99611 | 380 | 1851 |
| Rockvale | city | Kentucky | United States | 37.6325 | -86.57667 | 498 | 861 |
| Rockwood | city | Kentucky | United States | 38.05556 | -84.45639 | 994 | 69510 |
| Rocky Hill | city | Kentucky | United States | 37.06889 | -86.13639 | 597 | 2326 |
| Rocky Hill | city | Kentucky | United States | 36.94 | -86.07111 | 705 | 1715 |
| Rockybranch | city | Kentucky | United States | 36.735 | -84.73333 | 958 | 565 |
| Rodburn | city | Kentucky | United States | 38.19806 | -83.41083 | 862 | 4821 |
| Rodemer | city | Kentucky | United States | 36.71917 | -86.22944 | 728 | 4371 |
| Roff | city | Kentucky | United States | 37.66028 | -86.42306 | 626 | 1067 |
| Rogers | city | Kentucky | United States | 37.74389 | -83.63556 | 1200 | 1968 |
| Rogers Gap | city | Kentucky | United States | 38.30444 | -84.53611 | 987 | 1805 |
| Rogersville | city | Kentucky | United States | 37.82028 | -85.92889 | 780 | 23901 |
| Rolan | city | Kentucky | United States | 36.65194 | -85.03333 | 997 | 1788 |
| Roland Landing | city | Kentucky | United States | 37.59083 | -87.435 | 360 | 1430 |
| Rolling Fields | city | Kentucky | United States | 38.26778 | -85.67167 | 531 | 123172 |
| Rolling Hills | city | Kentucky | United States | 38.2825 | -85.57444 | 646 | 76329 |
| Rollington | city | Kentucky | United States | 38.31944 | -85.4975 | 767 | 20056 |
| Rome | city | Kentucky | United States | 37.72111 | -87.18083 | 400 | 19600 |
| Romine | city | Kentucky | United States | 37.23556 | -85.35028 | 800 | 2695 |
| Rooney | city | Kentucky | United States | 38.415 | -83.19083 | 885 | 1616 |
| Roosevelt | city | Kentucky | United States | 37.40611 | -83.36694 | 908 | 2006 |
| Roper | city | Kentucky | United States | 36.61472 | -88.80611 | 400 | 1461 |
| Roscoe | city | Kentucky | United States | 38.03389 | -83.09472 | 1017 | 1211 |
| Rose Crossroads | city | Kentucky | United States | 36.97583 | -85.12056 | 915 | 2617 |
| Rose Hill | city | Kentucky | United States | 38.33583 | -83.23444 | 1003 | 2533 |
| Rose Terrace | city | Kentucky | United States | 37.895 | -85.97722 | 702 | 16882 |
| Roseburg | city | Kentucky | United States | 37.33 | -86.07944 | 666 | 1744 |
| Rosefork | city | Kentucky | United States | 37.70083 | -83.33444 | 1138 | 1159 |
| Rosetta | city | Kentucky | United States | 37.79667 | -86.27306 | 597 | 1212 |
| Roseville | city | Kentucky | United States | 37.71722 | -86.755 | 498 | 1236 |
| Roseville | city | Kentucky | United States | 36.88722 | -85.92556 | 780 | 2187 |
| Rosewood | city | Kentucky | United States | 37.08667 | -87.08944 | 600 | 1296 |
| Rosine | city | Kentucky | United States | 37.45028 | -86.74139 | 590 | 1706 |
| Ross | city | Kentucky | United States | 39.02028 | -84.33306 | 643 | 30889 |
| Ross Crossing | city | Kentucky | United States | 36.96139 | -88.89 | 377 | 1610 |
| Rossington | city | Kentucky | United States | 37.14472 | -88.82889 | 337 | 2290 |
| Rossland | city | Kentucky | United States | 36.92611 | -83.98861 | 1200 | 5949 |
| Rosslyn | city | Kentucky | United States | 37.84056 | -83.81222 | 649 | 2791 |
| Rosspoint | city | Kentucky | United States | 36.88222 | -83.28944 | 1384 | 5305 |
| Rothwell | city | Kentucky | United States | 37.95889 | -83.69611 | 1299 | 1263 |
| Round Hill | city | Kentucky | United States | 37.67889 | -84.41611 | 971 | 2594 |
| Roundhill | city | Kentucky | United States | 37.23694 | -86.43083 | 501 | 1006 |
| Roundstone | city | Kentucky | United States | 37.43833 | -84.31472 | 1033 | 2527 |
| Rousseau | city | Kentucky | United States | 37.59306 | -83.22972 | 1010 | 624 |
| Routt | city | Kentucky | United States | 38.13417 | -85.46667 | 685 | 4996 |
| Rowena | city | Kentucky | United States | 36.87778 | -85.10639 | 761 | 2116 |
| Rowland | city | Kentucky | United States | 37.52278 | -84.63167 | 882 | 4043 |
| Rowlandtown | city | Kentucky | United States | 37.09167 | -88.63333 | 357 | 26094 |
| Rowletts | city | Kentucky | United States | 37.24083 | -85.89417 | 698 | 2667 |
| Roxana | city | Kentucky | United States | 37.11111 | -82.95 | 1099 | 2463 |
| Royal | city | Kentucky | United States | 37.44083 | -86.09528 | 698 | 1506 |
| Royalton | city | Kentucky | United States | 37.675 | -83.02194 | 892 | 2266 |
| Royrader | city | Kentucky | United States | 37.26361 | -83.94306 | 1099 | 1985 |
| Royville | city | Kentucky | United States | 37.06667 | -85.10583 | 1085 | 4277 |
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