| Name | What | Region | Country | Lat | Long | Elev ft. | Pop est |
|---|---|---|---|---|---|---|---|
| Sibert | city | Kentucky | United States | 37.12 | -83.79 | 859 | |
| Sidell | city | Kentucky | United States | 37.19 | -83.82 | 1000 | |
| Sideview | city | Kentucky | United States | 38.11 | -84.04 | 987 | |
| Sideway | city | Kentucky | United States | 38.18 | -83.23 | 984 | |
| Sidney | city | Kentucky | United States | 37.62 | -82.36 | 1066 | |
| Sidney (historical) | city | Kentucky | United States | 38.00 | -84.89 | 830 | |
| Sidville | city | Kentucky | United States | 38.13 | -84.26 | 987 | |
| Siler | city | Kentucky | United States | 36.94 | -84.04 | 1079 | |
| Siler | city | Kentucky | United States | 36.69 | -83.96 | 1669 | |
| Silerville | city | Kentucky | United States | 36.63 | -84.44 | 1669 | |
| Silica (historical) | city | Kentucky | United States | 38.27 | -83.23 | 931 | |
| Siloam | city | Kentucky | United States | 38.74 | -82.89 | 830 | |
| Siloem (historical) | city | Kentucky | United States | 37.33 | -88.18 | 830 | |
| Silver City | city | Kentucky | United States | 37.14 | -86.83 | 830 | |
| Silver Creek | city | Kentucky | United States | 37.66 | -84.37 | 859 | |
| Silver Grove | city | Kentucky | United States | 39.03 | -84.39 | 830 | |
| Silver Lake (historical) | city | Kentucky | United States | 38.08 | -84.24 | 928 | |
| Silverhill | city | Kentucky | United States | 37.88 | -83.05 | 1184 | |
| Simers | city | Kentucky | United States | 37.46 | -82.26 | 1774 | |
| Simmons | city | Kentucky | United States | 37.36 | -86.94 | 396 | |
| Simon Kenton Acres (historical) | city | Kentucky | United States | 38.63 | -83.80 | 898 | |
| Simpson | city | Kentucky | United States | 37.67 | -83.37 | 1177 | |
| Simpsonville | city | Kentucky | United States | 38.22 | -85.36 | 830 | |
| Simstown | city | Kentucky | United States | 37.63 | -85.18 | 830 | |
| Sinai | city | Kentucky | United States | 37.95 | -85.03 | 830 | |
| Sinking Fork | city | Kentucky | United States | 36.93 | -87.60 | 830 | |
| Sinking Valley | city | Kentucky | United States | 37.18 | -84.41 | 1099 | |
| Sinking Valley (historical) | city | Kentucky | United States | 37.55 | -84.10 | 1669 | |
| Sinks | city | Kentucky | United States | 37.33 | -84.23 | 1118 | |
| Sip | city | Kentucky | United States | 37.93 | -82.83 | 1072 | |
| Sirocco | city | Kentucky | United States | 37.99 | -86.27 | 830 | |
| Sisco Chapel (historical) | city | Kentucky | United States | 37.30 | -88.14 | 830 | |
| Sitka | city | Kentucky | United States | 37.88 | -82.84 | 830 | |
| Sixmile (historical) | city | Kentucky | United States | 38.39 | -85.01 | 830 | |
| Sixseam (historical) | city | Kentucky | United States | 37.17 | -87.66 | 390 | |
| Sixteen (historical) | city | Kentucky | United States | 37.34 | -83.22 | 1108 | |
| Sixth Vein | city | Kentucky | United States | 37.25 | -87.67 | 830 | |
| Sizerock | city | Kentucky | United States | 37.22 | -83.50 | 1669 |