Fayette County is home to Lexington, Kentucky's second-largest city and the heart of the Bluegrass Region. Known for horse farms, rolling pastures, and strong land values, Fayette County offers urban amenities alongside agricultural heritage. County seat: Lexington. Monroe County borders Tennessee and is centered on Tompkinsville. Known for Dale Hollow Lake access, affordable mountain-edge farmland, and a close-knit community with deep agricultural roots.