The west end of the Grandstand was renovated in 1998, adding an additional 15,200 square feet of climate-controlled space. Workers build added mutuel windows and spaces for televisions.
Keeneland purchased acreage in 1990 on what is now The Hill. The old stud barn, on property that was owned and leased by a number of families over decades, was renovated and reopened as the Entertainment Center in 1997.
Spectators in the Grandstand at Keeneland during Blue Grass Stakes Day in 1992. Pistols and Roses won the Blue Grass that year with Jacinto Vasquez up.
Keeneland began simulcasting for intertrack wagering in the Sales Pavilion during Turfway Park's fall meet in 1988. Simulcasting was moved to the Grandstand the following year.