Perhaps Kentucky's most famous statesman, Henry Clay was not only the "Great Compromiser," who warded off the Civil War for a time, but a Speaker of the House and Secretary of State (among other offices). Ashland, the home now considered a National Historic Landmark, was built by his son on the foundation of the original and features period items and furnishings. Built of brick, the stately Italianate structure also features a cluster of dependencies and manicured gardens on its remaining twenty acres.

In the late 18th century, Daniel Boone and his family settled this site, where they lived for three years. Legal issues regarding the validity of the claim forced the clan to move, but five relatives were buried here nevertheless, several of them victims of battle and Indian tensions. Today, the site features an open area with a monument to the deceased and individual tombstones. No remains of the settlement exist, but the pastoral area makes a great picnic site and a place to reflect on local history.

This lovely gem of a park is surrounded by a variety of historic homes and is included in the National Register of Historic Places. Named after a prominent area merchant, the park offers quiet, beautiful grounds perfect for a respite from a busy day. One of Gratz Park's most notable features is its fountain, whose centerpiece is two bronze figures frolicking in the water. Dedicated to the city's children, it was a gift from Lexington author James Lane Allen.

Built by Kentucky's first millionaire, this Federal-style brick home dates to 1814 and has sheltered members of one of the state's most prominent families, including a Confederate general and Nobel Prize winner. The structure itself boasts refined details, including a gracious entryway and a three-story, spiral staircase. Interiors have been restored with period furnishings and hark back to Lexington's era as the "Athens of the West." Lovely gardens surround the home, and a Civil War museum occupies its second story.

As famous for its beauty as its racing prominence, Keeneland was constructed in 1936 and is now a National Historic Landmark. Distinguished by its limestone buildings and mature trees, Keeneland helped to reinvigorate horse racing when it was faltering ­ clearly a successful effort. These days, visitors from around the world gather to watch horses train, catch them race during April and October, and bid for thoroughbreds at auction. A gift shop and restaurant are available onsite.