Cabin & House Rentals in Lexington

1. Hall’s Restaurant: Take in lovely panoramic views while savoring local specialties like fried catfish or smoked chicken wings at Hall’s Restaurant.

2. Old San Juan Restaurant: Serving up authentic Cuban dishes like fried plantains or Ropa Vieja, a spicy beef and vegetable dish.

3. Shakespeare and Co.: Known for its upscale Victorian decor, Shakespeare and Co. offers a tasty cafe menu with breakfast, lunch, and dinner specials.

4. Saul Good Restaurant: Located in the heart of downtown Lexington, this popular establishment serves delicious sandwiches and pizzas.

5. Carson's Food & Drink: Enjoy the outdoor patio at Carson's Food & Drink, an eatery specializing in creative cocktails and classic American dishes with a modern twist.

6. Honeywood Restaurant: With its stylish bar and outdoor patio seating, the Honeywood Restaurant is the place to go for comfort food, such as pot roast.

7. Coles 735 Main: Run by award-winning chef Coles Arimes, this esteemed eatery offers the best gastronomic cuisine prepared with fresh, seasonal produce.

8. Distilled Restaurant: Located in Downtown Lexington, Distilled Restaurant serves up classic meatballs and burgers, accompanied by good wines.

9. Bella Notte: This is a classic Italian restaurant, known for its grilled steaks and exceptional wines.

Lexington has numerous historic sites but the Mary Todd Lincoln House is its most visited. Hour long guided tours are available daily. This childhood home of America's 16th first lady features original furniture from the Todd and Lincoln family. A stroll through the exterior garden is a perfect way to end your visit.

Ashland, the estate of Henry Clay, offers a guided tour through the Clay family's history from the 18th Century to the present. Permanent exhibits, a video room and a museum store are also on site. Museum grounds feature gardens, outbuildings, a Civil War monument and walking trails.

With plenty of sophisticated bars and hip nightclubs, there is no shortage of night entertainment in Lexington. For example, spend the night at the vast Bar Complex, one of Lexington's most popular clubbing hot spots, featuring expert DJs, as well as special karaoke evenings.

Alternatively, test the beats and the party atmosphere at The Burl, located in Lexington's Distillery District. The perfect place to hang out with your friends, this venue stands out thanks to its arcade cabinets in the parking lot and its excellent range of beers and cocktails.

Finally, if you're a country music fan, you won't want to miss Austin City Saloon. With its rustic ambiance, this vibrant bar regularly hosts the best local country bands.

No Lexington experience is more iconic than a trip to watch the horse racing at Keeneland. Live races take place in April and October and auctions are held throughout the year. The racetrack is open to visitors daily and can be explored without a guide. Concessions, bars, a gift shop and simulcast racing are available year round.

For a more tranquil outing, head to the Kentucky Horse Park for horseback riding and horse-drawn trolley tours. The park showcases nearly fifty breeds of horses, as well as museums, galleries, theaters and working farm exhibits.

Kentucky bourbon is America's "Official Native Spirit" and Lexington is the perfect destination for visiting a distillerly or tasting room. The region's traditional libation is best explored via the self-guided Kentucky Bourbon Trail.

The Alltech Lexington Brewing & Distilling Co. is the only bourbon producer in central Lexington and doubles as the oldest craft brewery in town. Tours are available daily on a walk-in basis and include tastings of both beer and bourbon.