Things To Do
Keeneland Association Inc
One of our favorite spots in Lexington—while there’s no racing in June, the beautiful grounds are still open for tours and offer a great glimpse into Kentucky’s horse culture.
Claiborne Farm
Schedule a guided tour to see the historic grounds, famous stallions, and new foals up close. Triple Crown winner, Secretariat, is buried at Claiborne Farm.
Spendthrift Farm
Summer tours offer a chance to meet champion stallions and learn about the farm’s racing legacy. Home to Into Mischief who sired several Kentucky Derby winners: Authentic (2020), Mandaloun (2021), and Sovereignty (2025).
Woodford Reserve Distillery
Offers summer tours where you can explore Kentucky’s bourbon-making tradition and enjoy tastings.
Buffalo Trace Distillery
The oldest continuously operating distillery in America. Offers a variety of tours and tastings.
Castle & Key Distillery
Offers guided tours and craft cocktails on the beautifully restored castle grounds.
Red River Gorge
Just a short drive from Lexington, perfect for hiking and scenic views.
Gorge Underground
Guided tour through a flooded, 100‑year‑old limestone mine in clear-bottom crystal kayaks illuminated with LED lights.
Carson's Food & Drink - On Main
Justin and Kayla's favorite date-night spot; offers a nice selection of entree's and drink options. Get the smoked gouda mac n cheese. You won't regret it.
DV8 Kitchen
Justin and Kayla's go-to breakfast spot. Offers amazing scratch‑made bakery items and lunch dishes while giving second‑chance employment to people in substance abuse recovery.
Crank & Boom Craft Ice Cream (Manchester)
Justin and Kayla's favorite local ice cream place. Their menu rotates and includes varying seasonal flavors.
Nic & Norman's Lexington
A casual option located in downtown Lexington that serves burgers and fries as well as various different entrees.
ItalX
Justin and Kayla's favorite Italian restaurant; located in the heart of downtown Lexington.
Burl Brew
A casual, fun brewery offering locally crafter beers. They also have a retro arcade in the neighboring building and typically offer live music.
Mirror Twin Brewing
Laid‑back local brewery with a plenty of outdoor seating. The perfect spot to hangout and have a beer or cocktail.
Distillery District
A group of local restaurants and distilleries all right next to each other. Visit Barrel House Distillery for a distillery tour, Goodfellas for pizza, Desperados for tacos, Crank & Boom for ice cream and many more!