Shelby County, Kentucky, is where two of the state’s most iconic traditions—horses and bourbon—beautifully intertwine. This county’s rolling pastures reflect daily life deeply connected to Kentucky’s most cherished legacies: the world of equestrian culture and the art of bourbon making. From the thunderous hooves on the farm to the gentle clinking of glasses in a tasting room, the county’s rhythms are a celebration of these time-honored customs.
Visitors can immerse themselves in the area’s rich heritage by exploring specialized boutiques by day and savoring the complex cuisine of local fare by night. Shelby is a place where tradition isn’t just remembered; it’s lived. Uncover a captivating blend of Southern hospitality and one-of-a-kind opportunities in this small Kentucky town.
Eat
The area’s culinary scene offers an array of flavors to explore. Whether you’re in the mood for classic Kentucky comfort food or something a bit more adventurous, you’ll find a table waiting. From a legendary spot founded by KFC’s Colonel Sanders himself to a cozy cafe known for its decadent cinnamon rolls, here are some of the must-try restaurants in the area.
Breakfast
Head to Weathered Oak Farms to enjoy a delightfully decadent start to your day. This charming spot in Simpsonville is celebrated for its delectable pastries, particularly the enormous cinnamon rolls, which have become a local legend. Pair one with a fresh cup of coffee to enjoy an ideal morning treat. While there, shop for locally made pottery.
Lunch
For a casual and satisfying lunch, McKinley’s Cafe is the place to be. The restaurant has been serving Shelby for 30 years, and its menu offers a delicious selection of soups, salads, and sandwiches, including their traditional Benedictine sandwich served on freshly baked bread. The cucumber and cream cheese sandwich is perfect for a light and refreshing meal.
Happy Hour
A unique culinary adventure awaits at Dos Mundos in nearby Simpsonville. A vibrant Peruvian-Vietnamese fusion menu offers a creative mix of flavors you won’t find anywhere else. Grab one of their innovative cocktails like the Summer in Saigon martini, complete with toasted sesame seed oil, and enjoy creative appetizers like the lightly fried corn ribs.
Blue Bird Special
No visit to Shelby County is complete without a stop at the iconic Claudia Sanders Dinner House. Once owned by Colonel Sanders and his wife, Claudia, this restaurant is where you go for classic Southern comfort food. Don’t miss the famous original fried chicken recipe, which has gone unchanged since its inception. Dining here feels like gathering around your grandmother’s table for a nostalgic meat-and-three meal.
Learn more about Claudia Sanders Dinner House.
Late(r) Night Dinner
Make your night-on-the-town dinner reservation at The Bell House Restaurant, which is known for its elevated American fare, including the famous Kentucky Hot Brown and its iconic spinach artichoke crostini. Save room for their made-in-house desserts such as crème brûlée and seasonal favorites like bread pudding. The atmosphere is sophisticated yet welcoming, making it an excellent choice for a special evening out without the fuss. Patrons of the Shelby County Community Theatre next door are particularly fond of this restaurant before a show. It’s a true local gem.
Stay
Your lodging is as much a part of the experience as your daytime excursions. While hotels are available, the area truly shines with its selection of unique and thoughtfully appointed vacation rentals. From historic downtown lofts nestled above charming storefronts to spacious estates perfect for large groups, you’ll find a place to stay that feels like a true home away from home.
Harbison House
Harbison House offers an inviting lodging option in a picturesque, rural setting, suited for those seeking a tranquil escape. This beautifully renovated 1870s farmhouse, once belonging to the owner’s grandparents, boasts modern comforts like contemporary clawfoot tubs and a well-appointed chef’s kitchen. Conveniently located less than 10 minutes from historic Shelbyville, it’s an ideal base for exploring the area.
Bottled in Bond
Featured on HGTV, Bottled in Bond offers a swanky loft experience in the heart of downtown Shelbyville. This late 1800s clothing factory has been transformed into a luxurious accommodation with a modern, James Bond-inspired aesthetic. From the custom furniture and exposed brick to the suspended fireplace and unique Jim Beam distillery dining table, every detail is designed to impress.
Oak & Ember Estate
For larger groups or those seeking a truly luxurious escape, Oak & Ember Estate is an elegant eight-bedroom retreat on five private acres. This impressive home features professionally designed rooms and a host of exceptional amenities like pickleball courts, a game room with golf putting simulation and billiards, a private theater, and a hidden speakeasy perfect for enjoying your bourbon purchases.
Play
Plan for plenty of playtime in Shelby Co. – while horses and bourbon are at the forefront, the destination boasts unexpected activities from antique shopping to charming boutiques.
Bourbon Distilleries
The Kentucky Bourbon Trail weaves its way through the state, including two stops in Shelby County: Jeptha Creed Distillery and Bulleit Distilling Co. Jeptha Creed is run by a mother-daughter duo who make their spirits from heirloom Bloody Butcher Corn. Guests can enjoy a refined “Barrel Tasting” experience inside one of their stylish rickhouses. A quick drive leads to Bulleit Distilling Co., where you can sample their signature portfolio in a sensory tasting or sip specialty drinks on a patio with beautiful vistas. Both locations highlight the region’s deep roots in bourbon-making.
Antique Shopping
Step into history at the Wakefield-Scearce Galleries, an impressive 30,000-square-foot antique shop housed in the former Science Hill School, a historic girls’ boarding school. The galleries specialize in English antiques and a vast selection of sterling and plated silver, offering a one-of-a-kind retail destination. As you explore, look for the unique details left by former students, such as their names carved into the upstairs windows with diamond rings. You can even purchase a traditional pewter julep cup stamped with the current Kentucky governor’s name for the ultimate souvenir.
Custom Kentucky Derby Hats
The Polkadotted Pineapple boutique has become a premier destination for custom hats for the Kentucky Derby and other equestrian events. Here, owner Dori Lewis and her team of skilled milliners guide patrons through the bespoke process of creating a one-of-a-kind accessory. You’ll begin by selecting a base hat before embellishing it with an array of elegant elements, from delicate feathers to intricate crinoline. The result is a uniquely personal and sophisticated headpiece, perfect for gracing Millionaires Row.
Go behind the scenes of Derby hat making with us.
Downtown District
Take a leisurely walk through Shelbyville Historic Main Street to discover its captivating collection of public art. Eight striking sculptures, each crafted by talented local and regional artists, are displayed in front of prominent buildings, adding a creative layer to the town’s historic charm. As you wander, you’ll encounter pieces that are both beautiful and interactive. Be sure to snap a picture on the colorful butterfly bench or take in the movement in “Flow,” which was inspired by water molecules.
Designer Shopping
The Outlet Shoppes of the Bluegrass is Kentucky’s only designer outlet mall. It offers a premier shopping experience for those looking for a deal or leisurely browsing. The sprawling center features more than 90 well-known designer outlets, including favorites like Coach, Banana Republic, Nike, The North Face, Under Armour, and Vera Bradley. Shoppers can grab a bite to eat in the food court while enjoying the center court fountains or warming up by the fireplace.
Healing Horses
Not all horsepower in Shelby County is about speed or stamina; some is about healing. HorseSensing is a special barn with an honorable mission—redefining the power of the horse through equine therapy. The organization works to help veterans successfully transition to civilian life and provides a path to stability for those in recovery from addiction. The program teaches intuitive horse interaction, helping participants develop better self-care skills. HorseSensing also offers small-group tours, which can be arranged directly with the organization.
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This article is presented in partnership with ShelbyKY, a Modern South Founding Partner.