The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm

The Horse & Hound is a one-of-a-kind, storybook farmhouse nestled on the grounds of Chickapoo Farm. With more than a century of history woven into its walls, this charming home invites you to slow down, breathe deeply, and step away from the noise of everyday life. Its elegant architectural details, captivating character, and sweeping pastoral landscape create a setting that feels both timeless and restorative. Here in Shelbyville, Kentucky, you’ll find it easy to fall back to a simpler rhythm—and feel the stress gently melt away.

Tucked at the end of a long gravel drive, The Horse & Hound offers a peaceful retreat surrounded by countryside beauty. While it is one of two homes on the property, each is thoughtfully situated to provide a sense of privacy while still maintaining the warmth of a shared estate.

Just two miles down the same scenic road, you’ll also find our cozy cabin available for rent, comfortably accommodating up to six guests—perfect for friends or family who wish to stay nearby while enjoying their own private escape.

The entire property is rich with character, where every detail has been carefully curated to make your stay feel welcoming and unforgettable. If you’re drawn to the serenity of nature paired with the charm of vintage-inspired furnishings, you’ll feel right at home here. And the views? Truly breathtaking—whether you’re savoring a quiet morning coffee or watching the sun dip below the rolling hills.

Several renowned distilleries and wineries are just a short drive away, offering the perfect opportunity to explore the flavors of the region.