Visit Forbes Top 5 Destinations 2025, on the Kentucky Bourbon Trail
Pillow & Paddock Bed and Breakfast
Comfortable Relaxation
Discover the charming Bed & Breakfast experience at Pillow and Paddock, conveniently located in the picturesque town of La Grange, KY. Nestled amidst serene surroundings, this delightful establishment invites you to enjoy a tranquil getaway in an atmosphere that perfectly balances comfort with a touch of luxury. With its beautifully appointed rooms and personalized service, Pillow and Paddock ensures that every moment of your stay is both relaxing and enjoyable. Whether you're seeking a romantic retreat for two or a peaceful escape from the hustle and bustle of daily life, Pillow and Paddock provides the ideal setting for a truly memorable experience that you'll cherish for years to come.
Nestled just outside Louisville in the picturesque heart of Oldham County known for Bourbon, Horses & Trains, you'll find our tranquil 6-acre estate surrounded by breathtaking rolling hills, lush pastures, graceful estates, and renowned thoroughbred horse farms. Despite its serene setting, it's merely a quick four-minute drive to the enchanting Historic Main Street La Grange with a train that runs through it and the delightful Alley Loop featured on HGTV's "Hometown Takeover".

Restaurants
The Pillow & Paddock warmly invites you to immerse yourself in the rich tapestry of culinary experiences waiting to be enjoyed nearby. Indulge in the diverse array of delectable dining options available within easy reach, with offerings ranging from mouthwatering Mexican cuisine and authentic Italian dishes to fresh sushi, flavorful pizzas, gourmet farm-to-table, and a myriad of additional culinary treasures waiting to be discovered.
Indulge in the opportunity to savor the unique flavors and vibrant
culinary options found Only in Oldham County, ensuring a delightful and memorable dining experience during your stay.

Things to Do
Conveniently located near Louisville, our charming location has an array of local attractions. Immerse in bourbon culture on the Urban Bourbon Trail, savoring Kentucky's best. Explore equine heritage on a horse farm tour , witnessing these majestic animals up close. Delve into horse racing history at Churchill Downs, or visit the Louisville Slugger museum to discover the fascinating legacy behind one of America's favorite pastimes.
If you prefer a more relaxed pace, our inn offers a variety of
Activities
to help you unwind and make the most of your stay, ensuring a truly unforgettable experience.

Suites
Indulge in the luxurious experience of our splendid suites, meticulously designed for your comfort. Our exquisite accommodations are perfect for relaxing getaways and memorable vacations. From the moment you step inside, you'll be greeted by the fine details of each Suite, from the elegant decor to the cozy furnishings that create a welcoming ambiance.
Enter your private ensuite for a peaceful retreat to relax and rejuvenate your senses.When you effortlessly book your stay online with Pillow & Paddock, you can rest assured that a remarkable experience filled with relaxation, comfort, and exceptional service awaits you.
Each uniquely-appointed room has a custom king or queen bed, private bath, flat-screen TV, complimentary high-speed wireless internet, hairdryer, luxury linens, warm bathrobes, thick towels, and custom toiletries.
Guests have 24-hour access to a lounge/pantry with complimentary non-alcoholic beverages; snacks; refrigerator, microwave, games, books, and magazines. They can also enjoy unlimited use of the outdoor Jacuzzi just steps from the back veranda and patio complete with extra-large warmed towels to dry off.
Unwind in the cozy back porch fire-pit lounge. Delight in a breakfast on the porch while observing Mr. Pig and Meatball along with the horses in the back pasture. Engage in games such as badminton, horseshoes, corn hole, or ping pong in the afternoon, before settling down in a front porch rocking chair to admire the thoroughbreds. End the day with a movie in the 1920s Theater and a cocktail from the charming Speakeasy. For a more animated evening, pick a game to play in the cozy Speakeasy Lounge.
Apartments
Furthermore, our property features two apartments, each with its own private exterior entrance, both accommodating children and small pets. These spaces are ideal for extended stays, family gatherings, and bridal parties, serving as fantastic additions to Whole-Inn Rentals for family reunions, celebrations, weddings, or social, wellness, and business retreats.
The Paddock Studio Apartment accommodates up to four guests, offering a King bed and a queen pull-out sofa-bed in the sunroom. It includes a newly remodeled kitchenette and a spacious accessible spa bathroom with a roll-in shower. Located on the main floor with ramp access to the front porch, it is particularly suitable for individuals with stair difficulties.
The Prohibition Apartment offers a distinctive 2-bedroom walk-out basement retreat with immediate access to our charming 1920s Theater and our hidden Speakeasy. Take advantage of a fully equipped kitchen perfect for cooking meals or baking delights, and relax on the private patio featuring a jacuzzi, a cozy seating area, and outdoor dining that overlooks our Barnyard Bandits.
Whole Inn Rental
10 guests in 5 Suites
+ up to 4 in each Apartment, if added
Entails exclusive use of exquisite first-floor gourmet kitchen, back porch fire-pit lounge, as well as the living, dining, and Lodge-style family rooms. Accommodations include five upstairs luxury Suites, each boasting a private bath, and a 2nd-floor Guest Pantry with hot/cold beverages, ice, and snacks. Excludes breakfast as guests can freely utilize the gourmet kitchen.
Your group will be thrilled by the newly revealed 1920s Theater, which offers a delightful glimpse into a bygone era filled with glitz and glamour. Alongside this gem, the not-so-hidden Speakeasy adds an air of mystery and excitement, drawing you in with its secretive charm and vintage ambiance. Completing the experience is the Lounge, a perfect spot to relax and unwind, where you can enjoy a drink while playing a game of cards. Together, these venues promise an unforgettable outing that your group will be talking about for years to come.
Guests can also relish the jacuzzi spa, gather around the creekside fire pit, and partake in backyard games such as cornhole, horseshoes, ping pong, giant Connect Four, and Jenga. Additionally, they have the chance to wander through our serene 6 acres of meticulously kept grounds, engage with the horses, and meet Mr. Pig along with his tiny companion, Meatball.
Events including family reunions, weddings, tea parties, bridal and baby showers, bachelorette and bachelor parties, along with business meetings, wellness retreats, or leisure gatherings for up to 25 guests are allowed with prior approval, subject to extra facility fees.
Hear What Our Guests Have to Say
COVID-19 Update: As always, we sanitize and clean everything thoroughly, following all CDC guidelines. Please click here to learn more about what we are doing to keep you safe.
Passport to Kentucky's Fine Southern Porches!
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Bed & Breakfast Association of KY's Frequent Stay Loyalty Program