Pillow and Paddock Bed & Breakfast

A casually elegant, Country Inn among the KY Thoroughbred farms with a unique Speakeasy Experience.

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A casually elegant, Country Inn among the KY Thoroughbred farms with a unique Speakeasy Experience.

5
Front of three story grey house with black shutters and white wrap-around porch.
Parisienne Suite king-size bed with black and white toile fabric bedspread and curtains
Gatsby inspired suite with queen size bed
Nantucket Suite with queen size bed in coastal blue and white
Country Faire Suite with king size wrought iron bed
Paddock Apartment Suite with king size bed and hardwood floors
Theater snack bar
Movie theater showing secret bookcase door at the back leading to the speakeasy
Lodge family room with fire on large screen tv
Four foals looking over the paddock fence
white rocking chairs on the front porch
Bourbon on the back porch fire-pit lounge table
Creekside fire pit with white adirondack chairs and overhead lights
Holiday High Tea buffet
Bride and groom kissing with wedding party gathered around
Charcuterie board with nuts, strawberries, chocolate covered espresso beans
Sunset over horse paddock with grey barn
KY Derby photo gallery with rustic wood frames
Pillow and Paddock - Tranquility video

The Basics

SELECT REGISTRY MEMBER SINCE 2023

Explore the Bourbon State with a relaxing stay at a 5-star award-winning inn with uniquely themed suites, luxurious bedding and a delicious scratch country breakfast served with unparalleled hospitality. Wander the tranquil grounds to visit the horses and share treats with Mr. Pig and his buddy, Meatball. Cuddle up by a cozy fire, enjoy the 1920s theater, a speakeasy cocktail, games in the poker lounge, or just sit in a front porch rocker watching the Thoroughbred foals frolic in the paddock!

At a Glance

  • Wine/Spirits
  • Fireplace or Fire Pit
  • Full House Rental
  • Weddings/Events
  • Hot Tub On-Site
  • Romantic Getaway
  • Hidden Gem
  • Theater

In the Know

  • Visit the KY Artisan Distillery, home of the unique aged-at-sea Jefferson's Ocean Bourbon. Then visit nearby Oldham Gardens.

  • Try the famous Kentucky Bacon pie at 119 West Main Restaurant on Historic Main Street La Grange. Keep watch for the train!

  • Be sure to find the Fairy Forest at Yew Dell Botanical Gardens. Free admission for American Horticulture Society Members.

  • Get the best selfies along Alley Loop behind Main Street. Colorful art installations inspired by our HGTV Hometown Kickstart!

speakeasy with charcuterie and other snacks on bourbon barrel bar

Stay for the Story

Southern elegance meets horse country charm. This bed and breakfast offers a tranquil retreat with personalized service. Guests enjoy cozy accommodations, delightful breakfasts, and a warm Kentucky welcome in every detail.

1920s style movie theater with reclining stadium seating showing black and white film, Casablanca, on the screen

Sip & Savor

Here are a few things to sip & savor when you visit…

Take stroll on the Art Walk after a delectable farm-to-table dinner at Barn8 Restaurant & Bourbon Bar @ Hermitage Farms.
Right in the middle of Main Street La Grange is Ernesto's Mexican Cuisine, serving traditional hand-crafted Mexican dishes along with a full bar.
Knock on Wood & Cafe is a short drive towards the Ohio River and such a treat... boutique shopping & they "serve up a menu of homemade goodness", YUM!

See & Do

Here are a few things to see & do when you visit…

While KY Derby @ Churchill Downs is the main event early each May, all year Horse Farm Tours in Oldham County or visit Horse Country to book a tour!
Follow the Urban Bourbon Trail to Downtown Louisville Bourbon City, Louisville Belle & Jeffersonville, IN, just across the bridge over the Ohio River!
Artisan Distillery where distilling is still an art only in Oldham County, Kentucky! One of the finest stops on the KY Bourbon Craft Trail Tour®!

Packages and Special Offers

VALID THROUGH: Oct 31 2026

Scratch-made Friday Night Dinner Package - 15% Discount

Stay 2 nights and get 15% off!Get ready for a delicious start to your weekend! Friday nights only, Pillow & Paddock is...See More

Pillow and Paddock Bed & Breakfast

La Grange, KY

BOOK OFFER

VALID THROUGH: Oct 31 2026

Relax Renew Revive Massage Package - Save 15%

Save 15% on massage services provided conveniently onsite in our cozy Speakeasy Lounge when booking a 2-night stay.

Pillow and Paddock Bed & Breakfast

La Grange, KY

BOOK OFFER

VALID THROUGH: Oct 31 2026

Ignite the Spark - Amenities in Suite

Ignite the spark with a romantic gift for your special person with complimentary fresh flowers and hand-made Chocolate Strawberries!

Pillow and Paddock Bed & Breakfast

La Grange, KY

BOOK OFFER

Guest Reviews

We had a positively wonderful time at the Pillow and Paddock. The house was impeccable and the breakfasts were incredible. Such variety and creativity. This is a must stay for anyone interested in exploring the area. It is in between Louisville and Lexington and is perfect for day trips to distilleries, horse farms or the cities! Look no further. Just book here! You will not be disappointed

- Nick N

What a lovely place. Very peaceful & with animals. Kathy & her daughter were great hotesses. The house was beautiful, we slept in the Paris room. The rooms are beautiful & they have a spectacular theater room down in the basement with a copper ceiling. The best part was getting into the secret speakeasy & game room. You press a button by the bookcase & it opens. The breakfast...See More

- Martin Dombrowski

The most beautiful B&B experience of our lives. Located 'off the grid' in beautiful Kentucky horse country, giving the P&P the proper words is difficult. The place is pristine clean, complete with air purifiers. The rooms are immaculate and well-schemed. There are horses and pigs in the back to feed. A hot tub, and most amazingly...a theater room downstairs with a secret bookshelf door into a 'speak easy' with...See More

- Paul Rifenberg

Pillow and Paddock Bed and Breakfast is an outstanding B&B. The rooms are well appointed, the grounds are beautiful, and the breakfast was beyond my expectations. There's a theatre room and a speakeasy for guests to enjoy. The horses and pigs are waiting to greet the guests in the Paddock.

- Kathleen Crosby

We had an exceptional experience with the Pillow and paddock! We stayed 2 nights and loved every moment of it. From the comfortable bed to the animals outside.and the. Hot Tub. The owner was very personable and spent time with us explaining everything to us. It even had a theater room.

- Diana Clayton

Rooms & Suites

# of Rooms: 6

Room Amenities: Air Conditioning, Bathrobes, Coffee Maker/Service, Hair Dryer, USB Charging Stations

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For information on ADA accessibility for the facility or its rooms, please contact the property directly.

Policies

Smoking Policy: Outside - Only in designated areas

Family Friendly: Yes , Welcomes children over the age of 12

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Frequently Asked Questions

Does Pillow and Paddock Bed & Breakfast in La Grange, KY offer free parking for guests?
Yes, we offer free onsite parking.


Are spa services like massage available during a stay at Pillow and Paddock Bed & Breakfast?
Yes, relax and rejuvenate with our professional massage services, offered in the serene and private setting of our unique Speakeasy Lounge, helping you unwind and melt away tension. Services are provided by licensed therapists from Amazing Hands!


Can Pillow and Paddock Bed & Breakfast accommodate dietary restrictions for breakfast?
Absolutely! We love making sure everyone enjoys their stay and their meals. If you have dietary restrictions or preferences, just let us know before your visit and we’ll be happy to tailor our daily two-course breakfast for you. If you have specific questions, feel free to ask away—we want you to have a delicious and worry-free experience!


Is breakfast included at Pillow and Paddock and what kind of breakfast is served?
Yes, breakfast is included with your stay in our five King or Queen Suites in the Main Inn! We serve a fresh, made-from-scratch two-course breakfast daily at 9:00 AM in our main dining room. Breakfast is not included for the Paddock and Prohibition Apts as they have private kitchens. We can usually add breakfast in the Main Dining Room by request for an additional fee.


What room features are offered at Pillow and Paddock (fireplaces, soaking tubs, porches)?
Get ready for some cozy comforts! All of our rooms offer walk-in showers, Roku TVs, and easy keypad access. For extra luxury, our King suites feature large soaking tubs perfect for a relaxing soak. Both the Paddock and Prohibition Apts come with electric fireplaces and kitchens. Plus, you can kick back on our covered porches in a rocking chair—ideal for enjoying the peaceful countryside views.


Does Pillow and Paddock Bed & Breakfast have a restaurant, bar, or lounge onsite?
We don’t have a full-service restaurant, but we’ve got your taste buds covered! We serve a delicious daily two-course breakfast and on Friday nights, we offer a special dinner featuring scratch-made southern cooking or a pasta making class. Dinner must be pre-ordered. Our Guest Pantry stays stocked with complimentary snacks and drinks 24/7. Guests can enjoy cocktails in our Speakeasy Bar.


What are the best nearby restaurants for lunch or dinner close to Pillow and Paddock?
You’re in for a treat—we have some fantastic spots nearby! Barn 8 Farm Restaurant & Bourbon Bar offers farm-to-table dining in a renovated horse barn. For casual bites and a killer Cheesy Potato soup, check out The Coffeehouse Cafe. Unique sandwiches and fresh salads await at Red Pepper Deli. For a local spin, don’t miss 119 West Main for southern classics and the famous Kentucky Bacon Pie!


Are pets allowed at Pillow and Paddock Bed & Breakfast in La Grange, KY?
Yes, our Paddock and Prohibition apartments are designed with your pet's comfort in mind. Each apartment features spacious layouts and easy access to outdoor areas, allowing your pet to relax and enjoy their stay just as much as you do. Every Guest, Furry or Not, Feels at Home! Pets are not allowed in the five Suites inside on our Inn's second and third floors for the comfort of other guests.


Is Pillow and Paddock Bed & Breakfast family-friendly, and do you allow children?
We love families! Children over 12 are welcome in all our Suites, and for those with younger kids, our Paddock and Prohibition Apartments are a perfect fit—these have private entrances, full kitchens, and plenty of space for all ages. With fun amenities like our barnyard animals, 1920s movie theater, and backyard games, there’s never a dull moment for the whole crew.


What are the check-in and check-out times at Pillow and Paddock?
Our standard check-in time is from 3:30 PM to 6:30 PM, and check-out is until 11:00 AM. If you’re planning to arrive after 6:30 PM, just let us know in advance—we’re happy to arrange self check-in if needed. Early check-in and/or late check-out can usually be accommodated for a fee of $25/hour by adding to your reservation!


How many guest rooms or suites are at Pillow and Paddock?
We have a total of five uniquely-appointed king and queen suites, each with its own private bath and luxurious amenities. Additionally, 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!


What makes Pillow and Paddock unique compared to other places to stay in La Grange, KY?
We’re all about making your stay unforgettable with some seriously unique amenities! Our 1920s Movie Theater with secret bookcase door to a Speakeasy Bar. Meet our Barnyard Bandits, Mr. Pig and Meatball & our horses Jess and Hippo. Not to mention the backyard games, jacuzzi, fire pit lounge, and relaxing spaces perfect for unwinding after exploring the Kentucky Bourbon Trail or local attractions.


Is Pillow and Paddock accessible for guests with disabilities?
Yes, we have a ramp leading to the main entrance on the front porch. Our main floor Paddock Apartment has been renovated with accommodations including a roll-in shower with seat and grab bars, bidet toilet with grab bars.


Does Pillow and Paddock Bed & Breakfast support sustainable travel (eco-friendly practices, EV charging)?
Yes, we’re eco-friendly and offer sustainable practices.


Can you host weddings, elopements, or private events at Pillow and Paddock in La Grange, KY?
Yes! Perfect for Family Gatherings, Intimate Weddings, and Special Events (birthdays, Bridal/Baby Showers, Bachelorette/Bachelor, etc.), Whole-Inn rental provides exclusive use of the gourmet kitchen, back porch fire-pit lounge, basement 1920's themed Theater with secret Speakeasy, main floor living, dining, and family rooms along with the five Suites and Guest Pantry upstairs.


What are the top attractions near Pillow and Paddock Bed & Breakfast in La Grange, KY?
Guests often ask about nearby attractions. Here are some highlights:
• Horse Farm Tours & Horse Country – Year-round tours of Kentucky’s famous Thoroughbred farms.
• Urban Bourbon Trail – Explore Louisville’s bourbon culture just a short drive away.
• Kentucky Artisan Distillery – A highlight on the Kentucky Bourbon Craft Trail.

Insider Tips
• Visit KY Artisan Distillery to try Jefferson’s Ocean Bourbon.
• Try Kentucky Bacon Pie at 119 West Main in La Grange while watching trains pass.
• Explore the Fairy Forest at Yew Dell Botanical Gardens.
• Snap colorful selfies along Alley Loop art installations.


How far is Pillow and Paddock from the nearest major city or airport?
We’re just outside of Louisville, which is the nearest major city—less than a 30-minute drive away! Louisville Muhammad Ali International Airport (SDF) is also the closest major airport. Cincinnati/Northern Kentucky International Airport (CVG) is about 80 miles from Pillow and Paddock Bed & Breakfast, which usually means a drive of roughly 1 hour 15 minutes depending on traffic.


Are there any packages or special offers available at Pillow and Paddock?
Absolutely! We offer special packages like our KY Derby, Ignite the Spark, Scratch-made or Pasta-making Friday Night Dinner, and Horse Farm Experience Packages — perfect if you’re looking for a luxurious escape before, between, or after enjoying local experiences. Check out our Specials & Packages here or on our website!

Food & Wine

Meals Offered: Breakfast

Special Diets Accommodated: Yes

Restaurant on Premises: No

Dining Amenities: Complimentary Beverages, Complimentary Early Coffee Tea, Complimentary Snacks, Evening Cocktails, Picnics Available, Special Diets Accommodated

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Guest Services

Internet Service: Wireless

Corporate Rates: No

Inn Amenities: Hot Breakfast, Concierge Services, Free Onsite Parking, Full House Rental Available, Gardens on Property, Green Environmentally Friendly, Hot Tub, LGBTQI+ Friendly, Meeting Space Available, Spa Service, Weddings & Events Available, Wine/Spirits Available

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Weddings & Celebrations

Wedding/Reception/Event Facilities: Indoor, Outdoor

Events Supported: Private Parties, Ceremonies, Receptions, Rehearsal Dinners, Bridal Luncheons, Elopements, Baby Showers, Tea Parties

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Business Travel & Meetings

Meeting Types: Business Meetings, Retreats

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Location Type: Ranch Farm, Rural, Small Town/Village