Pillow and Paddock Bed & Breakfast

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

5

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
Four foals looking over the paddock fence
white rocking chairs on the front porch
Bourbon on the back porch fire-pit lounge table
Speakeasy lounge poker game with sodas and snacks
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®!

Guest Reviews

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

What a wonderful B&B! One of my favorite places to stay ever. Absolutely beautiful appointments, and atmosphere upon atmosphere. The hosts were extremely kind and helpful and accommodating. Michelle is truly a caring person in the right business. I loved the three horses out in the back Paddock. Guests were allowed to interact with them and treat them to peppermints from the front desk, which were a favorite snack...See More

- Monica E. Smith

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

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

My fiance and I stayed overnight at Pillow and Paddock as a surprise Valentine's Day getaway! From the moment we arrived Michelle was nothing but welcoming! We stayed in the private apt. where we enjoyed private access to our entrance. The hot tub was top tier, as well as the movie theater and access to the speakeasy! We were departing on the day of an snowstorm, and the grace...See More

- A Brown

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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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

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