Weekend Getaways from Louisville, KY
I found weekend getaways from Louisville to be wonderfully varied. Within just a few hours’ drive, you can go from rolling horse country to historic river towns, vast cave systems, and vibrant cityscapes. One of the best parts is finding the perfect hotel or inn to use as your base while you explore. Here are some unique accommodations I discovered during my four weeks in Kentucky that I think you’ll enjoy too.
1. Springhill Winery Plantation Bed and Breakfast - 1 hour from Louisville, KY
I thought that Springhill Winery Plantation Bed and Breakfast was one of the best Weekend Getaways from Louisville, KY. Why? Set on a historic 1857 plantation, this charming inn combines Southern hospitality, vintage character, and the rustic beauty of Kentucky’s wine country.
We drove just under an hour southeast from Louisville through winding Kentucky backroads lined with horse farms and rolling hills.
From the moment I arrived, I was enchanted by the rolling vineyards, the sweeping porches, and the sense of history that lingered in every detail.
My room for two days was elegant and cozy, with antique furnishings, plush bedding, and a touch of old-world charm that made me feel instantly at home.
I loved how each space had its own personality, whether it was a canopy bed, a fireplace, or a clawfoot tub, there was always something special waiting to be discovered.
One of my favorite parts of staying here was the wine. The on-site winery offers tastings of Springhill’s handcrafted wines, and sipping a glass while overlooking the vineyard at sunset for a hour was pure magic.
The location is another highlight. Just 15 minutes (11.6 miles) from Bardstown (the “Bourbon Capital of the World”) it’s easy to combine a stay here with bourbon tastings, historic tours, and small-town vibes. In Bardstown, Kentucky, you can explore several bourbon distilleries on the Kentucky Bourbon Trail, visit historical sites like the Oscar Getz Museum of Whiskey History and My Old Kentucky Home State Park, and enjoy attractions such as the My Old Kentucky Dinner Train or the unique Squire Boone Caverns.
For me, Springhill Winery & Plantation B&B is more than just a place to stay. It’s a romantic, historic, and wonderfully unique Kentucky escape that feels like a true hidden treasure.
Check availability at Springhill Winery Plantation Bed and Breakfast.
My personal highlight was through the grounds or relaxing in a rocking chair on the porch for 30 minutes at a time because it made me feel like I had stepped back in time.
2. Slow mornings at Pillow and Paddock Bed & Breakfast - 35 minutes from Louisville, KY
I thought that The Pillow and Paddock Bed & Breakfast is one of the most underrated escapes in the Bluegrass State and of the best weekend getaways from Louisville, KY.
We drove about 30 minutes northeast from Louisville into the rolling countryside of Oldham County. Pulling up to the Pillow and Paddock Bed & Breakfast, with its wide porches and classic white exterior, felt like finding an inn from a story.
Nestled in La Grange horse country, this elegant inn feels like a countryside retreat where rolling pastures, wide porches, and warm hospitality set the stage for a relaxing getaway that completely won me over.
From the moment I arrived, I was charmed by the white farmhouse exterior and the sweeping views of horses grazing nearby, it felt like stepping into a pastoral dream.
Inside, the inn is beautifully decorated, with each room offering its own unique character. My suite for three days had a plush king bed, antique furnishings, and a whirlpool tub that made winding down at the end of the day a real treat.
I loved how the little details, fresh flowers, soft linens, and thoughtful touches, made the experience feel personal and special.
Breakfast was one of my favorite parts of the stay. The innkeepers prepare hearty, homemade meals with a Southern twist, and enjoying them in the cozy dining room felt both indulgent and comforting.
You can trust that this place is special because it won Best Guest Rooms in the 5-Star Service Awards from the Bed & Breakfast Association of Kentucky (BBAK) in 2023.
The location is another highlight. Just minutes from downtown La Grange, I could explore charming shops and watch trains roll right through the heart of town. In La Grange, Kentucky, you can enjoy the La Grange Railroad Museum, explore history at the Oldham County History Center, go swimming at the FRP La Grange Quarry, and enjoy shopping and dining on Main Street.
Louisville is also a short drive away, making it easy to enjoy city attractions nearby that are some of the best in Kentucky.
For me, Pillow and Paddock is the perfect mix of countryside charm and luxurious comfort, a true Kentucky gem.
Check availability at Pillow and Paddock Bed & Breakfast.
My highlights were strolling around the property, relaxing on the porch swing, and soaking in the peaceful atmosphere.
Booking Checklist
1. Book Your Flight - I use Expedia because I like their mobile app with my itinerary. They've helped me re-book flights on many occasions. Once you reach their Gold tier, support is especially good.
2. Book Your Hotel - I use Booking.com or Expedia, depending on my destination.
3. Book Your Rental Car - I use Expedia.
4. Book your tours on Viator or Get Your Guide.
5. If you are planning to visit more than three national parks in the next 12 months, buy the America the Beautiful Pass.
