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 travels that I think you’ll enjoy too.
1. Springhill Winery Plantation Bed and Breakfast
We flew into Louisville from Austin, then drove just under an hour southeast through winding Kentucky backroads lined with horse farms and rolling hills.
Springhill Winery & Plantation Bed and Breakfast is set on a historic 1857 plantation. This charming inn combines Southern hospitality, vintage character, and the rustic beauty of Kentucky’s wine country.
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 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 was pure magic.
Pairing that with a stroll through the grounds or relaxing in a rocking chair on the porch made me feel like I had stepped back in time.
The location is another highlight. Just a short drive from Bardstown (the “Bourbon Capital of the World”) it’s easy to combine a stay here with bourbon tastings, historic tours, and small-town charm.
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.
2. Slow mornings at Pillow and Paddock Bed & Breakfast
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 a storybook inn.
The Pillow and Paddock Bed & Breakfast is one of the most underrated escapes in the Bluegrass State.
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.
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 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.
Afterwards, I spent time strolling around the property, relaxing on the porch swing, and soaking in the peaceful atmosphere.
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.
Louisville is also a short drive away, making it easy to pair this stay with city adventures.
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.
3. Springhill Winery Plantation Bed and Breakfast - 50 minutes from Louisville
Springhill Winery & Plantation Bed and Breakfast is one of my favorite getaways in Kentucky.
I spent the evening on a wide porch watching the vineyard fade into dusk. Located in Bloomfield, this cozy inn above a working winery felt like a secret shared between friends and vines.
Set on a historic 1857 plantation, this charming inn blends old-world Southern character with the rustic beauty of Kentucky’s wine country.
Just 50 minutes from Louisville, it feels like the perfect retreat, close enough for a quick getaway, yet far enough to feel completely removed from the bustle of the city.
From the moment I arrived, I was enchanted by the sprawling vineyards, historic white-columned house, and wide porches perfect for sipping a glass of wine at sunset.
My room was filled with antique charm, from the plush four-poster bed to the cozy fireplace and clawfoot tub.
Every detail made me feel as though I had stepped back in time while still enjoying modern comforts.
The winery itself was one of my favorite parts of the stay. Tasting Springhill’s handcrafted wines on-site, with the vineyards as the backdrop, felt both indulgent and intimate.
Pair that with a slow stroll around the grounds or relaxing in a rocking chair, and I found myself sinking into a slower, sweeter rhythm of life.
Another highlight is the location. The inn is just a short drive to Bardstown, the “Bourbon Capital of the World”, where bourbon tastings, historic tours, and small-town charm add even more to the trip.
For me, Springhill Winery & Plantation B&B is a romantic, historic treasure that feels worlds away, yet is only an easy drive from Louisville.
Conclusion
Just outside the bustle of Louisville lies a softer rhythm. These romantic inns and countryside retreats remind you that joy doesn’t need to be extravagant, it just needs to be intentional.
Whether you’re sipping local wine under string lights or watching the mist rise over a morning field, these weekend getaways offer something many of us are quietly craving: a pause, a reset, and time together. And sometimes, that’s all the adventure you need.
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.
