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A Romantic Getaway on the Bourbon Trail

Unwind and relax amongst the gorgeous and peaceful surroundings, or step out and explore. Enjoy this slice of raw Kentucky set on 100 acres of pristine rolling hills, creeks and forest you're free to explore. The space is completely self-contained with a large fully equipped kitchen, 1.5 bathrooms, a luxurious king size bed and a twin daybed. This piece of Central Kentucky is along the Bourbon trail, and is just 1-hour from Louisville, 40 minutes from Lexington, and 20 minutes from Bardstown.

Bourbon Trail Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

This two-story country-side home is sure to keep you entertained while also having a relaxing vibe for your getaway. Nestled just off the Bourbon Trail, Makers Mark and historic Bardstown are just a short drive. Proximity to Louisville and Lexington is great too! Sitting on 3 acres, this home Features 4 bedrooms, 2 and a half bathrooms! Amenities include a newly constructed fenced in Inground Pool(open April-October), WiFi/DirecTV, Pool Table, Ping Pong Table, and Golden Tee Arcade Machine!

Peaceful in the Country

Welcome to the country! Bring the whole family, a group of friends, or just yourself! This great place has lots of room and is perfect for a restful getaway. Located close enough to town but in the country, in a peaceful setting. Large front deck to sit and relax or grill your dinner and eat on the covered porch. Located right in the middle of the Bourbon Trail! Truck drivers welcome. Trailer parking within 5 miles. Room for tractor parking onsite. We have outside cats & a dog.

The Stagg Haus

The Stagg Haus of Springfield is the perfect bourbon trail destination on a picturesque hillside in the heart of the bluegrass. Less than 20 miles from 9+ distilleries, conveniently located off of the scenic bluegrass parkway, and one mile from Abraham Lincoln's homestead. Enjoy the outdoor patio with a blackstone grill, a fully equipped chef's kitchen, and expertly designed and thoughtfully staged interiors with all the comforts of home. This is the Kentucky experience of your dreams.

Business Suite on Bourbon Trail

Custom designed open suite. 2 Smart TV’s. 65” in main area. Plentiful parking. RV or big truck parking is available. Bicycle space inside as well - Route 76. There is a separate listing for this same studio with an additional bedroom if that is wanted. (Search : Modern 2 bed suite ) Unit next door (Rustic suite) is available again - Dec 2025. Brand new (Loft suite) @ this same property is also available. Chihuly glass art currently @ Makers Mark. Our best suite for multi day stays.

Lawsons Landing

Lawson’s Landing – A Historic Farm Retreat on the Bourbon Trail Welcome to Lawsons Landing, a peaceful countryside escape in Springfield, KY. Built in the late 1970s by Corbett & Ola Lawson, this home embodies warmth, history, and farm life. Enjoy stunning views, modern comforts, and the charm of a working farm. 3BR | 2BA | Sleeps 6 – Cozy living room, full kitchen, Wi-Fi, outdoor gazebo. Experience the beauty, history, and hospitality of Lawsons Landing-we can’t wait to host you!

Cottage Retreat at Tiwazzen Farm

The Tiwazzen Farm cottage lies in the peaceful hills of Central Kentucky. It is ideal for a weekend recharge, disconnect or a place to find your center and connect with nature. If you want peace, quiet and tranquility, look no further! If it's Bourbon, Horses and Urban night life you're into, Tiwazzen Farm is perfectly located between Bardstown, Louisville and Lexington. If you're looking for a day at the lake, we are minutes from both Willisburg and Taylorsville Lake State Park.

Box on the Beech

Escape to our unique cabin nestled along the picturesque banks of the Beechfork River, located in the heart of Central Kentucky, right on the famous Bourbon Trail. Unplug, unwind, and enjoy a drink (we prefer bourbon) while gazing at the stars above and listening to the music of nature. Our tranquil riverside cabin provides the perfect setting for a relaxing and memorable stay. Please note that cell phone service within the unit may be limited, depending on your carrier.

Hot Tub in the Snow Bourbon Trail Couples Retreat

Charming, romantic, historic yet modern, clean, and spotless are just a few words from our 5-star reviews! A unique retreat on the Bourbon Trail. The KY Barrel House is a charming + romantic getaway. Soak in a private hot tub 🛁 grab.a cozy towel from the warmer, gather by the firepit for some Kentucky stargazing. Pet-friendly, fenced yard. Equipped kitchen. Walk to downtown restaurants. Minutes from Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill and many more.