Apartment
The Winston | Walkable Luxury Loft in Downtown
Photo gallery for The Winston | Walkable Luxury Loft in Downtown





2 bedrooms 1 bathroom Sleeps 6 176.5 sq m
Popular amenities
Explore the area

Louisville, KY
- Louisville Slugger Museum5 min walk
- Kentucky International Convention Center6 min walk
- KFC Yum Center8 min walk
- Louisville, KY (LOU-Bowman Field)12 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Double Sofa Bed
Living Room
1 Double Sofa Bed
1 bathroom
Bathroom
Spaces
Kitchen
About this property
The Winston | Walkable Luxury Loft in Downtown
Welcome to The Winston on Market – a one-of-a-kind luxury loft designed for style, comfort, and unforgettable stays. Located in the heart of downtown Louisville, this beautifully restored historic building blends timeless architecture with sleek, modern design.
Enjoy the sprawling open-concept layout, ideal for everything from romantic getaways to business retreats or small events. Kick back and binge your favorites on the massive 100" flatscreen TV, or pour a drink and take in the sophisticated ambiance of the space.
Whether you’re here to explore the city or host a private gathering, The Winston delivers an upscale experience that’s as functional as it is fabulous.
Guest Access
You’ll have full, private access to the entire unit—including your own private elevator entrance. No shared spaces, no awkward small talk. Just you, your guests, and a stunning downtown escape.
Other Things to Note
Hosting a small event or business function? Reach out with your plans—we welcome corporate groups and special occasions with prior approval.
Please note: This is a high-end space in a premium location—quiet hours and respect for neighbors are a must.
The Neighborhood
Welcome to Louisville’s most walkable hotspot. The Winston sits right on Market Street, steps from world-class attractions, award-winning restaurants, and must-see destinations.
Here’s how close you really are:
Kentucky International Convention Center – 0.4 miles (8-minute walk)
The Kentucky Center for the Performing Arts – 0.2 miles (5-minute walk)
Whiskey Row – 0.5 miles (10-minute walk)
Louisville Slugger Museum & Factory – 0.3 miles (6-minute walk)
Caesars Southern Indiana Casino – 9.8 miles (15-minute drive)
Muhammad Ali Center & Nearby Museums – 0.2 miles (4-minute walk)
Whether you're here for bourbon, business, or a little of both, The Winston places you at the center of it all.
Enjoy the sprawling open-concept layout, ideal for everything from romantic getaways to business retreats or small events. Kick back and binge your favorites on the massive 100" flatscreen TV, or pour a drink and take in the sophisticated ambiance of the space.
Whether you’re here to explore the city or host a private gathering, The Winston delivers an upscale experience that’s as functional as it is fabulous.
Guest Access
You’ll have full, private access to the entire unit—including your own private elevator entrance. No shared spaces, no awkward small talk. Just you, your guests, and a stunning downtown escape.
Other Things to Note
Hosting a small event or business function? Reach out with your plans—we welcome corporate groups and special occasions with prior approval.
Please note: This is a high-end space in a premium location—quiet hours and respect for neighbors are a must.
The Neighborhood
Welcome to Louisville’s most walkable hotspot. The Winston sits right on Market Street, steps from world-class attractions, award-winning restaurants, and must-see destinations.
Here’s how close you really are:
Kentucky International Convention Center – 0.4 miles (8-minute walk)
The Kentucky Center for the Performing Arts – 0.2 miles (5-minute walk)
Whiskey Row – 0.5 miles (10-minute walk)
Louisville Slugger Museum & Factory – 0.3 miles (6-minute walk)
Caesars Southern Indiana Casino – 9.8 miles (15-minute drive)
Muhammad Ali Center & Nearby Museums – 0.2 miles (4-minute walk)
Whether you're here for bourbon, business, or a little of both, The Winston places you at the center of it all.
Property manager
Victoria
Languages
English, French
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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9.6 out of 10, (99 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number LIC-STL-25-00250
About the area
Louisville
Downtown Louisville, a neighbourhood in Louisville, is home to this holiday home. Louisville Slugger Museum and KFC Yum Center are cultural highlights, and some of the area's popular attractions include Kentucky Kingdom and Louisville Zoo. Looking to enjoy an event or a game? See what's going on at Churchill Downs or L&N Federal Credit Union Stadium.

Louisville, KY
What's nearby
- Louisville Slugger Museum - 5 min walk - 0.4 km
- Fourth Street Live! - 6 min walk - 0.6 km
- Kentucky International Convention Center - 6 min walk - 0.6 km
- KFC Yum Center - 8 min walk - 0.7 km
- Whiskey Row - 8 min walk - 0.7 km
Getting around
Restaurants
- Thelma's Deli - 7 min walk
- The Old Spaghetti Factory - 6 min walk
- Swizzle Dinner & Drinks - 7 min walk
- Bluegrass Brewing Company - 7 min walk
- Evan Williams Bourbon Experience - 1 min walk
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Victoria

Languages:
English, French
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