Timeless charm with modern comforts
Nestled in the heart of downtown Louisville, KY, The Winston on Market offers a one-of-a-kind stay and event experience inside the historic Old Portland Building at 539 W. Market Street.
Built in 1882, this beautifully restored gem blends timeless charm with modern comforts, making it the perfect destination for travelers, short-term and long-term rentals, special occasions, and corporate gatherings alike.
Stay
- Historic Charm – Enjoy the elegance and character of a 19th-century landmark.
- Prime Location – Steps from Louisville’s top attractions, dining, and entertainment.
- Versatile Event Space – Ideal for baby showers, meetings, workshops, pop-ups & more.
- Comfort & Convenience – Modern amenities wrapped in vintage beauty.
- Complete Privacy – Private elevator access & secured weekend entry.
- Easy Parking – Street parking, adjacent lot & two nearby garages (pay-to-park).