The Winston on Market

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. The 1,900 sq ft suite features two bedrooms, full kitchen, onsite laundry, 15′ ceilings, panoramic city views, private elevator access, and an AV sound system. Versatile event space ideal for baby showers, meetings, workshops, pop-ups and more. On-site add-ons include personal chef services, mobile massage therapy, and makeup artist.