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packages

Best of Bourbon

  • ​Pre-purchased Tickets
    For tours and tastings at renowned distilleries
  • Pick up and drop off at the property
    We will have you personally picked up and dropped off instead of having to meet the driver
  • ​Private Limo Bus
    Ensures you travel in style and comfort throughout your bourbon trail journey
  • ​Boxed Lunches on The Trail
    Pre-ordered through a one click form and ready for you on the bus
  • ​Driver Tip
    We’ll take care of Tipping the Driver at the end of the day

Plan your dream bourbon vacation

The Winners Circle

  • Private Limo Bus
    Ensures you travel in style and comfort throughout your day
  • ​Pick up and drop off at the property
    We will have you personally picked up and dropped off instead of having to meet the driver
  • Behind-the-Scenes Tours
    Check out the behind the scenes with a tour of Churchill downs
  • ​Churchill Downs Racing
    Witness the thrill of live horse racing at the iconic Churchill Downs
  • ​Kentucky Derby Museum
    Relive the history and excitement of the Kentucky Derby
  • ​Reservations at Matt Winn’s Louisville Steakhouse
    Enjoy an unforgettable dining experience overlooking Churchill Downs
  • ​$20 betting cards for each member to get the day started

Plan your dream vacation

hotels in louisville ky

And More!

  • Seamless Dining Solution
    Stocked Fridges, Reservations and a Private Chef for a night
  • ​Louisville Legacy Packages
    Tickets to best museums in Louisville
  • ​Thoroughbred Heritage Package
    Visit to a Kentucky Horse Farm
  • ​Four Gates Whiskey Package
    Private Tasting​​

Plan your dream vacation

What they’re saying…

Testimonials from our satisfied customers who stayed at our Louisville Kentucky short term rental.

Dwayne Polzer
Dwayne Polzer
2024-02-16
Amazing place and hosts. Sectioned "apartments" within for smaller parties or subgroups of larger ones, such as retreats, reunions, or 22 bourbon enthusiasts! Shown is the accommodating 3rd floor open space.
Daniel Shook
Daniel Shook
2023-09-27
We had the top two floors of the swepson and it was awesome. Would most definitely stay there again. The 2nd floor had a TON of rooms for all of us staying there. We had 10 guys so this was literally perfect everyone could have their own rooms between the two floors. The upstairs had a great hang out area for all of us with a full kitchen and patio for cigars. Extremely large open space with a huge table in the middle of it. We had a great time, felt safe and it was close to Whiskey Row which was great!
Soyoung Cho
Soyoung Cho
2023-09-26
My stay at Swepson Guesthouse at the end of July was nothing short of exceptional. From the moment we arrived, we were greeted with warmth and hospitality that set the tone for a wonderful week-long stay. One of the standout qualities of Swepson Guesthouse is the kindness and welcoming nature of the staff. They made us feel right at home, going out of their way to ensure our comfort and satisfaction throughout our stay. It was evident that they genuinely cared about their guests' experience, which is a rare and refreshing quality to find in accommodations. Another aspect that stood out was their immediate responsiveness. Whether it was a request for additional towels or a recommendation for local dining options, the staff was quick to respond and provide assistance. Their efficiency added an extra layer of convenience to our stay. Swepson Guesthouse's proximity to the airport is a significant advantage, especially for travelers with early morning or late-night flights. The short distance made our arrival and departure hassle-free, and yet, we were pleasantly surprised that there was no noise disturbance from the airport. This allowed us to enjoy a peaceful and restful stay. The spaciousness of the guesthouse was another highlight. Our room was comfortable and provided ample space to relax and unwind after a day of exploring the city. The well-maintained common areas also contributed to the overall feeling of openness and comfort. In conclusion, our week-long stay at Swepson Guesthouse was nothing short of fantastic. The kindness of the staff, their immediate responsiveness, proximity to the airport, and the spacious accommodations made this a memorable experience. I would highly recommend Swepson Guesthouse to anyone visiting the area, whether for a short stopover or an extended stay. It's a true gem that exceeded our expectations in every way.
Christopher Sumski
Christopher Sumski
2023-07-05
very clean, spacious, safe! would definitely stay again!
Sydney Shelton
Sydney Shelton
2023-07-04
Our basketball team took a retreat, and the Swepson Guesthouse was LUXURIOUS. It was clean and spacious. Coffee makers and coffee pods were supplied in each kitchen. Shampoo, body wash, and conditioner were supplied in each bathroom. There were plenty of dishes and extra supplies, such as trash bags. Swepson Guesthouse is top-of-the-line and perfect for a large group.
Molly Heard
Molly Heard
2023-07-04
We had an amazing stay here! It is so spacious and clean! Highly recommend if you are staying in Louisville!
Isabella Pitta
Isabella Pitta
2023-07-04
Hey, I came with my women’s basketball team for the weekend for a retreat and the Guest House was absolutely beautiful. The house was very clean and looked exactly like the pictures online! The guest house also included a variety of outdoor seating and fun games. Also the 3rd floor had a great view of the downtown Louisville neighborhood which the house was located in! Overall staying in the Guess House was a 10/10 experience!