The Kentucky Derby 2026
- Witness the most exciting two minutes in sports with Inspirato during an unforgettable, first-class weekend at the Kentucky Derby
- Enjoy access to Club SI premium hospitality at Churchill Downs, with views into the Paddock and Paddock runway, along with trackside race viewing
- Savor gourmet dining, premium bar, and private betting windows at Club SI
- Stay at Hotel Distil, a chic boutique hotel in downtown Louisville
Dress in your Derby best and join Inspirato Only for Oaks Day and Derby Day at the iconic Kentucky Derby 2026. Experience the thrill of the world’s most exciting two minutes in sports from Club SI—Churchill Downs’ premier venue featuring exclusive Paddock and trackside views, gourmet fare, premium bar service, and dedicated betting windows. Members will enjoy fast-track entry into Churchill Downs for a seamless Derby weekend in Louisville.
Beyond the race, unwind in luxe accommodations at Hotel Distil, a stylish boutique hotel in the heart of downtown Louisville. Round out your Derby weekend with curated extras like shopping with The Hat Girls—official milliners of the Kentucky Derby, plus Derby-inspired breakfasts and lively pre-race festivities.
Quick Facts
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Experience dates
Thursday, April 30 – Sunday, May 3, 2026 -
Price
Starting at $44,900 -
Minimum age
21 years old -
Group size
22 -
Ideal for
Sports Fans, Fashionistas, Bucket-list Enthusiasts, Culture and Tradition Lovers
Experience Highlights
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Club SI Access
Experience the Kentucky Derby from Club SI, Churchill Downs’ exclusive venue with prime Paddock and racetrack views. Enjoy gourmet dining, premium bar, private restrooms, and dedicated betting windows for a truly elevated race day experience.
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Derby Day Amenities
Enjoy a seamless Derby weekend with private Inspirato transportation and fast-track entry into Churchill downs. Skip the lines with Club SI dedicated betting windows and private restrooms. Prior to attending the races, enjoy the Derby themed festivities at Hotel Distil.
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Oaks Day Pink
Attend Oaks Day the Friday before the Derby and witness the prestigious Kentucky Oaks race, dedicated to the fillies—three-year-old female horses. A day known for vibrant fashion and the color pink, Oaks Day supports breast cancer awareness in a more relaxed yet festive atmosphere.
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Hotel Distil
Stay at Hotel Distil, a luxury boutique hotel in downtown Louisville near all the Derby action. Enjoy stylish rooms, rooftop bar cocktails, and personalized service from the Inspirato team, ensuring your stay is as seamless and comfortable as your race day experience.
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In Good Company
Join fellow members for a premier, unforgettable weekend at Churchill Downs, blending tradition, luxury, and excitement. Make new friends and lasting memories as you toast the Derby in style alongside like-minded travelers.
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Only for Inspirato
The Inspirato Kentucky Derby 2026 experience offers exclusive access and custom programming you won’t find anywhere else. Enjoy thoughtful touches and moments designed to elevate every detail of your Derby weekend.
