Kentucky Derby Raffle

Kentucky Derby Raffle

Purchase your tickets TODAY! Only 300 tickets will be sold. Drawing will be held at the 2023 Sunburst Gala on February 18th. Winner need not be present and will be notified by phone on 2/19/2023.

Purchase raffle tickets HERE!

Third Floor Grandstand Starting Gate Tickets to the 2023 Kentucky Derby & Kentucky Oaks, VIP Fast Access Pass, Rooftop Terrace Hospitality, Event Transfers, 3-Night Stay for 2

This Experience Includes:

  • 2 third floor Grandstand tickets to the 2023 Kentucky Derby on Saturday, May 6, 2023
  • 2 third floor Grandstand tickets to the 2023 Kentucky Oaks on Friday, May 5, 2023
  • VIP Fast Access Pass
  • Rooftop Terrace hospitality
  • 3-night stay at select hotel accommodations in Louisville
  • Daily continental breakfast for 2
  • Round-trip ground transfers between your hotel and both events
  • Winspire booking & concierge service

Kentucky Derby

Enjoy two third floor Grandstand tickets (reserved seating; tip-up seats with backs; sections 326-328) to the Kentucky Derby on Saturday, May 6, 2023. You’ll have an elevated view of the starting line and final stretch with intimate 5-row seating for increased visibility of all the racing action and the new video board.

The Kentucky Derby is a Grade I stakes race for 3-year-old thoroughbred horses, held annually in Louisville, Kentucky. The race is known as “The Most Exciting Two Minutes in Sports” for its duration and is also called “The Run for the Roses” for the blanket of roses draped over the winner. It is the first leg of thoroughbred racing’s Triple Crown and draws over 155,000 fans each year.

Kentucky Oaks

Enjoy two third floor Grandstand tickets (reserved seating; tip-up seats with backs; sections 326-328) to the Kentucky Oaks on Friday, May 5, 2023.

VIP Fast Access Pass

This will allow for faster and more secured access into Churchill Downs’ gates 1, 10, and 17.

Rooftop Terrace Hospitality

Enjoy access to Sunny’s Halo Lounge in the Grand Pavilion, the outdoor rooftop party deck with a great view of the entire track. Offering covered open seating dining tables, complimentary beer, wine, soft drinks, and one-time lunch buffet (on both Oaks and Derby Days); simulcast TV coverage, site line view of the Big Board, and situated near a live betting parlor. A celebrity jockey will make an appearance on the day of The Kentucky Derby!

Hotel Accommodations

Enjoy a 3-night stay (check-in Thursday, May 4; check out Sunday, May 7, 2023) including daily continental breakfast for 2 at the Hawthorne Suites East, Holiday Inn, or comparable hotel, subject to availability.

Ground Transportation

Enjoy round-trip transfers between your hotel and both events.


Experiences within the package could potentially be altered due to COVID-19 safety guidelines. If the event were to be canceled or held without spectators, it will be honored for the following year


Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.


Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.

Certificates can not be resold or replaced if lost, stolen, or destroyed. Ground transportation is the responsibility of the winner unless otherwise stated