2026 Kentucky Derby and Kentucky Oaks Raffles
October 20, 2025 @ 8:20AM — February 12, 2026 @ 6:20PM Eastern Time (US & Canada) Add to Calendar
Experience the 2026 Kentucky Derby and Oaks
Second Stride is offering the opportunity to win a box for six people at the 2026 Kentucky Derby or Kentucky Oaks. These boxes have been generously donated to Second Stride by Churchill Downs. In the spirit of the 152nd running of the most exciting two minutes in sports, only 152 raffle tickets for the Derby and 152 raffle tickets for the Oaks will be sold! Raffle tickets for the Derby cost $150 and raffle tickets for the Oaks cost $75.
Raffle ticket(s) will be mailed via USPS to the billing address you specify when making your ticket purchase. You will receive an email confirming your purchase.
Details: Each box includes six (6) tickets into Derby/Oaks and offers reserved seating for six (6) people. The boxes for the Derby/Oaks are located in the third floor grandstand, Section 324. Section 324 offers a view of the whole track and a great view of the final turn. This reserved seating is all-inclusive of food and beverages (non-alcoholic and alcoholic) and access to off-site parking with shuttle service from the Kentucky Fair and Expo Center is available. Off-site parking is subject to space availability.
Tickets will be made available no later than mid-April and distributed electronically.
Please note: tickets may not be re-sold, transferred or redeemed for another year. Winners may refuse tickets in which case raffle drawings for new winners will be held. Exact row and box location may not be revealed until the tickets are assigned. Tickets may be subject to change and relocation at the discretion of Churchill Downs. If a change is necessary, you will be provided with replacement tickets of comparable or greater value.
Please note: although 100% of the proceeds from these raffles go directly to Second Stride, raffle ticket purchases are not a tax-deductible charitable donation.
Raffle Drawing: The raffle drawings will be held on Thursday, February 12, 2026 at 6pm ET. Winners will be notified immediately following the drawing and need not be present to win. The certificate for your box at Churchill Downs will be emailed to you.