Derby & Oaks Raffles
Who wants to go to the 2026 Kentucky Derby or Kentucky Oaks? Here’s your shot at this bucket list experience! Second Stride is offering a chance 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.
The raffle drawings will take place on February 12th, 2026 at 6pm ET at Chorleywood Farm in Prospect, Kentucky. Winners need not be present to win. Videos of the drawings will be posted on Facebook.
Details:
– Each box includes six (6) tickets into Derby/Oaks and offers reserved seating for six (6) people.
– 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, offering a great view of the whole track and final turn.
– Includes all food and beverages (non-alcoholic and alcoholic).
– Access to off-site parking is available.
– Tickets will be distributed electronically by mid-April.
– Tickets may not be re-sold, transferred or redeemed for another year.
– Tickets will be distributed electronically by mid-April.
– Tickets may not be re-sold, transferred or redeemed for another year.
– The winner has the right to refuse the tickets in which case a new winner will be drawn.
Buy your raffle tickets HERE.
Thank you to Churchill Downs for donating these boxes!













