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Derby Day

May 2

Races Begin | 9AM MST

Kentucky Derby | 4:57PM MST

Celebrate race day in true Cadillac Jack’s® style as we host our annual Kentucky Derby Hat Contest alongside live viewing of the most exciting two minutes in sports. Whether you’re arriving in a jaw‑dropping, show‑stopping hat or just here to soak up the atmosphere, this is one Derby Day you won’t want to miss.

Expect big race energy, bold fashion, and a crowd that knows how to celebrate. From the pageantry of the hats to the thrill of the finish line, we’re bringing the best of the Kentucky Derby to Deadwood—no matter how you choose to enjoy it.

Hat Contest Entry | 3PM – 6PM

Contest winners will be announced after the final race of the day.

PRIZES

1st | $200CC

2nd | $100CC

3rd | $75CC

*Live viewing of the races is available, no betting action will be taken or permitted. Parimutuel betting is not available at Cadillac Jack’s® Gaming Resort. Must be present to win hat contest. Visit the Cadillac Club for more details. Management reserves all rights.

 
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AMENITIES:

Vibrant & Carefree Atmosphere

24/7 Eat. & Sip. Market

Continental Breakfast
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AMENITIES:

Stylish & Comfortable

Newly Renovated

Spacious Suites

On-Site Hotel Bar
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AMENITIES:

Warm Cookie Welcome

Stylish Casino Themed Decor

Luxurious Suite Options

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Cadillac Jack’s® Gaming Resort is happy to help your event or organization raise money with contributions of our goods and services. Types of donations can be any combination of room/food and beverage/casino packages. Donation requests must be made in writing or using the form below. Please indicate which type of donation you are requesting and to which organization or event you would like the donation to be made.

*Due to the number of donation requests we receive, please allow 48 hours for our management team to review your submission. We will contact you if your submission is approved. Thank you!

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By submitting a Win/Loss Statement, you are verifying that you are the owner of this Cadillac Club account and authorize Cadillac Jack’s Gaming Resort, 360 Main St., Deadwood, SD 57732 to release a win/loss statement:*

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By filling this form out, I confirm that all of the details are correct and accurate based on my knowledge. I have not falsified any information and agree to be contacted for any further questions.

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