Cadillac Jack's Gaming Resort

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Deadwood, SD
Cadillac Jack's Gaming Resort

An elevated retreat for the bold at play.

Cadillac Jack’s® is a full-service gaming resort nestled in the hills of Deadwood, South Dakota.
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Cadillac Jack’s is a full-service gaming resort. The property includes three hotels—DoubleTree by Hilton, TRU by Hilton and SpringHill Suites by Marriott—Earl of Sandwich, Marco's Pizza, FLYT Steakhouse, Guadalajara's Mexican Restaurant and Made Market, plus 240+ state-of-the-art slot machines and table games.

09/05/2026

Whatever your favorite slot, every spin could get you closer to a Player’s Paycheck. 🎰🔥

Play and earn entries, then catch the drawings every Friday & Saturday from 8PM–Midnight!

And mark your calendar—the final Grand Prize Drawing goes down September 26!

09/03/2026

Ok, September came to play. 👀👏

We’re packing the month with promotions, live music, tournaments, game days, and plenty of Cadillac Cash up for grabs.

Swipe for the highlights ➡️ and Tap That App or visit our website for everything happening at Cadillac Jack’s® this September.

08/24/2026

One more week to enjoy the Dam Daly before another cocktail enters the ring! 💥🥊

Don’t worry—your past Cocktail Showdown favorites are still available to order.🍹

Comment your guess for what’s up next! 👀

08/14/2026

🎰 Everyone has a go-to game.

Whether you’re chasing jackpots on the slots, calling your shot at roulette, rolling the dice at the craps table, or sitting down for a hand of blackjack, there’s always a seat waiting for you at Cadillac Jack’s®.

👇 Let’s settle the debate in the comment section. What’s the best casino game?

08/10/2026

🏍️ Keep your ride looking Rally-ready.

Stop by Cadillac Jack's® during the Rally for a FREE Bikini Bike Wash and let our team take care of the rest. Whether you're gearing up for the day or winding down after a ride through the Black Hills, we're the perfect Rally pit stop.

🧼 FREE Bikini Bike Wash
✅ No registration required
🍻 Cold drinks, great food, and casino action waiting steps away

08/07/2026

🏍️ Welcome to the 86th Sturgis Motorcycle Rally! Whether you're here for the rides, the food, or the party, make Cadillac Jack's® one of your Rally stops.

🎰 Casino action 🍽️ Great dining 🍻 Cold drinks 🧼 FREE Bikini Bike Wash

Stop by, fuel up, cool off, and see what Deadwood's favorite gaming resort is all about.

08/05/2026

Blackjack and a crisp draft? Slots and a Código cocktail?

However your night plays out, we’ve got the perfect pair all Rally long.

86th Rally Week Lineup:
🏍️ FREE Bikini Bike Wash
🍻 $4 Domestic Pints
🎰 Deadwood’s largest gaming floor with 250+ slots, plus live craps, blackjack, poker, and roulette.

We’ll see you soon!

08/03/2026

August’s contender has entered the ring. 🍋🥊

Meet the Dam Daly—sweet raspberry, smooth amaretto, and refreshing raspberry iced tea come together for a sip we know you’ll love.

Available every Dam day, all August long at any Cadillac Jack’s® bar.

08/01/2026

Make the most of August at Cadillac Jack's®!

🎲 Casino promotions
🎶 Live entertainment
💸 Big ways to win
🍴 Crave-worthy bites
…and more!

Swipe through to see everything happening this month.

Address

360 Main Street
Deadwood, SD
57732

Website

http://www.cadillacjacksgaming.com/

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