Your Ultimate Bachelorette Weekend Itinerary at Cadillac Jack’s®
Your Ultimate Bachelorette Weekend Itinerary at Cadillac Jack’s®


Ready to send the bride-to-be off in style? Whether she’s all about casino thrills, sipping cocktails, or soaking in the Black Hills vibes, Cadillac Jack’s® Gaming Resort is the perfect destination for an unforgettable bachelorette weekend. Here’s your go-to itinerary to celebrate love, friendship, and the ultimate girls’ getaway.
Friday Night: Check-In, Cheers & Chillin’
Kick off your weekend by checking into your stylish room at Cadillac Jack’s®, where modern comfort meets the perfect party-starting vibe. Before the bride arrives, set the mood with cute decorations—think confetti, tabletop signs, and pre-inflated balloons that make the room feel special without needing to tape anything up.
Once you’re settled in, the fun begins right downstairs. Head to the casino floor for some friendly competition on the slots or table games. Sip on signature cocktails from the Blackjack Bar and toast to the bride’s next chapter.
Before calling it a night, gather around the cozy firepits for girl talk and laughs. Followed by some exciting fun in the Tru by Hilton hotel lobby for more games and fun. When hunger hits, satisfy those late-night cravings with a fresh pizza pie from Marco’s Pizza, conveniently located right on property.
Saturday Morning: Coffee & Nature Vibes
After a night of celebration, fuel your day with your go-to Starbucks® order at Made Market, proudly serving your favorite coffee classics right inside Cadillac Jack’s®.
Feeling adventurous? Hop in the car for a morning hike. The Mickelson Trail is just a 10-minute drive away and offers a scenic, easygoing path perfect for a morning walk and group photos. For a quick hike with a panoramic payoff, head to Friendship Tower, about 15 minutes from the resort, where a short trail leads to sweeping views of the Black Hills.
Saturday Afternoon: Shop, Chill & Glam

After the hike (or in lieu of one if you’re in full relaxation mode), take some downtime back at the resort. Lounge at the indoor pool or soak in the hot tub for a little spa-like recharge.
Then hop on the Deadwood trolley—a fun and easy ride to historic downtown Deadwood. Explore charming boutiques, grab a snack, and take in the Old West charm while bonding with your crew.
Saturday Evening: Dinner, Drinks & Dancing
Head back to your room to glam up for the night. Think matching robes, makeup stations, and all the getting-ready music you love. Once the squad is camera-ready, head to FLYT Steakhouse, a Cadillac Jack’s® signature restaurant, for a delicious dinner paired with craft cocktails or bubbly.
After dinner, make your way back to the casino floor to try your luck one more time and keep the party going with games and music.
Sunday Morning: One Last Soak & Send-Off

Before you hit the road, treat yourselves to a leisurely morning soak in the hot tub and a relaxing coffee moment back at Made Market. It’s the perfect time to recap the weekend’s funniest moments and toast to what’s ahead for the bride.
Let’s Book It
From gaming excitement to relaxing amenities and everything in between, Cadillac Jack’s® Gaming Resort is the ultimate launchpad for your bachelorette bash. With dining, drinks, entertainment, and adventure right at your fingertips, this is one celebration your bride tribe will never forget.
Book your stay now and start planning a weekend that’s just as iconic as the bride herself.