Cadillac’s

11/02/2026

🤠 THIS WEEK AT CADILLAC’S! 🍻🎶

We’ve got a fun week lined up with holiday cocktails, a baseball fundraiser, and TWO nights of live music!

🎄 TUESDAY, NOVEMBER 3 – Holiday Cocktail Lunch!
Join us for lunch as we kick off our Winter Cocktail Menu! We’re bringing out the peppermint, butterscotch, and all those cozy holiday flavors to enjoy through the end of the year! 🍸

⚾ THURSDAY, NOVEMBER 5 – PINT NIGHT!
Come support Central Oregon Elite Baseball from 4–9 PM! We’re giving back 20% of all proceeds during that time to help support the team. Come grab a drink and support our local athletes!

🛍️ THURSDAY, NOVEMBER 5 – DOWNTOWN LADIES NIGHT!

Make Cadillac’s one of your stops while enjoying Ladies Night in downtown Prineville! We’ll be offering 20% off one of our holiday cocktails! 🎄🍹 The perfect excuse to get out with your girlfriends and try something festive!

🎤 FRIDAY, NOVEMBER 6 – AUSTIN GILBERT!
Austin is BACK at Cadillac’s for a night of live country music! Catch him from 7–10 PM! 🎶

🎸 SATURDAY, NOVEMBER 7 – KURT SILVA!
Keep the weekend going with Kurt Silva performing live from 7–10 PM!

Five great events, one place to be! Whether you’re stopping in for lunch, supporting a great cause, or spending your weekend listening to live music, we’d love to see you!

11/02/2026

🎄🍸 The holidays are coming to Cadillac’s!

Join us Tuesday, November 3rd, for lunch as we kick off our brand-new Winter Cocktail Menu!

We’re bringing out all the cozy holiday flavors with peppermint, butterscotch, and plenty of festive cocktails to get you in the Christmas spirit! ❤️

Come grab some lunch, be among the first to try our new drinks, and find your favorite for the season!

And don’t worry, these cocktails aren’t just here for one day! Our winter lineup will be available through the end of the year. 🎅🏼🥂

11/01/2026

Time to come down tonight Cadillac’s!

10/31/2026

🎃💉 HALLOWEEN JELL-O SHOTS ARE READY! 👻

We’ve been busy getting stocked up for tonight’s Halloween party at Cadillac’s!

💉 Jell-O syringe shots
👀 Spooky eyeball Jell-O shots
💚 Green Jell-O shots

Grab your friends, dress up, and come spend Halloween with us! 🍻🎃

DJ C**t Conley will be keeping the party going tonight! 🎶

10/31/2026

👻☕️ GHOSTINI ESPRESSO SHOTS! 🍸

Our Ghostini Espresso Shots are the perfect Halloween treat to keep the party going tonight!

Come grab one at Cadillac’s!

10/31/2026

🎃👻 TONIGHT’S THE NIGHT! 👻🎃

Halloween Party at Cadillac’s! 🍻

Come see Jenna, Stacey, and Kindal behind the bar, all dressed up and ready for a fun night!

🎶 DJ C**t Conley bringing the music!
💉 Jell-O shots!
🎃 Costumes encouraged but definitely not required!

Grab your friends, throw on a costume, and come spend Halloween night with us at Cadillac’s!

10/30/2026

What started as a small fundraiser at Cadillac’s has turned into something much bigger, thanks to the generosity of our community.

Together, we have raised $10,262 for the Silver Rail Children’s Fund!

Our fundraiser brought in $483, and when other local businesses heard about it, they stepped up to match that donation, with several contributing even more.

While Silver Rail Elementary may not be in our hometown, what happened there hits close to home for all of us. As parents, grandparents, educators, and community members, we all share a connection through the children we love, raise, teach, and care for. When tragedy strikes a school, the impact reaches far beyond one town.

We want to recognize the incredible local businesses that came together to make this possible:

❤️ Thank you to our contributing businesses:

• Cadillac’s
• Wilson Curb
• Abbas Well Drilling ($2,000)
• Abbas Pump Services
• Taylor NW
• Empire Construction
• SMAF Construction ($500)
• American Sprinklers
• Pulguero Rock
• Tri County Paving
• McPhetridge Trucking ($500)
• JS Landscaping
• Bar Seven A
• Matt McGowan Consulting ($500)
• Top Gun Resources
• McBeth Pressure Washing
•Greenbar Excavation
• Greenbar Storage

To everyone who participated, donated, helped spread the word, or stepped forward to contribute, thank you.

This was never about one business or one fundraiser. It was about people coming together to support families during an unimaginable time.

Thank you to such an amazing community.

10/30/2026

Come see us for the candy crawl today at Cadillac’s! Minor welcome! 🎃

🎃🍬 Candy Crawl is TOMORROW! 👻

Grab your costumes and candy bags and join us Friday, October 30th, from 1–5 PM for a spooktacular afternoon of trick-or-treating at participating businesses throughout Prineville!

📍 A sweet heads-up: The Crook County Fairgrounds will be set up at Sunrise Pool & Spa’s location, so be sure to visit them there!

🧡 A huge thank-you to our sponsors for helping make this community tradition possible!

🎃 Event Sponsors: Wagners Market IGA & Identity Zone
🍭 Candy Sponsors: Sunrise Pool & Spa & Crook County Fairgrounds

Bring your little ghosts, goblins, and superheroes for an afternoon of candy, costumes, and community fun! 🕸️

🚗 Drivers, please slow down and watch for trick-or-treaters as they make their rounds!

10/29/2026

🍎🍂 Nothing beats a cold Wicked Baked Apple Pie C***r on a crisp fall day!

Stop by Cadillac’s and enjoy one on tap! 🍻

10/28/2026

🍓 Drink Special at Cadillac’s! 🍹

Raspberry vodka, raspberry syrup, fresh lime juice, simple syrup, and club soda, topped with fresh mint and a lime wedge!

Come grab one and give it a try! 🍹