Cadillac’s

09/15/2026

🌸 Cadillac’s is joining in on the fun as The Regal Beagle for the Mrs. Roper Romp! Grab your caftans and wigs and make us one of your stops from 4–8 PM.

🍹 The Regal Beagle
Vodka • Peach Schnapps • Pineapple Juice • Splash of Cranberry

🥃 The Jack Tripper
Wh***ey • Peach Schnapps • Lemonade • Splash of Soda

And don’t head home when the romp ends because Curtis takes over at 7 PM with live music! 🎶

📅 Saturday, September 19
🌸 Mrs. Roper Romp | 4–8 PM
🎶 Curtis Eugene | 7–10 PM
📍 Cadillac’s • Downtown Prineville

Come dressed for the occasion and spend your Saturday downtown!

09/15/2026

Today at Cadillac’s, you’ve got two reasons to come down! 🤠

🍹 TEQUILA TUESDAY, $1 off all tequila, all day!

COUNTRY BINGO starting at 6 PM! We’ll play your favorite country songs while you mark your card for a chance to win prizes each round. Free to play…. no purchase necessary!

Come in for Tequila Tuesday and stick around for Country Bingo!

📍 Cadillac’s | 414 N Main St., Prineville

09/14/2026

We’ve got a full week at Cadillac’s, but Saturday is one you’re going to want to make plans for!

🎶 SATURDAY — CURTIS EUGENE LIVE | 7–10 PM
We’re bringing Curtis Eugene to Cadillac’s for a night of live country music! There’s no cover so come out, fill the place, and help us give him a great Crook County welcome!

Before Saturday, we’ve got:

🤠 Tuesday | Country Bingo | 6 PM
Free to play!
Come see if you hear your favorite country song and mark it on your board!

🍺 Thursday | Crook County Wrestling Pint Night | 4–9 PM
20% of all sales during the event goes back to Crook County Wrestling to help purchase new singlets.

Then make sure you’re back Saturday night for Curtis Eugene from 7–10 PM. Live music like this is exactly what we want to keep bringing to Cadillac’s, and a great turnout helps us do it!

09/12/2026

Come see Food Fellas and say Go Ducks!

09/12/2026

🏈 College football + housemade Bloody Marys = Saturday at Cadillac’s!

We’ve got 9 TVs with today’s college football games on, plus our housemade Bloody Marys made with Absolut Tabasco for the perfect kick. 🌶️

Come grab a Bloody Mary and settle in for a full day of football!

📍 414 N Main St. | Prineville

09/12/2026

09/11/2026

Housemade Bloody Marys, every day at Cadillac’s! 🍅

Made with Absolut Tabasco Vodka for just the right amount of kick!

09/11/2026

We’ve added some new bottles to the shelf at Cadillac’s! 🥃🍸

From flavored vodkas and whiskeys to rum, bourbon, tequila and plenty more, we want there to be something for everyone behind our bar.

See something on the shelf you’ve been wanting to try? Ask your bartender, we’ll help you find your new favorite.

09/11/2026

FRANK CARLSON TONIGHT AT CADILLAC’S!

Kick off the weekend with live music from Frank Carlson tonight from 6–10 PM!

Jenna and Kindal behind the bar tonight!

📍 414 N Main St., Prineville
🎵 Frank Carlson | 6–10 PM

09/10/2026

Teachers and school staff! 📚

Today is your day! Show us your school ID and get discounts all day long 🙌