Cadillac’s

Cadillac’s Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Cadillac’s, Restaurant, 414 N Main Street, Prineville, OR.

06/19/2026

All the Rodeo Action, Every Day at Cadillacs! 🐎

From major rodeos to your favorite Cowboy Channel coverage, we’re playing rodeo.

Come down, grab a cold drink, catch all the rodeo action, and help support our local youth baseball players while you’re here.

We’re proud to support the kids representing our community this summer, and we’d love to see you stop by and cheer them on.

Open daily at 11 AM.

⚾️ Support Local Baseball at Cadillacs! ⚾️Today, $2 from every mixed drink sold will be donated to help support the 2026...
06/19/2026

⚾️ Support Local Baseball at Cadillacs! ⚾️

Today, $2 from every mixed drink sold will be donated to help support the 2026 District 5 All-Stars Tournament.

Stop by for lunch, dinner, or your favorite drink and help us support the players, families, and volunteers who make youth baseball in our community possible.

Thank you for helping us give back and make this tournament a great experience for all involved. We look forward to seeing you at Cadillacs today!

414 N main St
Open 11am-11pm
Minors allowed until 9pm

⚾️🥎🍹

🐎 🍻The Crooked River Roundup is just around the corner, and we couldn’t be more excited to welcome everyone to our commu...
06/17/2026

🐎 🍻The Crooked River Roundup is just around the corner, and we couldn’t be more excited to welcome everyone to our community! 🐎🍻

Be sure to check out all of the fun events happening throughout the week, from the Stampede Party to the Cattle Drive, and don’t miss the beloved parade through downtown on Saturday. There is something for everyone to enjoy!

When the rodeo action wraps up for the evening, keep the celebration going at Cadillacs! We’ll be open until 12:30 AM all week long for the after party!! 🍻

Here’s to great rodeo action, supporting our local traditions, and showing visitors the best of Prineville hospitality. We can’t wait to see you at Cadillacs!

The countdown is on… All-Stars is just a couple of days away! 💛💙⚾️On behalf of everyone at Cadillacs, we’d like to exten...
06/17/2026

The countdown is on… All-Stars is just a couple of days away! 💛💙⚾️

On behalf of everyone at Cadillacs, we’d like to extend a warm welcome to all of the players, families, coaches, and fans visiting Crook County for the 2026 Oregon District 5 All-Stars Tournament.

While you’re in town, stop by Cadillacs and let the kids enjoy one of our Mocktails for the Players!

🔵 Bases Loaded – Pineapple juice, blue curaçao syrup, and Starry

🍓 Full Count – Lemonade, strawberry purée, and a splash of club soda

🫐 The Walk-Off – Lemonade, blackberry syrup, mint, and club soda

Good luck to all of the District 5 All-Stars! Crook County is proud to host you, and we can’t wait to cheer on these amazing young athletes.

Welcome to town, and we’ll see you at Cadillacs after the games! ⚾️

🎉 Starting TODAY, Happy Hour is here at Cadillacs! 🎉Join us daily from 3–5 PM and enjoy:🍺 $4 Draft Beers🥃 $6 Well Drinks
06/15/2026

🎉 Starting TODAY, Happy Hour is here at Cadillacs! 🎉

Join us daily from 3–5 PM and enjoy:
🍺 $4 Draft Beers
🥃 $6 Well Drinks

Introducing Margarita Mondays at Cadillacs! 🍹Join us every Monday for $8 Margaritas all day long, starting today! Whethe...
06/15/2026

Introducing Margarita Mondays at Cadillacs! 🍹

Join us every Monday for $8 Margaritas all day long, starting today! Whether you prefer classic and refreshing or just need a reason to celebrate making it through Monday, Cadillacs is the place to be.

Open at 11:00 AM
🍹 $8 Margaritas • All Day • Every Monday

Come help us launch Margarita Mondays and make Mondays your new favorite day of the week! 🌵🍋✨🍹

06/12/2026

We’re showing all the World Cup action AND the Knicks game tonight. ⚽️🏀
Grab your friends and catch every play on our 9 TVs.

Great food, cold drinks, mocktails, and the best seat in town for sports.

Kids welcome until 9 PM

Welcome to Prineville, Oregon High School Rodeo athletes, families, and fans! ☀️After a day in the arena, swing by Cadil...
06/11/2026

Welcome to Prineville, Oregon High School Rodeo athletes, families, and fans! ☀️

After a day in the arena, swing by Cadillac’s for great food, cold drinks, and a family-friendly atmosphere. Be sure to try our signature Cowboy Colada, the perfect way to kick back and celebrate a day of rodeo action.

Good luck to all the contestants this weekend. We’ll be cheering you on!

See you at Cadillac’s!

Looking for an easy way to raise money for your team or organization? Let’s support local! Host a Pint Night at Cadillac...
06/11/2026

Looking for an easy way to raise money for your team or organization? Let’s support local! Host a Pint Night at Cadillac’s! We’ll give 20% of the proceeds back to your group. Call us today to book your fundraiser date! 🍻⚾🏈🏐

Mornings at Cadillac’s hit a little different as we get the patio ready for another fun day ☀️If you haven’t checked out...
06/11/2026

Mornings at Cadillac’s hit a little different as we get the patio ready for another fun day ☀️

If you haven’t checked out Cadillac’s, now is the perfect time. We’ve created a space where everyone can feel welcome, from sports fans and families to those just looking for a great meal and a place to relax.

✨ Great food, chose from two of our amazing food trucks.
🍹 Full bar featuring cocktails, beer, cider, and wine
💥Fun and refreshing mocktails for all ages
👨‍👩‍👧‍👦 Kids are welcome until 9 PM
📺 9 TVs showing all your favorite sports
🎯 Shuffleboard and co****le for a little friendly competition
🎉 Book your fundraisers, pint nights, private events, and celebrations with us

Whether you’re grabbing lunch, meeting friends after work, bringing the family in for dinner, hosting a fundraiser, or settling in to watch the big game, we have something for everyone.

📍 414 N Main St. • Prineville

Good food. Great drinks. Family friendly. All the sports action under one roof. Come see why Cadillac’s is quickly becoming Prineville’s newest hot spot!

Address

414 N Main Street
Prineville, OR
97754

Telephone

+15413169238

Website

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