Best Holiday Restaurants in Redmond & Bend: Where to Eat During Your Oregon Staycay

The holiday season in Central Oregon brings sparkling lights, festive streets, and a warm, cozy dining scene perfect for travelers. Whether you're staying at The High Desert House or The Highland House at Eagle Crest Resort, you’ll find plenty of incredible restaurants nearby offering holiday dishes, craft cocktails, and celebratory atmospheres.

If you're spending the holidays in Redmond or nearby Bend, here are the top restaurants to enjoy unforgettable meals during your stay.

🍽️ Top Holiday Restaurants in Redmond, Oregon

1. Brickhouse

An upscale favorite featuring premium steaks, fresh seafood, and intimate lighting—perfect for Christmas dinners or New Year’s celebrations.

2. Wild Ride Brewing + Food Pods

A lively, casual choice for families and groups. Sip on seasonal brews and enjoy a variety of food truck offerings.

3. Diego’s Spirited Kitchen

Festive atmosphere + creative dishes make Diego’s a go-to spot for holiday dinners.

🍷 Top Holiday Restaurants in Bend, Oregon

1. Ariana Restaurant

A cozy, chef-driven, fine-dining experience—one of the most beloved date-night spots in Central Oregon.

2. Zydeco Kitchen & Cocktails

Modern American cuisine with a little Southern flair. Warm ambience that feels festive during the holidays.

3. Bos Taurus

For steak lovers, Bos Taurus is a must. Stylish, upscale, and unforgettable.

4. O'Kanes at McMenamins Old St. Francis School

Eat beside a glowing outdoor fire pit, surrounded by twinkling lights.

🎁 Enjoy Holiday Dining During Your Oregon Staycay

Whether you’re here for Christmas lights, New Year's events, winter adventures, or cozy evenings, the Redmond–Bend food scene adds magic to the season.

Plan your holiday stay today and experience Central Oregon at its most festive.

👉 Book Direct & Save at www.OregonStaycays.com