Romantic Winter Getaways in Central Oregon

Tisha Kelly • November 28, 2025

Romantic Winter Getaways in Central Oregon

couple holding coffee cups during a romantic winter getaway in Central Oregon

Planning Your Stay: A Romantic Winter Getaway In Central Oregon


When the snow falls across the high desert and the Deschutes River winds quietly through town, Central Oregon transforms into one of the most romantic winter getaway destinations in Oregon. Whether you’re cozying up beside a crackling fire, exploring snow-dusted trails, or sharing a glass of wine after a day of adventure, you'll the perfect blend of outdoor excitement and cozy comfort for an unforgettable romantic winter getaway in Central Oregon.


Find more ideas for your stay in our Couples’ winter guide to things to do in Central Oregon.


❤️  Why Central Oregon is the Perfect Romantic Winter Escape


Central Oregon is made for couples who crave both relaxation and adventure. You can spend your mornings snowshoeing through the pines, your afternoons wandering local shops, and your evenings unwinding by the fire or dining under twinkling lights.


Here’s why Central Oregon makes one of the best romantic winter getaways in Oregon:


  • Snowy serenity: Fresh powder and quiet trails make for peaceful, shared moments.
  • Adventure at your doorstep: Try snowshoeing, visiting majestic Tumalo Falls, or a scenic drive to Sisters for a cozy café date.
  • Cozy luxury: From crackling fireplaces to soaking tubs, our vacation homes invite you to unwind together.
  • Romantic dining: Central Oregon’s food scene shines in winter — enjoy candlelit dinners at Zydeco Kitchen & Cocktails, a relaxed wine tasting at Portello Wine Bar, locally sourced fine dining at Rancher Butcher Chef, or craft cocktails with mountain views at The Rooftop at SCP Redmond.


🏡  Romantic Vacation Homes for Two


🏠  Ogden Cottage – Bend

This charming in-town cottage is ideal for couples who want the best of Bend within walking distance. Spend your mornings exploring the Old Mill District or enjoy an afternoon walking the streets of Newport Ave.


🌿  Juniper Haven Getaway – Redmond

Tucked in a quiet neighborhood, Juniper Haven Getaway is stylish and serene. The luxurious master suite—with its fireplace and soaking tub—is perfect for relaxing after a day spent hiking at Smith Rock or exploring Redmond’s local wine bars and breweries.


🏡  Cumberland Bungalow – Bend

Cumberland Bungalow combines vintage charm with walkable convenience. Enjoy a leisurely morning, explore Bend’s downtown shops, and wrap up the day with a romantic dinner at Zydeco Kitchen or Portello Wine Bar before heading home to your cozy firelit living room.


🔥  Wood Carver Cabin – Sunriver

A classic cabin retreat surrounded by Ponderosa pines, Wood Carver Cabin offers a blend of rustic beauty and luxury. Spend your days snowshoeing near the Deschutes River or ice skating in The Village, then return for a soak in your private hot tub under the stars.

couple toasting with two glasses of wine on a romantic winter getaway in Central oregon


🗓️ A Romantic Winter Getaway Weekend Itinerary


Day 1 – Arrive & Unwind

  • Check into your cozy vacation rental in Central Oregon and settle in with a fire.
  • Take a winter walk nearby and breathe in that crisp, pine-scented air.
  • Dinner out at Zydeco Kitchen in Bend or The Rooftop at SCP in Redmond.


Day 2 – Adventure & Relax

  • Morning snowshoe around Suttle Lake or a snowmobile tour up at Paulina Lake.
  • Lunch at The Open Door in Sisters.
  • Dinner at Rancher Butcher Chef — the perfect mix of elegant and rustic Central Oregon flavor.
  • Evening soak or firelight movie back at your rental.


Day 3 – Slow & Sweet

  • Brunch and coffee in Bend before a visit to Tumalo Falls.
  • Browse local boutiques or art galleries.
  • Head home refreshed, already planning your next winter visit.



couple snowmobiling during a romantic winter getaway in Central Oregon


 💕 Plan Your Romantic Winter Getaway In Central Oregon


Whether you’re chasing adventure or cozy nights in, Central Oregon sets the stage for connection. From fireside mornings to snowy explorations, every moment feels a little more magical here making it the perfect backdrop for a romantic winter getaway in Central Oregon.


Explore our Couples’ Winter Guide for more ideas for your stay and discover your next romantic escape.


❄️ Take advantage of our Winter Lodging Special


Valid January 20th – March 20th
Enjoy 15% off any 4-night stay at Central Oregon Vacation Homes. No code necessary, discount automatically applied at checkout.

More time to unwind, explore, and make memories together this winter.


Book Your Stay
couple relaxing by a fire sipping wine during a romantic winter getaway in Central Oregon

Share to social media

More posts you may like...

skiers at mt bachelor resort before apres-ski in Bend & Sunriver
By Tisha Kelly November 21, 2025
Find our top spots for the perfect après ski in Bend & Sunriver. From cozy cabin vibes to upscale offerings and everything in between.
Person snowshoeing with a dog on one of the best dog-friendly snowshoe trails in Central Oregon
By Tisha Kelly November 12, 2025
Snowshoeing with your dog is one of the best pet friendly winter activities. Explore our picks of the best dog-friendly snowshoe trails in Central Oregon.
holiday paddle in Bend one of the December events in Central Oregon
By Tisha Kelly November 10, 2025
Find all the top December events in Central Oregon this year - from festive holiday markets to festivals of light, parades, brunches with Santa, and more.