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6 Romantic Getaways in Oregon To Retreat To This Winter

  |  Central Oregon, Portland, Travel

Due to its gorgeous landscape and cozy winters, Oregon has some incredible options for romantic getaways. These luxury resorts in the state provide the amenities, scenery and accommodations for an excellent romantic vacation away from it all. Take a look at the varying settings for the perfect wintery getaway — from the mountains to the beach, and everything in between. Whether you are an adventurous couple who loves to ski and hike, or your idea of “adventure” is trying a new wine, there is an ideal setup for you and your significant other. Celebrate Valentine’s Day, an anniversary, or a birthday at these luxury resorts in Oregon. Or simply get away together to celebrate your love for no specific reason at all!


Wine Tasting Paradise

The Allison Inn & Spa | Newberg

Approximate Distance From Portland: 40 Minutes

Approximate Distance From Bend: 3 Hours, 10 Minutes

The Allison Inn & Spa | Newberg, OR

Photo Courtesy of The Allison Inn & Spa

Travel to the heart of Oregon Wine Country with a stay at the luxurious Allison Inn & Spa. Situated on 35 hillside acres, this upscale spa resort is one of the most luxurious resorts in Oregon. It is located near dozens of wineries that the region is known for, and is located just 2 miles from Chehalem Glenn Golf Course. During the winter, travel to any of the many tasting rooms in the area and enjoy a glass of red with your significant other. But once you see the resort, you might not want to go anywhere at all. The Allison Inn & Spa offers 77 luxury guestrooms and eight suites with desirable amenities including gas fireplaces, a terrace or balcony, and spa-like bathrooms. The Allison Spa boasts 12 treatment rooms, a fitness studio, an indoor swimming pool, a whirlpool and pool terrace, and a salon offering manicure and pedicure services. The resort’s JORY Restaurant & Bar serves impeccable cuisine and exceptional wines from the region and beyond.


Cozy Mountain Getaway

Timberline Lodge | Government Camp

Approximate Distance From Portland: 1 Hour, 20 Minutes

Approximate Distance From Bend: 2 Hours, 10 Minutes

Timberline Lodge | Government Camp, OR

Photo Courtesy of Timberline Lodge

You may know the famous Timberline Lodge as the exterior for the Overlook Hotel in Stanley Kubrick’s The Shining. While the hotel has a rich history dating back to 1935, Timberline Lodge is a magnificent present-day destination for couples and families alike. It is nestled 5,960 feet up Mt. Hood, providing a stunning view of the peak and immediate access to the year-round ski area. Accommodations include Timberline’s cozy, historic lodge rooms and a selection of luxury condominiums perfect for a larger party. Wherever you stay, take advantage of the resort’s many comforts and amenities, including a heated outdoor pool and hot tub, a fitness room, a sauna, and a variety of exceptional restaurants and bars. Plus, access the ski area no matter what season it is, as Timberline is the only ski area in North America open all 12 months of the year!


Serene + Scenic Beach Views

Stephanie Inn | Cannon Beach

Approximate Distance From Portland: 1 Hour, 30 Minutes

Approximate Distance From Bend: 4 Hours, 40 Minutes

Stephanie Inn | Cannon Beach, OR

Photo Courtesy of Stephanie Inn

Cannon Beach is an iconic romantic destination known throughout the country. While the beach is particularly pleasant during the summer, there is something extra relaxing about a cloudy and crisp winter beach scene. Stephanie Inn is located directly on the ocean, providing unparallelled views of the beach and the infamous Haystack Rock. Take a romantic stroll along the beach (with lots of layers on!), head to Sleepy Monk Coffee down the road, or visit the adorable and charming shops, wine tasting rooms and restaurants in town. After all the activity, unwind at the hotel in the comfort of your own luxurious room. Amenities include ocean views, Jacuzzi tubs, a gas fireplace, on-site massage services, a complimentary gourmet chef’s breakfast buffet, a complimentary Northwest Wine and Beer Gathering in the oceanfront library, and more.


Staycation in the City

The Nines | Portland

Approximate Distance From Bend: 3 Hours, 20 Minutes

The Nines | Portland, OR

Photo Courtesy of The Nines

Portlanders, save some gas money and consider a “staycation” for your next romantic getaway. And if you live in Bend, experience the vibrancy of this nearby city at The Nines, a luxury hotel in the heart of downtown Portland. Located in the former Meier & Frank building, the Nines is historic in nature, yet is heavily influenced by modern design. Each of the hotel’s rooms pay homage to its historic roots but is truly stylish, artistic and unique. The hotel offers some of the most impressive views of the city and is situated just steps from Pioneer Square and restaurants and shops in the trendy Pearl District. Plus, you won’t have to go very far for some of the best dining destinations around, as The Nines is home to Urban Farmer Steakhouse and Departure Restaurant, located at the top of the hotel.


Relaxing Spa Retreat

Sunriver Resort | Sunriver

Approximate Distance From Portland: 3 Hours, 30 Minutes

Approximate Distance From Bend: 20 Minutes

Sunriver Resort | Sunriver, OR

Photo Courtesy of Sunriver Resort

If you live in Bend, Sunriver Resort is a convenient “staycation” of sorts, and a perfect distance for a getaway for Portlanders! This renowned resort offers endless outdoor recreation activities, including biking, hiking, kayaking, white water rafting, skiing, rock climbing, and more. After all that activity, you may want to relax at the Sage Springs Club & Spa for a massage, facial, or other body treatments. The spa’s new Duo Treatment Room offers side-by-side massage and facials in a deluxe suite. Or book a private spa experience with a soaking tub, rainforest shower, and infrared sauna in the luxurious Relaxation Room. And good news for Bend residents — Deschutes County residents can purchase a Locals Spa Membership to receive one 50-minute massage, facial, or body treatment monthly, plus other discounts and specials.


Outdoorsy Adventure

Running Y Ranch Resort | Klamath Falls

Approximate Distance From Portland: 4 Hours, 50 Minutes

Approximate Distance From Bend: 2 Hours, 30 Minutes

Simply put, Running Y Ranch Resort is an oasis for outdoor enthusiasts. It is situated at the foothills of the Cascades on 3,600 pristine acres near Upper Klamath Lake and the renowned Crater Lake National Park. Guests enjoy white water rafting in the summer and snowshoeing in the winter, in addition to hiking, kayaking, fly fishing, and golfing at the 18-hole Arnold Palmer golf course on site. The luxurious accommodations at Running Y Ranch include an 82-room lodge, custom homes, townhomes and chalets. The king guest rooms include a plush king-sized bed, a dining area for two, a spa-style bathroom, and a patio or deck in select rooms. Relax and unwind at the full-service spa at Running Y Ranch. Revitalize your body, mind and spirit with their menu of services, including foot reflexology, a river stone massage, pedicures, body wraps, aromatherapy steam treatments, facials and massage therapies.


Book your stay!

Surprise your significant other or work together to find the perfect romantic getaway to retreat to this winter.

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About the Author

Courtney Itami

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