Whether you’re dreaming of ocean sunsets or wine country strolls, Oregon has the perfect escape. These romantic getaways in Oregon offer beautiful backdrops, intimate stays, and memorable moments for two.

Highlights:

  • Charming coastal inns in Cannon Beach with ocean views and fireplaces
  • Luxury resorts in wine country with vineyard tours and couples’ spa treatments
  • Secluded cabins in the Cascades with hot tubs and forest views
  • Boutique hotels in Portland with rooftop dining and urban romance
  • Historic B&Bs in small towns like Ashland and Jacksonville

Luxury Romantic Getaways in Oregon:

1. If You Want Wine Country Luxury Near the City, Escape to The Allison Inn and Spa

If You Want Wine Country Luxury Near the City, Escape to The Allison Inn and Spa

© The Allison Inn and Spa

Location:>

Newberg, OR

Highlights:

Looking for a romantic escape that pairs wine country charm with luxury spa vibes? The Allison Inn and Spa offers the perfect Willamette Valley getaway, where vineyard views, pampering packages, and peaceful moments come standard.

We Recommend This For:

Wine lovers, couples, spa enthusiasts, and anyone seeking a luxurious retreat in Oregon’s wine country.

What we Love:

Thoughtfully curated romance packages, vineyard surroundings, indulgent spa treatments, and adventurous local experiences from horseback rides to hot-air balloons.
  • Choose from romance-focused offerings like the Wine and Romance, Blissful Romance, and Date Night Packages.
  • Explore Oregon’s wine country with tastings, equestrian tours, and helicopter or balloon excursions.
  • Relax with a massage or facial at the full-service spa, or enjoy art in the inn’s curated gallery.
  • Swim in the serene indoor pool or unwind in luxurious, view-filled guest rooms.
  • Hike, bike, golf, or discover nearby galleries—there’s more than just wine in the valley.

Address:

The Allison Inn and Spa, 2525 Allison Lane, Newberg, OR 97132
Phone: 877-294-2525

2. Tee Off and Chill Out at the High-Desert Chic Tetherow Resort

Tee Off and Chill Out at the High-Desert Chic Tetherow Resort

© Courtesy of BillionPhotos.com - Fotolia.com

Location:>

Bend, OR

Highlights:

Looking for luxury, golf, and mountain views all in one spot? Tetherow delivers upscale comfort on the slopes of Mount Bachelor, just minutes from both Deschutes National Forest and downtown Bend.

We Recommend This For:

Golfers, outdoor adventurers, luxury travelers, and couples looking for a modern, scenic base in Central Oregon.

What we Love:

Mountain-view rooms with fireplaces, top-notch golf, fine dining, and a complimentary shuttle to explore Bend with ease.
  • Stay in sleek, modern rooms featuring flat-screen TVs, fireplaces, balconies, and stunning views.
  • Play 18 holes at the award-winning golf course nestled among the pines and peaks.
  • Dine at the resort’s gourmet restaurants serving Pacific Northwest-inspired cuisine.
  • Relax with on-site amenities including gear storage, a fitness center, and spacious meeting venues.
  • Explore Deschutes National Forest, hit the slopes of Mount Bachelor, or catch the free shuttle into Bend’s vibrant downtown.

Address:

61240 Skyline Ranch Rd, Bend, OR 97702
Phone: 541-388-2582

3. Stay Stylish and Central in Bend at The Oxford Hotel

Stay Stylish and Central in Bend at The Oxford Hotel

© The Oxford Hotel

Location:>

Bend, OR

Highlights:

Looking for boutique luxury with an eco-conscious twist? The Oxford Hotel blends stylish comfort with sustainability right in the heart of downtown Bend—just steps from adventure and elegance alike.

We Recommend This For:

Eco-conscious travelers, couples, business guests, and anyone seeking a modern, walkable stay in downtown Bend.

What we Love:

Beautifully designed rooms with green touches, an on-site sauna and steam room, and farm-to-table dining at 10 Below.
  • Stay in elegant rooms with soaking tubs, organic pillows, and sleek in-room amenities like microwaves and mini-fridges.
  • Upgrade to suites with kitchens, living areas, and extra space for lounging or entertaining.
  • Relax after a day of outdoor adventures in the hotel’s sauna or steam room, or use the laundry facilities and free bikes to refresh and explore.
  • Dine at 10 Below, offering a refined culinary experience just an elevator ride away.
  • Enjoy walkable access to downtown Bend’s shops, restaurants, and the gateway to Mount Bachelor and Tumalo Falls.

Address:

10 NW Minnesota Ave, Bend, OR 97703
Phone: 541-382-8436

4. Unplug in Rustic Luxury with Big Views at Brasada Ranch

Unplug in Rustic Luxury with Big Views at Brasada Ranch

© Brasada Ranch

Location:

Powell Butte, OR

Highlights:

If you're seeking an upscale, scenic getaway, we highly recommend Brasada Ranch. Located on 1,800 acres of high desert, with views of the Cascade Mountains, this luxurious ranch resort offers the perfect blend of relaxation and adventure.

We Recommend This For:

Couples, families, golf lovers, and anyone looking for a peaceful, upscale retreat with plenty of outdoor activities and stunning views.

What we Love:

Luxury cabins with private patios, mountain views, an 18-hole golf course, and a variety of dining options, plus a fantastic fitness center and spa to unwind.
  • Stay in one of eight luxurious cabins with private patios or balconies, fully equipped kitchens, living rooms, and beautiful décor, complete with mountain views and modern amenities.
  • Relax at the day spa, swim in one of the resort’s pools, or unwind by the fireplace in your cabin after a day of adventure.
  • Play a round of golf on the 18-hole course, explore the horse stable, or enjoy the state-of-the-art fitness center, tennis courts, and water slides at the athletic center.
  • Savor a variety of dining experiences, from casual bites to gourmet meals, in one of four resort restaurants (some seasonal).

Address:

Brasada Ranch, 16986 SW Brasada Ranch Road, Bend/Powell Butte, OR 97753
Phone: 866-373-4882

Unique Romantic Getaways in Oregon:

5. If You’re a History Buff with a Sense of Adventure, Journey to Prospect Historic Hotel

If You’re a History Buff with a Sense of Adventure, Journey to Prospect Historic Hotel

© Prospect Historic Hotel

Location:

Prospect, OR

Highlights:

For a charming stay near Crater Lake National Park and the Rogue River, we recommend the Prospect Historic Hotel. With a blend of historic charm and modern amenities, it’s an ideal spot for those exploring Southern Oregon’s natural wonders.

We Recommend This For:

Couples, history enthusiasts, foodies, and travelers looking for a cozy, historic hotel close to nature.

What we Love:

Each uniquely themed room, the homemade quilts, the Dinner House with locally-sourced meals, and the close proximity to Crater Lake and Rogue River.
  • Stay in one of the ten rooms, each named after a historic figure, with private baths, phones, and beautiful handmade quilts. Rooms are available with double, full, or queen beds, and many feature antique accents.
  • Relax at the Dinner House, enjoying an informal yet elegant atmosphere, where fresh bread, salads, and local produce are the highlights.
  • Dine on a variety of dishes, including pasta, steak, chicken, pork, lasagna, and vegetarian options, all made with fresh ingredients from the hotel’s gardens.

Address:

Prospect Historic Hotel, 391 Mill Creek Drive, Prospect, OR
Phone: 541-560-3664

6. Saddle Up for a True Ranch Stay at Wilson Ranches Retreat

Saddle Up for a True Ranch Stay at Wilson Ranches Retreat

© Wilson Ranches Retreat

Location:

Fossil, OR

Highlights:

If you're looking for a unique ranch getaway, we recommend Wilson Ranches Retreat. Located on a 9,000-acre working ranch, this retreat offers a chance to relax or dive into ranch life, all while enjoying the beauty of Oregon's countryside.

We Recommend This For:

Nature lovers, families, and anyone looking to experience a working ranch while enjoying comfort and relaxation.

What we Love:

The rustic charm of a historic ranch house, the variety of activities available, and the opportunity to enjoy peaceful surroundings and great conversations over family-style meals.
  • Stay in one of six ranch-style guest rooms, accommodating up to six guests, complete with air conditioning, deluxe cotton towels, premium bath amenities, and entertainment options like TVs, VCRs, and a movie library.
  • Relax in the spacious dining area or living room, or take in the peaceful views of grazing animals and fruit trees from the outdoors.
  • Experience ranch life by horseback riding, hiking, birdwatching, or simply enjoying the wildlife and picturesque surroundings.
  • Indulge in a full family-style breakfast in the morning, complemented by hot coffee, tea, or apple cider for a true ranch experience.

Address:

Wilson Ranches Retreat, 15809 Butte Creek Road, Fossil, OR
Phone: 541-763-2227

7. Breathe in Ocean Air and Forest Calm at Salishan Coastal Lodge

Breathe in Ocean Air and Forest Calm at Salishan Coastal Lodge

© Salishan Coastal Lodge

Location:

Gleneden Beach, OR

Highlights:

For a refreshing and eco-friendly retreat, we recommend Salishan Coastal Lodge. Nestled between Siletz Bay and scenic forested bluffs, this coastal lodge offers an ideal mix of outdoor adventures, wellness, and gourmet dining in the heart of Oregon’s Coastal Range.

We Recommend This For:

Couples, families, wellness seekers, and anyone looking to enjoy eco-adventures, relaxation, and coastal beauty in one amazing destination.

What we Love:

The expansive coastal property, diverse amenities, eco-conscious experiences, and the welcoming atmosphere that makes every season special.
  • Stay in spacious, comfortable accommodations with scenic views, designed for relaxation after a day of activities.
  • Relax at the full-service spa, unwind in the hot tub, or take a dip in the swimming pool while soaking in the stunning surroundings.
  • Play a round of golf on the 18-hole course, enjoy tennis year-round, or explore the nature trails and mountain bike skills course.
  • Savor fresh, locally sourced meals at one of three on-site restaurants, offering delicious coast-to-table dining options.

Address:

Salishan Coastal Lodge, 7760 US-101, Gleneden Beach, OR 97388
Phone: 541-764-3600

8. If You’re Dreaming of a Romantic Cabin Escape, Check Into FivePine Lodge & Spa

If You’re Dreaming of a Romantic Cabin Escape, Check Into FivePine Lodge & Spa

© FivePine Lodge & Spa

Location:

Sisters, OR

Highlights:

If you're looking for a romantic retreat with a blend of resort luxury and cozy cabin charm, we recommend FivePine Lodge & Spa. Located in the scenic heart of Central Oregon, this highly-rated lodge offers a peaceful, intimate experience with all the amenities of a top resort.

We Recommend This For:

Couples, relaxation seekers, and anyone wanting to experience the beauty of Central Oregon in a private, cozy setting.

What we Love:

The charming cabins with luxurious amenities, the peaceful atmosphere, the on-site spa, and the personal touches that make you feel right at home.
  • Stay in one of the cozy cabins featuring coffee-making facilities, a small refrigerator, a DVD player, complimentary Wi-Fi, a gas fireplace, flatscreen TV, and an oversized waterfall soaking tub for ultimate relaxation.
  • Relax at the full-service spa, enjoy the outdoor pool, or take advantage of seasonal activities like biking, corn hole, and more.
  • Dine on a delicious daily breakfast, made to kickstart your day before heading out to explore the beauty of Sisters and the surrounding area.

Address:

FivePine Lodge & Spa, 1021 E Desperado Trail, Sisters, OR 97759
Phone: 541-549-5900

FAQ:

  • Why is Oregon a great destination for a romantic weekend getaway?
    • Oregon is an amazing place for a romantic weekend getaway, home to Crater Lake National Park, famous vineyards in the Willamette Valley, romantic Portland, beautiful mountains, lakes, and stunning coastal destinations.
  • What types of accommodations are available for a romantic stay?
    • We highlight some of the most amazing inns, B&Bs, lodges, and small hotels in the state.

Driving Distances from Portland

From Portland, OR To Driving Time
Wheeler, OR2 hours
Roseburg, OR3 hours
Gresham, OR30 minutes
Enterprise, OR5 hours 40 minutes
Prospect, OR5 hours
Fossil, OR3 hours
Newport, OR2 hours 30 minutes
Yachats, OR3 hours
Central Point, OR4 hours 30 minutes
Lincoln City, OR2 hours
Depoe Bay, OR2 hours 15 minutes
McMinnville, OR1 hour
Arch Cape, OR1 hour 30 minutes
Beaver, OR1 hour 50 minutes
Carlton, OR1 hour
Grants Pass, OR4 hours
Astoria, OR2 hours
Beaverton, OR15 minutes
Corvallis, OR1 hour 30 minutes
Brookings, OR6 hours
Otis, OR2 hours
Dayton, OR55 minutes

Plan Your Trip