Craving mountains, coastlines, and charming small towns? These Oregon getaways are packed with stunning scenery, cozy stays, and outdoor adventures perfect for a refreshing break.

Highlights:

  • Coastal escapes to Cannon Beach and Newport
  • Winery weekends in the Willamette Valley
  • Scenic drives and waterfalls along the Columbia River Gorge
  • Outdoor adventures in Bend and Mount Hood
  • Charming small-town strolls in Ashland and Jacksonville

Unique Oregon Weekend Getaways:

1. Hallmark Resort & Spa Cannon Beach - 1 hour 30 min from Portland, Oregon


Admire Haystack Rock and unwind at the spa on a relaxing weekend escape.

Hallmark Resort & Spa Cannon Beach - 1 hour 30 min from Portland, Oregon

© Hallmark Resort

Location:

Cannon Beach, OR

Highlights:

If you’re dreaming of an oceanfront escape with luxury touches, we’d gladly point you to the Hallmark Resort & Spa Cannon Beach . Set steps from the iconic Cannon Beach, it’s a dreamy spot to unwind, recharge, and soak up Oregon’s rugged coastal beauty.

We Recommend This For:

Couples, honeymooners, spa lovers, beach enthusiasts, and travelers seeking a romantic or luxurious Oregon coast getaway.

What we Love:

Stunning oceanfront views, gas fireplaces, spa tubs for two, and a pampering onsite spa experience.
  • Stay in beautifully appointed one- and two-bedroom suites, standard rooms, or spacious beach houses — many with oceanfront balconies or patios, cozy gas fireplaces, fully equipped kitchenettes, and luxurious spa tubs for two.
  • Relax at the indulgent onsite spa, offering a range of body treatments and massages to leave you feeling rejuvenated.
  • Explore the charming town of Cannon Beach, packed with shops, restaurants, and cafés, or take short drives to nearby Astoria, Manzanita, or Tillamook for hiking, crabbing, and fishing adventures.
  • Celebrate your honeymoon, anniversary, or couples’ retreat in a romantic setting surrounded by breathtaking natural beauty.

Distance from Portland:

Just under 2 hours by car, depending on traffic.

How to Get to Hallmark Resort & Spa:

Take US-26 W from Portland to US-101 S. Follow signs into Cannon Beach, then turn onto South Hemlock Street to reach the resort.

Address:

Hallmark Resort & Spa Cannon Beach, 1400 South Hemlock Street, Cannon Beach, OR 97110
Phone: 855-392-3279

2. Baywood Shores Bed & Breakfast


See coastal views and enjoy hearty breakfasts during a peaceful retirement stay.

Baywood Shores Bed & Breakfast

© Baywood Shores Bed & Breakfast

Location:

Lincoln City, OR

Highlights:

If you’re craving a cozy coastal escape with intimate charm, we’d warmly suggest Baywood Shores Bed & Breakfast . Nestled right on the shores of Lincoln City, it’s the perfect place to unwind with sweeping ocean views and a homey touch.

We Recommend This For:

Couples, romantic getaways, B&B lovers, nature watchers, and anyone seeking a peaceful Oregon beach retreat.

What we Love:

King-size beds with whirlpool tubs, stunning bay views, beachfront fire pit, and an unforgettable home-cooked breakfast.
  • Stay in beautifully appointed suites featuring king-size beds, private bathrooms, two-person whirlpools, fireplaces, private decks, TVs with DVD and VCR, telephones, microwaves, and refrigerators.
  • Connect easily with wireless internet available throughout the property, so you can stay in touch or share your beachside memories.
  • Relax by the beachfront fire pit for cozy evenings or spend peaceful hours birdwatching over Siletz Bay’s natural beauty.
  • Unwind with a wide selection of movies available to borrow for a snug night in your suite.
  • Savor a delicious, highly praised breakfast each morning — the perfect start to your day on the Oregon coast.

Distance from Portland:

About a 2-hour drive, depending on traffic and weather conditions.

How to Get to Baywood Shores B&B:

Take US-101 S from Portland to Lincoln City. Once in town, turn onto SW 62nd Street and follow it to the water’s edge.

Address:

Baywood Shores Bed & Breakfast, 1281 SW 62nd Street, Lincoln City, Oregon 97367
Phone: 541-996-6700

3. WildSpring Guest Habitat - 4 hours 50 min from Portland


Walk forest paths and admire ocean views on a quiet trip to nature.

WildSpring Guest Habitat - 4 hours 50 min from Portland

© WildSpring Guest Habitat

Location:

Port Orford, OR

Highlights:

If you’re longing for a serene forest hideaway with ocean views, we’d enthusiastically recommend WildSpring Guest Habitat . This peaceful Southern Oregon retreat wraps you in nature’s embrace with luxurious cabins, forest trails, and soothing coastal beauty.

We Recommend This For:

Couples, nature lovers, wellness travelers, romantic getaways, and anyone seeking a quiet, eco-friendly escape by the sea.

What we Love:

Private cabin suites surrounded by forest, the open-air ocean-view hot tub, radiant-heated interiors, and the enchanting meditation coves and labyrinth.
  • Stay in one of five luxury cabin suites with radiant heating, vintage furnishings, deluxe en-suite bathrooms, oversized slate showers, and peaceful forest views — all just a short stroll to the beach.
  • Relax in the open-air slate jetted hot tub overlooking the ocean or unwind in one of the meditation coves or swinging hammocks hidden among the trees.
  • Gather in the main guest hall with cozy lounging areas, a sun deck, and a fully equipped kitchen available for your use.
  • Enjoy a complimentary breakfast buffet each morning, plus free tea, coffee, and refreshments throughout your stay.
  • Explore the walking labyrinth, discover Cape Blanco Lighthouse’s stunning views, and immerse yourself in the peaceful magic of Oregon’s coastal wilderness.

Distance from Eugene:

About 3.5 to 4 hours by car, with scenic stretches along the coast.

How to Get to WildSpring Guest Habitat:

From Eugene, take OR-126 W to US-101 S and follow it down the coast to Port Orford. Turn onto Cemetery Loop and follow signs to the property entrance.

Address:

92978 Cemetery Loop, Port Orford, Oregon 97465
Phone: 866-333-9453

Romantic Weekend:

4. The Bronze Antler Bed and Breakfast - 5 hours 35 minutes


Admire mountain views and browse vintage décor during a charming fall retreat.

The Bronze Antler Bed and Breakfast - 5 hours 35 minutes

© The Bronze Antler

Location:

Joseph, OR

Highlights:

If you’re dreaming of a cozy mountain getaway with vintage charm, we’d happily recommend The Bronze Antler Bed and Breakfast . Nestled in the quaint town of Joseph, it’s a peaceful home-away-from-home surrounded by the stunning peaks of Eastern Oregon.

We Recommend This For:

Couples, outdoor enthusiasts, art lovers, and travelers seeking a quiet, charming retreat with easy access to Oregon’s wilderness adventures.

What we Love:

Antique-filled rooms, a welcoming atmosphere, beautiful mountain views, and an ideal base for exploring the Wallowas and nearby lake activities.
  • Stay in one of three thoughtfully decorated guest rooms or the luxury suite, featuring antique furnishings, lovely artwork, air-conditioning, wireless internet, and en-suite bathrooms with deep tub/shower combinations.
  • Enjoy picturesque views over the garden, the rustic bocce court, and the majestic mountains beyond, adding to the peaceful ambiance.
  • Savor a delicious complimentary breakfast each morning, along with refreshments available throughout the day to keep you energized.
  • Explore the local wine cellar, offering a curated selection of regional and international wines available for purchase.
  • Adventure into the surrounding Wallowa-Whitman National Forest or Eagle Cap Wilderness for hiking, biking, horseback riding, or wildlife watching — or spend sunny days boating, kayaking, or fishing on Wallowa Lake.

Distance from La Grande:

About 1 hour and 15 minutes by car through scenic countryside.

How to Get to The Bronze Antler B&B:

From La Grande, take OR-82 E through Wallowa and Enterprise. Continue into Joseph and look for the inn near the southern end of Main Street.

Address:

309 South Main Street, Joseph, Oregon 97846
Phone: 541-432-0230

5. Cannery Pier Hotel & Spa - 1 hour 50 minutes


Relax at the spa and look at passing ships from a romantic room.

Cannery Pier Hotel & Spa - 1 hour 50 minutes

© Cannery Pier Hotel & Spa

Location:

Astoria, OR

Highlights:

If you’re looking for a waterfront escape with luxury touches and river history, we’d eagerly point you to the Cannery Pier Hotel & Spa . Built 600 feet over the Columbia River, this Astoria gem offers unmatched views, indulgent comforts, and a deep sense of place.

We Recommend This For:

Couples, history lovers, luxury seekers, spa enthusiasts, and anyone eager to experience the power and beauty of the Columbia River up close.

What we Love:

Private river-view balconies, wood-burning fireplaces, the Finnish spa and sauna, and the fascinating Historical Picture Museum Walk on-site.
  • Stay in one of 45 beautifully appointed guest rooms or the luxurious penthouse, each featuring hardwood floors, wood-burning fireplaces, deluxe amenities, and spectacular Columbia River views from private balconies.
  • Unwind at the full-service Finnish spa and sauna or get energized in the hotel’s state-of-the-art fitness room.
  • Savor a complimentary breakfast each morning before heading out to explore Astoria’s rich maritime history and scenic surroundings.
  • Explore the Historical Picture Museum Walk inside the hotel, or hop on one of the complimentary bicycles to tour the charming Astoria waterfront and beyond.
  • Visit the nearby Columbia River Maritime Museum for an unforgettable look into the region’s maritime past, with hands-on exhibits and panoramic river views.

Distance from Portland:

Around 2 hours by car via US-26 W and US-101 N.

How to Get to Cannery Pier Hotel & Spa:

From Portland, take US-26 W to US-101 N and cross the Astoria-Megler Bridge into Astoria. Follow signs to Basin Street and continue to the hotel entrance at the end of the pier.

Address:

No. 10 Basin Street, Astoria, Oregon 97103
Phone: 888-325-4996

Relaxing Oregon Weekend Getaways:

6. Lithia Springs Resort


Soak in mineral baths and stroll garden paths on a serene couples visit.

Lithia Springs Resort

© Lithia Springs Resort

Location:

Ashland, OR

Highlights:

If you’re longing for a peaceful mineral springs escape in the Rogue Valley, we’d happily recommend Lithia Springs Resort . This Ashland hideaway offers serene grounds, soaking tubs, and spa treatments perfect for recharging your body and mind.

We Recommend This For:

Couples, wellness seekers, spa enthusiasts, romantic travelers, and anyone craving a rejuvenating Oregon retreat surrounded by nature.

What we Love:

Healing mineral water soaking tubs, charming bungalows and suites, the tranquil koi pond, and the relaxing on-site Waterstone Spa.
  • Stay in one of 38 unique accommodations, including rooms, studios, suites, and bungalows, all featuring fireplaces, air conditioning, private patios, and luxurious soaking tubs filled with mineral waters.
  • Relax in the outdoor whirlpool, swimming pool, or the romantic gardens with hidden seating spots, a gazebo, and a koi pond — perfect for peaceful moments.
  • Unwind indoors by the cozy lobby fireplace, browse the inviting library, or enjoy an afternoon tea in the charming Tea Room.
  • Rejuvenate with a treatment at the onsite Waterstone Spa, offering a wide range of luxurious wellness services.
  • Savor a complimentary hot breakfast buffet each morning and treat yourself to baked goods and tea served every afternoon.

Distance from Medford:

Just 20 minutes by car from Rogue Valley International-Medford Airport.

How to Get to Lithia Springs Resort:

From I-5, take Exit 19 and head west on Valley View Road. Turn left onto West Jackson Road — the resort is just ahead.

Address:

2165 West Jackson Road, Ashland, Oregon 97520
Phone: 800-482-7128

7. Arch Cape Inn & Retreat - 1 hour 30 min Romantic Getaway from Portland


Admire dramatic coastline and unwind in elegance during a peaceful summer getaway.

Arch Cape Inn & Retreat - 1 hour 30 min Romantic Getaway from Portland

© Arch Cape Inn / Jumping Rocks Photography

Location:

Arch Cape, OR

Highlights:

If you’re craving a romantic coastal escape with sweeping ocean views, we’d warmly recommend Arch Cape Inn & Retreat . This Cannon Beach hideaway offers elegant rooms, peaceful beach walks, and the perfect setting to truly unplug and recharge.

We Recommend This For:

Couples, honeymooners, romantic travelers, beach lovers, and anyone seeking a luxurious, serene oceanfront retreat on the Oregon Coast.

What we Love:

Romantic sleigh beds, gas fireplaces, deep soaking tubs, gourmet breakfasts, and afternoons of wine and light bites by the fire.
  • Stay in beautifully furnished, light-filled rooms with spacious en-suite bathrooms, gas fireplaces, deep soaking bathtubs, and balconies or patios offering stunning ocean views.
  • Relax with long beach walks, indulgent sauna sessions, or cozy evenings sipping fine wine by a crackling fire.
  • Savor a complimentary gourmet breakfast each morning and enjoy afternoon wine and appetizers in the elegant common spaces.
  • Explore the Northern Oregon Coast’s exceptional hiking trails, from beachfront strolls to the famous Oregon Coast Trail winding through nearby mountains.

Distance from Portland:

Just under 2 hours via US-26 W and US-101 S.

How to Get to Arch Cape Inn & Retreat:

From Portland, follow US-26 W to the coast, then take US-101 S toward Arch Cape. Look for the East Ocean Lane turnoff just south of Cannon Beach.

Address:

31970 East Ocean Lane, Arch Cape, Oregon 97102
Phone: 800-436-2848

8. Timberline Lodge, Oregon - 1 hour 20 min


See snowy peaks and explore alpine trails on a scenic winter escape.

Timberline Lodge, Oregon - 1 hour 20 min

© Timberline Lodge

Location:

Timberline Lodge, OR

Highlights:

If you’re dreaming of an iconic mountain escape rich with history, we’d excitedly recommend Timberline Lodge . Perched on the slopes of Mt. Hood, this legendary 1930s lodge blends rustic charm, alpine adventure, and historic character in one unforgettable package.

We Recommend This For:

Skiers, snowboarders, mountain lovers, history buffs, families, and couples seeking a cozy retreat in the heart of Mt. Hood National Forest.

What we Love:

National Historic Landmark status, crackling log fires, stunning alpine views, Silcox Hut for private group stays, and world-class dining in a timeless mountain setting.
  • Stay in charming chalet-style rooms, from family-friendly European bunk setups to luxurious fireplace suites, all adorned with elegant wood paneling, period décor, lovely artworks, and private bathrooms.
  • Connect with modern amenities like televisions and complimentary wireless internet, ensuring comfort alongside historic charm.
  • Retreat to Silcox Hut above the main lodge — a perfect, private overnight hideaway for groups, complete with lodging and meals.
  • Unwind in the heated outdoor swimming pool, soaking tub, sauna, gym, or games room, offering relaxation after a day of mountain adventures.
  • Dine across three restaurants, a specialty grill, and a casual café, or enjoy drinks with friends at the lodge’s two lively bars.

Distance from Portland:

About 1.5 hours via US-26 E through Mt. Hood National Forest.

How to Get to Timberline Lodge:

From Portland, take US-26 E toward Mt. Hood. Turn onto Timberline Highway and follow it up the mountain to the lodge at the end of the road.

Address:

27500 E Timberline Road, Timberline Lodge, Oregon 97028
Phone: 800-547-1406

FAQ:

  • Where can I find a romantic place to unwind in Oregon?
    • If you are looking for a romantic place to unwind and reconnect with your loved one, Oregon offers many amazing escapes.
  • What makes these properties unique?
    • The properties that made our list all offer something unique – you will find spectacular ocean or mountain views, beautiful hiking trails, relaxing spas, and more.
  • What kind of outdoor activities can I enjoy?
    • You can experience a diverse choice of outdoor adventures, including hiking, beaches, mountains, lakes, and even wine tasting.
  • What other amenities do these destinations offer?
    • Aside from outdoor activities, you can also enjoy shopping, great restaurants, and some of the best relaxing spas in the area.
  • How can I plan my trip from Portland?
    • We've included driving times from Portland to help you choose from the best Oregon destinations and plan your trip.

Portland To     Driving Time
Cannon Beach1 hour 30min
Sisters2 hours 45 min
Port Orford4 hours 50 min
Sublimity1 hour
Silver Falls State Park1 hour
Joseph5 hours 35 minutes
Astoria1 hour 50 minutes
Manzanita1 hour 45 minutes
Arch Cape1 hour 30 min
Mt. Hood National Forest1 hour 20 min
Cave Junction4 hours 30 minutes
Crater Lake National Park4 hours
Newport2 hours 30 minutes
Merlin3 hours 50 minutes
Ashland4 hours 35 minutes

Plan Your Trip