15 Best Romantic (Weekend) Getaways in Oregon
Imagine a place where rugged coastlines meet ancient forests, where world-class wineries nestle in rolling hills, and charming small towns invite you to slow down and reconnect. Welcome to Oregon, a Pacific Northwest gem that’s practically tailor-made for romantic getaways. Whether you’re celebrating an anniversary, planning a proposal, or simply seeking a tranquil escape with your loved one, Oregon offers an unparalleled tapestry of experiences.
From the dramatic beauty of the Pacific Ocean to the serene quiet of mountain lodges and the vibrant culture of its cities, you’ll discover countless opportunities for intimate moments and shared adventures. The best time to visit truly depends on your desired experience: spring brings wildflowers and fewer crowds, summer offers sun-drenched days perfect for outdoor activities, fall bathes the landscape in fiery hues and is ideal for wine tasting, while winter provides cozy, storm-watching retreats. Pack layers, embrace spontaneity, and prepare to fall in love all over again with Oregon and each other.
💰 Travel Cost Overview
| Category | Budget | Mid-range | Luxury |
|---|---|---|---|
| Accommodation (per night) | $80 – $120 | $150 – $250 | $300 – $600+ |
| Food & Dining (per day) | $40 – $70 | $80 – $150 | $180 – $300+ |
| Transportation (per day) | $10 – $25 (Local transit) | $50 – $80 (Car rental + gas) | $90 – $150 (Car rental + gas + parking) |
| Activities & Attractions (avg. per day) | $0 – $20 | $25 – $60 | $70 – $150+ |
| Total Daily Budget | $130 – $215 | $305 – $540 | $640 – $1200+ |
| Weekly Budget Estimates | $910 – $1505 | $2135 – $3780 | $4480 – $8400+ |
Hallmark Resort & Spa
Perched majestically on a bluff overlooking the vast Pacific, the Hallmark Resort & Spa in Cannon Beach offers an idyllic setting for a romantic escape. What makes this place truly special is its unparalleled view of Haystack Rock, the iconic monolith rising from the surf, visible from many of its oceanfront rooms and balconies. You can expect to wake up to the sound of crashing waves, enjoy a private breakfast with a breathtaking vista, and spend your days strolling hand-in-hand along the expansive beach, collecting seashells, or simply watching the ever-changing ocean.
The resort also boasts an indoor saltwater pool, two hot tubs, and a full-service spa, perfect for a couples’ massage after a day of exploration. Best visited during the shoulder seasons of spring or fall when the crowds are thinner but the weather is still pleasant, allowing for peaceful walks and cozy evenings. This resort is absolutely perfect for couples seeking relaxation, stunning natural beauty, and a touch of pampered luxury. Its close proximity to Cannon Beach’s charming art galleries and boutiques adds to its appeal.
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Sentinel
Located in the heart of downtown Portland, the Sentinel hotel exudes a sophisticated charm, blending historic elegance with contemporary comfort. What sets the Sentinel apart is its commitment to personalized service and its unique, art-filled ambiance within a beautifully restored historic building. You’ll find yourself surrounded by original architectural details paired with modern amenities, creating a luxurious yet inviting atmosphere. Guests can expect spacious rooms, plush bedding, and an impressive collection of local art and photography.
The hotel also boasts two acclaimed restaurants, Jackknife and Fortune, offering excellent dining experiences without even leaving the building. It’s an ideal base for exploring Portland’s vibrant culinary scene, eclectic boutiques, and cultural attractions, all within walking distance. This hotel is perfect for couples who appreciate urban sophistication, fine dining, and easy access to city exploration. Its vibrant energy and central location make it a fantastic choice for a romantic city break any time of year.
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The Bronze Antler Bed & Breakfast
Nestled in the charming coastal town of Astoria, The Bronze Antler Bed & Breakfast offers a quaint and intimate escape, perfect for couples seeking tranquility and personalized hospitality. What makes this B&B unique is its meticulously restored Victorian home, filled with antique furnishings and a cozy, welcoming atmosphere that feels like a step back in time. You can expect beautifully appointed rooms, each with its own character, and a gourmet breakfast prepared fresh each morning, often featuring local ingredients.
The innkeepers are renowned for their warm hospitality and helpful tips for exploring Astoria’s rich maritime history, including the Columbia River Maritime Museum and the Astoria Column. It’s a wonderful spot for couples who cherish quiet mornings, historical charm, and personalized attention. The B&B’s location provides easy access to downtown Astoria’s shops, breweries, and waterfront, making it an excellent base for a romantic exploration of this historic city. Visiting during the off-season, like late fall or early spring, can offer a more peaceful experience.
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Cannery Pier Hotel & Spa
The Cannery Pier Hotel & Spa in Astoria offers a truly distinctive romantic experience, standing literally on pilings over the Columbia River. Its unique position provides breathtaking, unobstructed views of the river, the Astoria-Megler Bridge, and passing ships, creating an ever-changing panorama right outside your window. Every room boasts a private balcony and a gas fireplace, perfect for cozy evenings watching the water. You can expect luxurious amenities, including a complimentary breakfast, an evening wine and cheese reception, and a full-service spa.
The hotel even provides complimentary bikes for exploring the Astoria Riverwalk. This location is ideal for couples who love maritime history, dramatic river views, and a touch of upscale comfort. It’s particularly magical during winter storms for a cozy retreat, or in the summer when the river is bustling with activity. The hotel’s unique “on the water” experience makes it a standout choice for an unforgettable romantic getaway.
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Le Puy
Le Puy in the Willamette Valley offers an intimate and exclusive wine country escape, focusing on personalized luxury and tranquility. What makes Le Puy truly special is its boutique nature, with only five exquisitely designed suites, ensuring a serene and private experience. Nestled amidst vineyards, it provides stunning panoramic views of the valley, making it an ideal retreat for wine lovers.
You can expect gourmet breakfasts, often featuring ingredients from their own garden, and expert guidance for exploring the region’s renowned wineries. The property itself encourages relaxation, with comfortable common areas and outdoor spaces perfect for enjoying a glass of wine while watching the sunset. This destination is perfect for couples who appreciate gourmet food, fine wine, sophisticated design, and a quiet, luxurious escape in the heart of Oregon’s wine country. Best visited during the spring for vibrant greenery and wildflowers, or fall for harvest season and stunning foliage.
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Kimpton Riverplace Hotel
The Kimpton Riverplace Hotel in Portland offers a unique urban retreat, perfectly blending city convenience with a serene riverside setting. What makes this hotel special is its location directly on the Willamette River, providing scenic views and easy access to the waterfront park, walking paths, and kayaking opportunities. Unlike typical downtown hotels, it offers a more tranquil, almost resort-like atmosphere within the city.
You can expect spacious rooms, many with river views and fireplaces, along with Kimpton’s signature hospitality which includes a complimentary evening wine hour. The on-site restaurant, King Tide Fish & Shell, offers delicious seafood with river views. This hotel is ideal for couples who want to experience Portland’s vibrant culture while enjoying a peaceful, nature-adjacent escape. It’s fantastic for a romantic weekend, allowing you to explore the city by day and relax by the river at night.
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Timberline Lodge
Timberline Lodge, a magnificent National Historic Landmark, stands proudly on the south slope of Mount Hood, offering a truly iconic and unique romantic getaway. What makes this lodge so special is its stunning architecture, built entirely by hand during the Great Depression, showcasing incredible craftsmanship and a rustic elegance. You’ll be enveloped in history, from the grand fireplace in the main lobby to the intricate wood carvings throughout.
Guests can expect cozy rooms, many with mountain views, and direct access to year-round skiing and snowboarding on Mount Hood. Beyond winter sports, you can enjoy hiking trails in summer, a heated outdoor pool, and multiple dining options, including the acclaimed Cascade Dining Room. This lodge is perfect for adventurous couples who love the mountains, history, and outdoor activities, or those seeking a cozy, grand retreat. It’s an unforgettable experience any time of year, but especially magical in winter with snow falling outside.
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Pendleton House
The Pendleton House in Ashland offers a luxurious and intimate bed and breakfast experience, perfectly situated for exploring the Oregon Shakespeare Festival and the charming town itself. What sets this B&B apart is its elegant, thoughtfully designed interiors, combining classic comfort with modern amenities, creating a sophisticated yet welcoming atmosphere. You can expect beautifully appointed suites, often with fireplaces and private patios, and a gourmet breakfast served each morning, prepared with fresh, local ingredients.
The innkeepers provide exceptional hospitality, offering personalized recommendations for local attractions, dining, and performances. This B&B is ideal for couples who appreciate culture, fine dining, and a refined, peaceful retreat. Its prime location, just a short walk from the Oregon Shakespeare Festival theaters and downtown Ashland, makes it perfect for a romantic cultural getaway, particularly during the festival season (spring to fall).
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Channel House
The Channel House in Depoe Bay offers an unparalleled oceanfront experience, famous for its dramatic views and intimate atmosphere. What makes this hotel unique is that every single room boasts a private deck and a Jacuzzi tub, all with direct views of the Pacific Ocean, often allowing you to spot whales directly from your room. You can expect luxurious accommodations, complimentary breakfast, and an evening wine and cheese reception.
The hotel is built right into the rocky coastline, providing a sense of being truly immersed in the raw beauty of the Oregon coast. Depoe Bay is known as the “whale watching capital of Oregon,” and the Channel House provides prime viewing opportunities. This destination is perfect for couples seeking a romantic, dramatic ocean escape, especially those who love whale watching or simply relaxing to the sound of crashing waves. It’s particularly enchanting during the winter storm-watching season or during whale migration periods (December-January and March-May).
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WildSpring Guest Habitat
WildSpring Guest Habitat in Port Orford offers an extraordinary and secluded romantic escape, blending luxury with a deep connection to nature. What makes this habitat truly unique are its five private, eco-friendly cabin-like structures, each thoughtfully designed with stunning ocean views and complete privacy. You’ll be surrounded by ancient forests and native gardens, creating a serene and immersive natural experience.
Guests can expect comfortable and stylish accommodations, outdoor hot tubs under the stars, and access to a labyrinth and walking trails. The focus here is on quiet relaxation and appreciating the wild beauty of the southern Oregon coast. This destination is ideal for couples seeking a truly tranquil and private retreat, those who love nature, sustainability, and a unique glamping-like experience. It’s a magical place to reconnect with each other and the natural world, perfect year-round for its peaceful ambiance.
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Benson Hotel
The Benson Hotel, a historic landmark in downtown Portland, offers a timeless and elegant romantic experience, steeped in over a century of grandeur. What makes The Benson special is its opulent, European-inspired architecture and interiors, featuring Italian marble, Austrian crystal chandeliers, and rich wood paneling. You’ll feel transported to a bygone era of luxury and sophistication.
Guests can expect spacious, beautifully appointed rooms, exceptional service, and the convenience of a central downtown location, close to theaters, shops, and restaurants. The hotel also boasts a cozy lobby bar, ideal for a pre-dinner cocktail. This hotel is perfect for couples who appreciate classic elegance, historical charm, and a refined urban escape. It’s an excellent choice for celebrating a special occasion or simply indulging in a luxurious Portland getaway any time of year.
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The Chateau at Oregon Caves
The Chateau at Oregon Caves National Monument offers a truly unique and historic romantic retreat deep within the Siskiyou Mountains. What makes this chateau special is its rustic yet grand architecture, built in 1934 using local materials, and its direct connection to the Oregon Caves. You’ll feel a sense of stepping back in time, surrounded by the natural beauty of the national monument.
Guests can expect cozy, unpretentious rooms, a charming dining room overlooking a rushing creek, and direct access to the cave tours and hiking trails. The remote location ensures a peaceful and secluded experience, perfect for disconnecting from the outside world. This destination is ideal for adventurous couples who appreciate history, natural wonders, and a quiet, rustic getaway. It’s best visited in late spring through early fall when the cave tours are fully operational and hiking trails are accessible.
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Baywood Shores Bed & Breakfast
Baywood Shores Bed & Breakfast in Lakeside offers a serene and picturesque romantic escape on the tranquil shores of Tenmile Lake. What makes this B&B special is its stunning waterfront location, providing direct access to the lake for kayaking, fishing, or simply enjoying the peaceful views. You can expect beautifully decorated rooms, many with lake views, and a delicious homemade breakfast served each morning.
The atmosphere is incredibly peaceful and private, making it an ideal spot for couples looking to unwind and enjoy nature without the crowds of the coast. The innkeepers are known for their warm hospitality and local insights. This destination is perfect for couples who love watersports, birdwatching, and a quiet, scenic retreat away from the hustle and bustle. Best visited during the warmer months (late spring to early fall) to fully enjoy the lake activities.
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Embarcadero Resort Hotel & Marina
The Embarcadero Resort Hotel & Marina in Newport offers a classic Oregon coast experience with a focus on waterfront activities and family-friendly amenities, but still provides plenty of romantic charm. What makes this resort special is its prime location directly on Yaquina Bay, offering stunning views of the marina, bridge, and bustling bay activity. You can expect spacious suites, many with kitchens and fireplaces, and access to an indoor pool, hot tubs, and a sauna.
The resort provides a relaxed atmosphere, perfect for watching fishing boats come and go, crabbing off the docks, or enjoying fresh seafood. While it caters to families, its bayfront setting and self-contained suites make it a great option for couples seeking a comfortable, activity-rich coastal escape. It’s a wonderful base for exploring Newport’s attractions like the Oregon Coast Aquarium and the historic Bayfront.
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Green Springs Inn & Cabins
Green Springs Inn & Cabins, nestled in the tranquil Siskiyou Mountains between Ashland and Klamath Falls, offers a rustic yet comfortable romantic retreat surrounded by nature. What makes this place special is its commitment to sustainability and its secluded location, providing a true escape from urban life. You can choose between charming rooms in the historic inn or private, eco-friendly cabins, many with fireplaces and kitchenettes.
Guests can expect a peaceful ambiance, access to hiking trails right from the property, and a delicious restaurant serving organic, locally sourced meals. It’s an ideal spot for couples who love the outdoors, quiet solitude, and environmentally conscious travel. Best visited in the spring for wildflowers, summer for hiking, or fall for stunning foliage, though winter offers a cozy, snow-dusted charm. The focus here is on relaxation and connecting with nature.
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Plan Your Visit
Oregon truly is a treasure trove of romantic getaways, offering an incredible diversity of experiences to suit every couple’s dream escape. From the dramatic coastal views and luxurious spa treatments at places like Hallmark Resort & Spa and Channel House, to the sophisticated urban charm of Sentinel and The Benson, or the serene, nature-immersed retreats of WildSpring Guest Habitat and Green Springs Inn & Cabins, you’ll find countless ways to rekindle your connection.
Whether you envision wine tasting in the Willamette Valley, exploring historic towns, or embarking on mountain adventures, Oregon provides the perfect backdrop. Start planning your romantic journey by deciding on your desired ambiance and budget, then dive into the unique offerings of each location. With its breathtaking landscapes and welcoming hospitality, Oregon promises not just a trip, but a collection of unforgettable moments that will leave you both inspired and eager to return.
