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Romantic Escapes: Where to Spend Valentine’s Day in Oregon

wine glass on the beach with hearts

Oregon is far from the least romantic state and there is just so much to do when it comes to where to spend Valentine’s Day in Oregon. Valentine’s Day is just weeks away and with any luck, this year’s Valentine celebration will be the best one yet! 

I have compiled a list of my favorite things to do in Oregon on the day of love. 
Spending Valentine’s Day in Oregon can be a unique and memorable experience for several reasons:

Beautiful Scenery

Oregon is known for its stunning landscapes, including the picturesque coastline, lush forests, and scenic mountain views. Enjoy a romantic getaway surrounded by nature’s beauty.

Wine Country

Oregon is famous for its vineyards and wineries, particularly in regions like the Willamette Valley. You can embark on a wine-tasting tour with your loved one and savor some excellent local wines.

Cozy Coastal Retreats

The Oregon coast offers charming coastal towns with cozy inns and bed-and-breakfasts. It’s an ideal setting for a romantic weekend escape with your significant other.

Outdoor Activities

​​If you and your partner enjoy outdoor adventures, Oregon has a lot to offer. Whether it’s hiking, exploring waterfalls, or taking a scenic drive, you can bond over shared outdoor experiences.

Unique Dining Experiences

Oregon’s culinary scene is diverse, with a focus on fresh, local ingredients. Treat your taste buds to a romantic dinner at one of the state’s many excellent restaurants.

Art and Culture

Explore the vibrant arts and culture scene in cities like Portland. Attend a live performance, visit art galleries, or stroll through charming neighborhoods together.

Relaxation and Wellness

Oregon is home to hot springs and wellness resorts, providing the perfect setting for a relaxing and rejuvenating Valentine’s Day retreat.

Romantic Escapes: Where to Spend Valentine’s Day in Oregon

Valentine’s Day is a special occasion to celebrate love and create lasting memories with your significant other. If you’re looking for a romantic getaway, Oregon offers a diverse range of enchanting destinations that set the perfect stage for a memorable Valentine’s Day. From coastal retreats to charming mountain towns, here’s a guide to the most romantic spots in Oregon for a truly unforgettable celebration of love.

City of Roses and Romance

Begin your romantic journey in the vibrant city of Portland. Known as the “City of Roses,” Oregon’s largest city offers a blend of urban sophistication and natural beauty. Start your day with a visit to the International Rose Test Garden, where you can stroll hand in hand among thousands of roses, creating a picturesque backdrop for your Valentine’s Day.

For a romantic dinner, explore Portland’s renowned culinary scene. Many restaurants offer special Valentine’s Day menus featuring locally sourced ingredients. Consider dining in the Pearl District, known for its charming atmosphere and diverse cuisine options. You can find anything to do from a romantic walk along nature trails to a delicious dinner! 

After dinner, take a romantic evening stroll along the Willamette River waterfront, where the city lights create a magical ambiance. Consider booking a cozy bed and breakfast or boutique hotel to complete your romantic Portland experience.

Coastal Romance

oregon coast pacific ocean

Escape to the Oregon coast for a romantic retreat in Cannon Beach. Famous for its iconic Haystack Rock and stunning ocean views, Cannon Beach provides a tranquil and romantic setting. Take a leisurely walk on the sandy shores, collecting seashells and enjoying the sound of the waves.

For a truly special experience, consider booking a beachfront cottage or a room with an ocean view. Many local inns and resorts offer romantic packages that may include champagne, chocolates, and even private beach bonfires.

Explore the town’s art galleries and boutiques, and don’t forget to witness the breathtaking sunset with your loved one. The cozy atmosphere of Cannon Beach makes it an ideal destination for couples seeking a romantic coastal escape.

Garden Romance

​The Oregon Garden Resort is a beautiful place to spend a romantic evening or weekend with your special someone. 

The Oregon Garden Resort is a hotel and resort located in Silverton, Oregon. It is situated near the Oregon Garden, a botanical garden spanning 80 acres. The resort offers accommodations, dining options, and event spaces. Guests can enjoy the scenic surroundings of the Oregon Garden and explore the various plant collections within the garden. It’s a beautiful place to explore. It’s also a great place for special events if you happen to be planning one!

Adventure and Romance

If you and your partner enjoy outdoor activities, central Oregon might be the perfect Valentine’s Day destination. Nestled in the Cascade Range, Bend offers a plethora of outdoor adventures, from hiking and biking to snowshoeing and skiing. It truly is a winter wonderland. 

For a romantic day, consider exploring the Deschutes River Trail or taking a scenic helicopter tour of the Cascade Mountains. In the evening, unwind with a visit to one of Bend’s local breweries or enjoy a candlelit dinner at one of the many fine dining establishments in the area. If you are more into city life, downtown Bend is filled with great options for activity! With its mix of outdoor activities and cozy dining options, Bend provides a perfect blend of adventure and romance for couples looking to celebrate Valentine’s Day in a unique way. There are also countless vacation rentals available in the area, many with a hot tub which is always a nice plus for a romantic Oregon getaway. 

Shakespearean Romance

For a romantic and culturally rich experience, head to Ashland, home to the world-renowned Oregon Shakespeare Festival. This famous film festival is not all this town has to offer though! This charming town is not only known for its theatrical performances but also for its picturesque setting in the Rogue Valley.

Start your day with a visit to Lithia Park, a 93-acre oasis in the heart of Ashland. The park’s walking trails, gardens, and duck ponds offer a serene environment for a romantic stroll. In the evening, attend a play at the Oregon Shakespeare Festival, where you can immerse yourselves in the magic of live theater.

Ashland’s historic downtown is filled with boutique shops and intimate restaurants, making it an ideal place for a romantic dinner. Consider staying at a charming bed and breakfast to enhance your Shakespearean-inspired Valentine’s Day experience.

Wine Tasting Romance 

wine glasses with white wine

We have talked before about some of the amazing wineries and vineyards in the area. Whether you are looking for wine tasting in the Willamette Valley, the Coastal area, or beyond, you can find some really wonderful places to spend Valentine’s Day with your love. 

Here are some of my favorite places to explore Oregon’s wine country:

Oregon Coast Wineries

Dundee Oregon Wineries

Edgefield Romance

McMenamins Edgefield is a unique destination located in Troutdale, Oregon. I LOVE Edgefield and think it’s perfect for a date night. It is a historic property that has been transformed into a multifaceted venue by the McMenamins chain. Here are some special features of McMenamins Edgefield:

Historic Setting: Edgefield was originally built in 1911 as the Multnomah County Poor Farm. It later served as a nursing home before being renovated by McMenamins. The property retains much of its historic charm, with beautiful gardens and architecture.

Diverse Amenities: Edgefield is not just a hotel or a restaurant; it’s a destination with various amenities. It includes a hotel, multiple restaurants and bars, a brewery, a winery, a distillery, a golf course, a movie theater, and even a concert venue.

Brewery, Winery, and Distillery: One of the unique aspects is that McMenamins produces its own beer, wine, and spirits on-site. Visitors can enjoy a wide range of handcrafted beverages produced right at Edgefield.

Concerts and Events: The property hosts concerts and events, making it a popular entertainment venue. The outdoor concert space, known as the Edgefield Concerts on the Lawn, provides a unique setting for live music.

Artwork and Murals: McMenamins is known for incorporating art into its properties, and Edgefield is no exception. The venue features numerous murals, paintings, and artwork throughout the property, creating a visually appealing and immersive experience.

Golf Course: Edgefield boasts a par-3 golf course, allowing visitors to enjoy a round of golf in a scenic and relaxed environment.

Gardens and Grounds: The extensive gardens and grounds offer a peaceful retreat. Visitors can stroll through the gardens, which are beautifully landscaped and add to the overall ambiance of the place.

Accommodations: The hotel at Edgefield provides guests with a unique lodging experience. The rooms are often themed and decorated with McMenamins’ signature eclectic style.

Overall, McMenamins Edgefield stands out as a destination that combines history, entertainment, and a variety of amenities in a picturesque setting.

Oregon is a Wonderful Valentine’s Day Destination

Oregon’s diverse landscapes and romantic destinations provide the perfect backdrop for a memorable Valentine’s Day celebration. Whether you prefer the urban charm of Portland, the coastal tranquility of Cannon Beach, the adventurous spirit of Bend, or the cultural richness of Ashland, Oregon has something to offer every couple seeking a romantic escape. Embrace the magic of love in the breathtaking scenery of the Pacific Northwest, creating cherished memories that will last a lifetime.

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