Road Trip: Oregon
- shannastewart4443
- Mar 31
- 13 min read
Updated: Apr 1
"Embrace the wild spirit of Oregon."
Embark on a quintessential Oregon road trip that takes you from the urban charm of Portland to the breathtaking beauty of the Oregon Coast, through vibrant small towns and lush landscapes. This unforgettable journey winds through coastal gems like Seaside and Cannon Beach, where rugged cliffs meet the roaring Pacific, and continues down to Depoe Bay and Newport, offering glimpses of migrating whales and serene beachside strolls. As you head inland, Eugene’s artistic spirit and Salem’s historic allure invite exploration before returning to the eclectic streets of Portland. Along the way, you'll discover an incredible blend of natural wonders, culinary delights, and hidden treasures that define the essence of Oregon. Buckle up and let the adventure begin!
I recently planned this journey for me and my husband this June. I am very excited about exploring the beauty of Oregon.
Oregon Trip (Map link)
In this post, I will cover stops including:
Stop 1: Portland
Portland, Oregon, is a dynamic city that offers a blend of urban charm and natural beauty. Known as the "City of Roses," it's famous for its lush gardens, vibrant neighborhoods, and eco-friendly culture. Visitors can explore iconic spots like the International Rose Test Garden and the Portland Japanese Garden, both offering serene escapes in the heart of the city. Portland is also celebrated for its food scene, including its renowned food carts and craft breweries. Whether you're into outdoor adventures, cultural experiences, or simply soaking in the city's quirky vibe, Portland has something for everyone.
Best time to visit Portland:
The best time to visit Portland, Oregon, is typically from June to August. During these summer months, the weather is warm and pleasant, with temperatures ranging from the mid-50s to the low 80s. This is also when the city's famous roses are in full bloom, making it an ideal time to explore the International Rose Test Garden and other outdoor attractions. Additionally, summer is packed with festivals and events, such as the Portland Craft Beer Festival and the Festival of Balloons.
If you prefer fewer crowds and cooler weather, consider visiting in the spring (March to May) or fall (September to November). These seasons offer beautiful foliage, blooming flowers, and a more relaxed atmosphere. Winter, while rainy, is a great time for indoor activities and exploring Portland's cozy coffee shops and vibrant food scene.
Where to stay in Portland:
Inn at Northrup Station
3-Star Hotel
This independent Portland Hotel is locally owned and operated. Conveniently located on the Portland Streetcar line, surrounded by world class restaurants, coffee shops, and boutique shopping.
Every guestroom is a spacious suite feeling more like a studio apartment than your standard hotel room. Every stay includes an on-site parking pass, continental breakfast, Portland Streetcar tickets.
Kimpton Hotel Vintage Portland (where we are staying)
4-Star Hotel
The pioneers who made it to Oregon didn’t do things by the book, and neither does this hotel. Featuring graffiti-inspired cork art, a lobby that doubles as an urban tasting room, and a game lounge for adults, Kimpton Hotel Vintage Portland proves that it’s not afraid to be a trailblazer. Experience unmatched hospitality at our unique hotel, from a friendly welcome upon arrival to a restful night’s stay in our artsy accommodations. Make time to dine and enjoy a craft cocktail (or two) at our chic restaurant Bacchus Bar, where you’re always welcomed like family. Keeping things weird (yet luxe!) in this historic building in downtown Portland.
The Ritz Carlton, Portland
5-Star Hotel
At first glance Portland doesn’t seem like the sort of city that’s in need of a hotel of the Ritz-Carlton’s caliber; there’s more to this town, however, than quirky independent boutiques. And this is today’s Ritz-Carlton, not a Neoclassical edifice in white stone but the Broadway Tower, a modern glass skyscraper with spectacular views of the city, the river, and the Cascades. Expect contemporary-classic interiors, thoughtful modern luxuries, a lavish 19th-floor spa, and a restaurant that’s an upscale culinary love letter to the producers and purveyors of the Pacific Northwest.
Things to do in Portland:
International Rose Test Garden: Explore over 10,000 rose bushes in this stunning garden, located in Washington Park.
Portland Japanese Garden: A serene and beautifully landscaped garden offering a peaceful escape.
Lan Su Chinese Garden: A tranquil oasis inspired by traditional Chinese garden design.
Powell's City of Books: The world's largest independent bookstore, covering an entire city block.
Forest Park: One of the largest urban forests in the U.S., perfect for hiking and nature walks.
Portland Saturday Market: A lively arts and crafts market open from March to December.
Oregon Museum of Science and Industry (OMSI): A hands-on science museum with exhibits for all ages.
Pittock Mansion: A historic mansion with panoramic views of the city and surrounding mountains.
Stop 2: Seaside or Cannon Beach
about a1.5 - 1.75 hour drive
Seaside is a lively beach town known for its family-friendly atmosphere and classic coastal charm. You can stroll along the Seaside Promenade, a 1.5-mile walkway with stunning ocean views, or visit the Seaside Aquarium to feed seals and learn about marine life. The town also offers plenty of activities like kite flying, bumper cars, and exploring local shops and restaurants on Broadway Street. It's a perfect spot for a fun-filled getaway.
Just a short drive south of Seaside, Cannon Beach is famous for its breathtaking natural beauty and artistic vibe. The iconic Haystack Rock, a towering sea stack, is a must-see and a haven for birdwatchers. The town is also home to charming art galleries, boutique shops, and gourmet dining options. For outdoor enthusiasts, nearby Ecola State Park offers hiking trails with panoramic views of the coastline.
Where to stay in Seaside or Cannon Beach:
Ashore Hotel
3-Star Hotel
Ashore boasts minimalist rooms with an industrial vibe, perfect for crashing in after a long day of exploring Seaside.
Locally roasted coffee and teas always available in the lobby, and there are lots of games for you to borrow. Also in the lobby is the Ashore Bar, which has crafted cocktails, beer + wine, and small meals to keep you fueled for adventure!
The Seaside Oceanfront Inn (where we are staying)
3-Star Hotel
Ideally situated on the Promenade and beach, just three blocks from Seaside’s renowned turnaround and charming shops, this boutique hotel offers a serene getaway with easy access to both the beach and Seaside’s vibrant downtown, providing the best of both worlds. Discover 16 uniquely decorated rooms, each offering views of either the ocean or coastal range. Whether you desire a room with a fireplace, jetted or soaking tub, kitchen facilities, Keurig coffee maker, microwave, flat-screen TV, king or queen beds, or accommodations for up to 10 guests, your wishes can be accommodated.
Surfsand Resort
4-Star Hotel
Located along the coveted stretch of the Oregon Coast, Surfsand Resort is a stunning destination in Cannon Beach. The resort's oceanfront rooms are designed to embrace guests in comfort, with views of Haystack Rock and the Pacific Ocean that will captivate and inspire the soul. Attention to detail is evident in every aspect of the guest experience. Nestled within the resort is the Wayfarer Restaurant, rooted in local heritage since 1977. Freshly caught seafood and locally sourced ingredients make every bite an exhilarating experience. Every stay is the ultimate Oregon Coast experience. Surfsand Resort is more than a destination. It is the best of Cannon Beach.
Things to do in Seaside/Cannon Beach:
Seaside:
Seaside Promenade ("The Prom"): A 1.5-mile oceanfront walkway perfect for a leisurely stroll with stunning views.
Seaside Aquarium: One of the oldest aquariums on the West Coast, featuring interactive exhibits and a chance to feed harbor seals.
Seaside Beach: A wide, sandy beach ideal for kite flying, beachcombing, or simply relaxing.
Camp 18 Logging Museum: A short drive away, this museum showcases Oregon's logging history and offers a rustic dining experience.
Tillamook Head National Recreation Trail: A scenic hiking trail with breathtaking views of the coastline.
Cannon Beach:
Haystack Rock: An iconic sea stack and a haven for birdwatchers, especially during low tide when tide pools are revealed.
Ecola State Park: Offers hiking trails, picnic areas, and panoramic views of the coastline.
Cannon Beach History Center & Museum: Learn about the area's history and culture in this charming museum.
Art Galleries: Cannon Beach is known for its thriving art scene, with numerous galleries showcasing local and regional artists.
Public Coast Brewing Co.: A great spot to enjoy craft beer and delicious food.
Depoe Bay & Newport
(about a 2.25 - 2.5 hour drive from Seaside)
The drive from Seaside to Depoe Bay and Newport along the Oregon Coast is a scenic adventure filled with breathtaking views and charming stops.
Seaside to Depoe Bay:
Cannon Beach: Stop to admire the iconic Haystack Rock and explore the quaint town.
Tillamook Creamery: A must-visit for cheese lovers, offering tours and tastings.
Cape Kiwanda State Natural Area: Near Pacific City, this spot features stunning ocean views and sand dunes.
Lincoln City: Known for its beaches and outlet shopping, it's a great place to take a break.
Depoe Bay to Newport:
Depoe Bay Whale Watching Center: Known as the "Whale Watching Capital of the Oregon Coast," it's perfect for spotting gray whales.
Rocky Creek State Scenic Viewpoint: A peaceful spot with dramatic ocean views.
Devils Punchbowl State Natural Area: A fascinating geological formation with stunning ocean vistas.
Yaquina Head Lighthouse: A historic lighthouse offering panoramic views and an interpretive center.
Where to stay in Depoe Bay/Newport:
SCP Depoe Bay Hotel (Where we are staying)
3-Star Hotel
This eco-friendly lodge, located in Depoe Bay's charming harbor along Oregon's central coast, offers 13 guest rooms with a water view. SCP's mindful, minimalist style, including sustainable and regionally sourced materials, is seen throughout SCP Depoe Bay. 13 guest rooms offer SCP's signature minimalist style, including sustainable and regionally sourced materials.
Whale Cove Inn
4-Star Hotel
A new refuge of romance has been born on the rugged Oregon coast. This is Whale Cove Inn, rated one of the most exclusive luxury boutique inns in Oregon. When looking for a getaway and Depoe Bay hotels, the search ends here.
Frommer’s awarded Whale Cove Inn three stars, its highest award, and stated:
“There is nothing else like this boutique inn anywhere on the Oregon coast…jaw-dropping view…you will experience the best that Oregon’s shore has to offer.”
Each room at Whale Cove Inn is unique and will quickly become your favorite getaway when it comes to Depoe Bay, Oregon hotels. Stay in one of our seven signature suites or our three-bedroom premier suite. Each accommodation features incredible views and private deck with an outdoor soaking tub.
Newport Belle
3-Star Hotel
The Newport Belle is a 97-foot paddlewheel boat built in 1993. She is permanently moored in the South Beach Marina in Newport, Oregon.
A romantic, adult only retreat sure to provide time to relax and re-energize. There are five different luxurious staterooms for rent along with a main salon area and enclosed sundeck to enjoy the sunset each night.
Things to do in Depoe Bay and Newport:
Depoe Bay:
Whale Watching: Famous for its gray whale sightings, with opportunities year-round. You can also visit the Whale Watching Center for educational exhibits.
Devils Punchbowl State Natural Area: A dramatic rock formation that fills with ocean spray, offering spectacular views.
Fogarty Creek State Recreation Area: Ideal for picnics, tidepooling, and exploring marine life.
World's Smallest Harbor: A quaint harbor where you can watch boats come and go.
Local Shops and Restaurants: Enjoy fresh seafood and browse unique coastal shops.
Newport:
Oregon Coast Aquarium: A must-see attraction with marine life exhibits, including a walk-through underwater tunnel.
Yaquina Head Lighthouse: Explore this historic lighthouse with sweeping coastal views.
Newport's Historic Bayfront: A lively area with boutique shops, seafood restaurants, and sea lions basking near the docks.
Hatfield Marine Science Center: An engaging spot for learning about ocean ecosystems through interactive exhibits.
Nye Beach: A charming neighborhood with a mix of art galleries, cozy cafes, and beach access.
Stop 4: Yachats & Florence
Yachats and Florence, Oregon, are two charming coastal towns that offer a mix of natural beauty, outdoor adventures, and small-town charm. Yachats is known as the "Gem of the Oregon Coast," Yachats is a peaceful town with dramatic coastal scenery. Florence is a vibrant town surrounded by natural wonders. Both towns provide a perfect blend of relaxation and adventure.
Where to stay in Yachats/Florence:
Adobe Resort (where we are staying)
3-Star Hotel
Imagine yourself nestled in a beautiful room on a cliff overlooking the breathtaking Pacific Ocean. That’s a dream the Adobe Resort can make a reality for you. This gem of a hotel invites you to rest, relax and recharge while you enjoy all the amenities a resort has to offer. Luxurious rooms, an award-winning restaurant with a world-class chef, a spirited lounge, miles of beach full of hiking trails, and magnificent adventure. The Adobe Resort on the picturesque Oregon Coast in spectacular Yachats is waiting for you.
The Adobe Resort has become a family favorite with guests who are here for the very first time and those who have visited for generations. Rejuvenate in one of the beautiful rooms, enjoy the large indoor pool area, swim in the lap pool, watch the kids enjoy the kiddy pool or soak in the hot tub. Enjoy an ocean view while you sip our signature cocktails and dine on sea-inspired dishes. The Adobe Resort is the perfect homebase to start your adventure.
Three Rivers Casino
3-Star Hotel
Sitting on a 100-acre site and nestled in rolling sand dunes on the pristine Oregon coast, Three Rivers Casino Resort offers a great escape in spectacular surroundings. With the Pacific Ocean as the backdrop and the wonderful town of Florence at its doorstep, a trip to Three Rivers Casino Resort ensures their guests will return. Three Rivers Casino Resort offers a progressive and wide variety of slots, diverse choices in food, excellent entertainment and relaxing accommodations on the Oregon coast.
Driftwood Shores Resort
3-Star Hotel
You hear the waves. You smell the salt air. You see the pure, pristine sands and the majestic sunsets. Let Driftwood Shores cast its spell over you. Our oceanfront hotel on Heceta Beach is the perfect place for your next vacation. Your closest neighbor is the ocean, and your welcome mat is one of the finest beaches in Oregon.
At Driftwood Shores all of the rooms are clean, comfortable, and come with a priceless ocean view. You'll experience sunrises and sunsets that will dazzle and delight you. Step out the door onto your private deck or balcony to take in a deep breath of fresh Pacific air, marvel at the vast horizon of blue, and listen to the soothing soundtrack of the sea.
Things to do in Yachats and Florence:
Yachats
Cape Perpetua Scenic Area: Offers stunning views, hiking trails, and unique features like Thor's Well and Devil's Churn.
804 Trail: A coastal trail perfect for leisurely walks with breathtaking ocean views.
Yachats State Park: A serene spot to relax and enjoy the rugged coastline.
Local Dining: Enjoy fresh seafood at spots like Ona Restaurant & Lounge or Luna Sea Fish House.
Florence:
Sea Lion Caves: The largest sea cave in the U.S., home to Steller sea lions.
Heceta Head Lighthouse: A picturesque lighthouse with panoramic views and a short hike.
Jessie M. Honeyman Memorial State Park: Explore sand dunes, freshwater lakes, and hiking trails.
Old Town Florence: A charming area with boutique shops, art galleries, and waterfront dining.
Stop 5: Eugene and Salem
Eugene and Salem, Oregon, are two vibrant cities with unique attractions and experiences.
Eugene, often called "TrackTown USA," is known for its dynamic mix of arts, culture, and outdoor activities.
Where to stay in Eugene:
Valley River Inn
3-Star Hotel
Valley River Inn offers guests a relaxing and picturesque stay in Eugene, Oregon. Guests can choose from over 250 fully renovated rooms and suites, all curated with a Pacific Northwest aesthetic that pays homage to the hotel’s original design and includes the luxuries of a modern upscale hotel. Guests can enjoy a glass of Willamette Valley wine while sitting outside on their private balcony, enjoying the sunset on the river. The hotel is also home to over 15,000 square feet of meeting space and Sweet Waters on the River, a local dining institution. The hotel is just a short distance from Downtown Eugene, the University of Oregon, Autzen Stadium, Hayward Field, local wineries, breweries, and outdoor adventures.
Graduate by Hilton Eugene
4-Star Hotel
Just under two hours down the Willamette Valley from Portland is Eugene, Oregon, a small city that is, in its capacity as the home of the University of Oregon, one of the hippest college towns in the western United States. And with the advent of the Graduate Eugene, its hotel scene has grown measurably hipper — this one-time Hilton in the city’s downtown district, a few blocks from the campus proper, is now decked out in Ducks green, and its reception desk is a display case featuring dozens of historic Nike running shoes.
The now-famous shoe brand was born here in what’s called TrackTown USA, and it turns out Graduate founder Ben Weprin is a bit of a collector. Upstairs, the rooms go heavy on Pacific Northwest atmosphere, with plenty of wood grain and saturated green. And the university’s duck mascot is everywhere, as are stills from Animal House, the John Belushi college comedy that was shot here in Eugene.
And it wouldn’t be a Graduate without some inviting social spaces. Poindexter, the café, serves hot breakfast sandwiches, smoothies, pressed juices, and of course strong Northwest-style coffee, while the Trophy Room, the lobby-level restaurant and bar, is a tribute to the university’s storied athletic history.
The Gordon Hotel (where we are staying)
4-Star Hotel
Step through the doors of The Gordon and into your own creative space. Mix and mingle in the lobby, where you can grab a light snack or create art at The Art Bar. The hotel's genuine heartfelt hospitality will make you feel at home upon arrival. Find a cozy spot, read a book, or make a new friend. The hotel's freshly designed guest rooms and suites are bathed in natural light and provide urban views of Eugene. Make an occasion of sunrise or sunset or enjoy a bird’s eye view of the 5th Street Public Market. Slip into your robe, prepare a cup of tea or coffee, and ease into your Eugene stay. From original artwork to bespoke furniture, expect an inspiring experience at The Gordon.
A secret speakeasy, rooftop tacos with a view, and flavorful Americana comfort food at The Gordon Tavern. Dining at The Gordon Hotel involves a series of treats infused with the spirit of Eugene.
Things to do in Eugene and Salem:
Eugene
Hendricks Park: A beautiful park with rhododendron gardens and hiking trails.
Mount Pisgah Arboretum: A serene spot for nature walks and wildlife observation.
Saturday Market: A lively market featuring local crafts, food, and live music.
Skinner Butte: Offers stunning views of the city and surrounding areas.
University of Oregon: Explore the campus and visit the Jordan Schnitzer Museum of Art.
Salem:
Salem, Oregon's capital city, combines history, nature, and a thriving food scene. Must-see attractions include:
Oregon State Capitol: A historic building with beautiful architecture.
Mission Mill Museum: Learn about the region's history and heritage.
Riverfront Park: A scenic park with walking trails and the Salem Carousel.
Willamette Valley Vineyards: Enjoy wine tasting and picturesque views.
Silver Falls State Park: A short drive from Salem, this park features stunning waterfalls and hiking trails.
Stop 6: Portland
Stay an additional night in Portland (see hotels above).
Return to airport for your return flight home.
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