Oregon, a state known for its diverse landscapes and vibrant culture, offers a perfect blend of natural beauty and urban charm. From the bustling streets of Portland to the serene beaches of Cannon Beach, this itinerary will guide you through some of the most beautiful towns in Oregon. With a rich history of pioneering spirit and a commitment to preserving its natural wonders, Oregon is a destination that captivates the heart and soul.

Fun fact: Oregon is home to more than 200 waterfalls, making it a paradise for nature lovers. The state is also renowned for its craft beer scene, with Portland alone boasting over 70 breweries. Whether you're an outdoor enthusiast or a foodie, Oregon has something to offer everyone.

As you embark on this 7-day journey, prepare to be enchanted by the stunning vistas of the Columbia River Gorge, the artistic flair of Portland, and the tranquil beauty of the Oregon coast. With practical travel tips and insider recommendations, this itinerary ensures a seamless and memorable experience.

Portland

Welcome to Portland, a city that perfectly balances urban sophistication with a love for the great outdoors. Known as the "City of Roses," Portland is famous for its lush parks, vibrant arts scene, and eco-friendly ethos. Start your adventure in this dynamic city, where creativity and nature coexist harmoniously.

Morning: Begin your day with a visit to the iconic Powell's City of Books, the largest independent bookstore in the world. Afterward, enjoy a leisurely breakfast at Voodoo Doughnut, where you can indulge in unique flavors like the Bacon Maple Bar.

Afternoon: Explore the Portland Art Museum, home to an impressive collection of Native American artifacts and contemporary art. For lunch, head to Pine Street Market, a bustling food hall offering diverse culinary delights, from Korean BBQ at Kim Jong Smokehouse to artisanal ice cream at Wiz Bang Bar.

Evening: Experience Portland's vibrant nightlife with a visit to McMenamins Kennedy School, a former elementary school turned hotel and entertainment venue. Enjoy a craft beer at the onsite brewery or catch a movie in the theater.

For accommodations, consider staying at the Ace Hotel, a trendy boutique hotel in the heart of downtown Portland. Alternatively, explore unique stays on VRBO.

Travel to Portland is convenient with flights available via Trip.com and Kiwi.com.

Day 2: Columbia River Gorge

Embark on a breathtaking journey through the Columbia River Gorge, a natural wonder that offers stunning vistas and cascading waterfalls. This area is a haven for outdoor enthusiasts and photographers alike.

Join the Multnomah Falls and Columbia River Gorge Half-Day Hiking Tour to explore the area's most iconic waterfalls, including the majestic Multnomah Falls. This guided tour offers an immersive experience, showcasing the region's natural beauty and rich history.

After a day of exploration, return to Portland for a relaxing evening. Consider dining at Le Pigeon, a renowned restaurant known for its innovative French-inspired cuisine. For a more casual option, try Pok Pok, famous for its authentic Thai street food.

Day 3: Oregon Coast

Today, venture to the stunning Oregon coast, where rugged cliffs meet the Pacific Ocean. The coastal town of Cannon Beach is your destination, known for its iconic Haystack Rock and charming art galleries.

Join the Full-Day Guided Oregon Coast Tour from Portland to explore the breathtaking landscapes of Ecola State Park and the charming town of Cannon Beach. This tour offers a perfect blend of natural beauty and cultural exploration.

For dinner, enjoy fresh seafood at The Wayfarer Restaurant, offering stunning ocean views and a menu featuring locally sourced ingredients. Afterward, unwind at the Cannon Beach Hotel, a cozy inn with a rich history and charming ambiance.

Day 4: Portland City Tour

Return to Portland for a day of cultural exploration and urban adventures. Discover the city's unique neighborhoods, each with its own distinct character and charm.

Embark on the Portland City Tour: Views and News to explore the city's iconic landmarks and hidden gems. This tour offers a comprehensive overview of Portland's history, culture, and vibrant arts scene.

For lunch, visit the food carts at Alder Street, where you can sample a variety of international cuisines. In the evening, enjoy a performance at the Portland Center Stage, a leading theater company known for its innovative productions.

Day 5: Willamette Valley Wine Tour

Today, indulge in a day of wine tasting in the renowned Willamette Valley, home to some of the best Pinot Noir in the world. This region is a must-visit for wine enthusiasts and offers stunning vineyard views.

Join the Small Group: Willamette Valley Wine Tour From Portland to visit some of the region's top wineries. This tour includes tastings and offers insights into the winemaking process.

After a day of wine tasting, return to Portland for a relaxing evening. Consider dining at Andina, a Peruvian restaurant known for its vibrant flavors and warm hospitality.

Day 6: Columbia River Gorge and Mt. Hood

Embark on a scenic journey to Mt. Hood, Oregon's highest peak, and explore the stunning landscapes of the Columbia River Gorge along the way.

Join the Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day for an unforgettable adventure. This tour offers breathtaking views and the opportunity to explore some of Oregon's most iconic natural landmarks.

For dinner, enjoy a meal at Timberline Lodge, a historic mountain lodge offering stunning views and a menu featuring locally sourced ingredients.

Day 7: Departure

On your final day, take some time to relax and reflect on your Oregon adventure. Enjoy a leisurely breakfast at Tasty n Alder, known for its creative brunch dishes and cozy atmosphere.

Before departing, consider a visit to the International Rose Test Garden, where you can admire over 10,000 rose bushes in bloom. This serene garden offers a perfect farewell to the "City of Roses."

As you depart from Portland, take with you the memories of Oregon's stunning landscapes, vibrant culture, and warm hospitality. This 7-day journey through Oregon's beautiful towns promises to be an unforgettable experience.