Ultimate 8-Day Portland and Oregon Adventure Itinerary

Indulge in a delicious breakfast at Sweedeedee, known for its cozy ambiance and homemade pastries. Afterward, explore the lush greenery of the Hoyt Arboretum.

For lunch, enjoy a picnic at Washington Park surrounded by nature. Afterward, visit the peaceful International Rose Test Garden and take in the beauty of the blooms.

Conclude your day with a relaxing dinner at Clyde Common, a popular spot for its farm-to-table cuisine. After dinner, take a serene walk in the South Park Blocks.

Begin your day with a literary journey at Powell’s City of Books, the world's largest independent bookstore. Afterward, enjoy a delightful brunch at Toro Bravo, known for its Spanish-inspired dishes.

Spend the afternoon exploring the unique shops and boutiques in the Portland Pearl District. For lunch, savor the flavors of the Pacific Northwest at Imperial Restaurant.

In the evening, experience the quirky side of Portland with a visit to Voodoo Doughnut for their famous and eclectic donut creations. For dinner, enjoy a culinary journey at Le Pigeon.

Enjoy a hearty breakfast at Pine State Biscuits, a local favorite known for its delicious biscuit sandwiches. Afterward, visit the historic Pittock Mansion for panoramic views of the city.

For lunch, head to Lardo for their mouthwatering sandwiches. Spend the afternoon exploring the Portland Japanese Garden, a haven of tranquility in the city.

Conclude your day with a visit to the bustling Pioneer Square and enjoy dinner at Little Bird Bistro, known for its French-inspired cuisine.

Embark on a scenic drive to Hood River, a charming town in the heart of the Columbia River Gorge. Enjoy breakfast with a view at Bette's Place, a local favorite.

Explore the natural beauty of the Columbia River Gorge with a visit to Multnomah Falls, Latourell Falls, and Oneonta Gorge. For lunch, dine at the waterfront Solstice Wood Fire Cafe & Bar.

Relax and unwind at a local winery in the area, such as Marchesi Vineyards, and enjoy a leisurely dinner with a glass of wine.

Take a scenic drive to Eugene, a vibrant city in the heart of the Willamette Valley. Start your day with a delicious breakfast at Studio One Cafe.

Spend the afternoon exploring the local wineries and vineyards, such as King Estate Winery and Sweet Cheeks Winery. Enjoy a leisurely wine tasting experience and savor the flavors of the region. For lunch, dine at Oakway Catering.

In the evening, return to Eugene and enjoy a farm-to-table dinner at the renowned Grit Kitchen & Wine.

Start your day with a refreshing hike in the Forest Park or a visit to Mt. Tabor Park for panoramic views of the city. Afterward, enjoy a hearty brunch at Tasty n Alder.

Spend the afternoon exploring the Portland Steel Bridge and the Portland Waterfront. For a late lunch, indulge in the delicious offerings at Grassa.

In the evening, take a leisurely stroll in the Nob Hill neighborhood and enjoy a fine dining experience at Andina Restaurant.

On your last day in Portland, enjoy a leisurely breakfast at Mother's Bistro & Bar, a beloved spot for its homestyle cooking. Take a final walk through the city to soak in the vibrant atmosphere.

Spend your final afternoon indulging in the culinary delights of the city. Visit Washington Park for a picnic with local delicacies from Pine State Biscuits and Salt & Straw.

Conclude your Portland adventure with a memorable dinner at Le Pigeon, where you can savor the innovative and exquisite dishes that the city is famous for.