Ultimate 5-Day Pacific Northwest Adventure Itinerary

Start your day with a visit to the serene Lan Su Chinese Garden, followed by a delightful breakfast at Higgins, a restaurant committed to sustainable and local ingredients. After breakfast, take a walk through the lush Portland Japanese Garden in Washington Park.

For lunch, head to Departure Restaurant + Lounge for a modern take on Asian cuisine with a stunning city view. Spend your afternoon exploring the rest of Washington Park, including the Oregon Zoo and the International Rose Test Garden, where you can immerse yourself in the beauty of over 10,000 rose bushes.

Enjoy a sophisticated dinner at Urban Steel Kitchen + Bar, known for its innovative dishes and industrial-chic ambiance. Afterward, catch a performance at the historic Arlene Schnitzer Concert Hall or explore the vibrant nightlife of the Portland Art Museum district.

Begin your day with a visit to the iconic Pioneer Square, also known as "Portland's living room." Grab a quick breakfast at Powell’s City of Books [13305], the world's largest independent bookstore, where you can enjoy a pastry and coffee while browsing through literary wonders.

For lunch, head to Slow Bar in the Alphabet District and indulge in their famous slow-cooked meats and craft beers. Afterward, take a leisurely walk through the historic Portland Chinatown and the adjacent Portland Steel Bridge, soaking in the rich cultural and architectural heritage.

Dine at The Woodsman Tavern, a rustic-chic eatery known for its Pacific Northwest fare and extensive whiskey selection. After dinner, experience the vibrant nightlife of North Mississippi Avenue, with its eclectic mix of bars, live music venues, and local shops.

Today, venture into the beautiful Willamette Valley wine region. Enjoy a breakfast at Bar West, known for its laid-back atmosphere and delicious morning cocktails. Then, set out to visit a couple of the valley's renowned wineries, such as Domaine Serene and Argyle Winery, for tastings and scenic views.

For lunch, stop at Bullard Tavern in downtown Portland, where you can savor Texas-inspired dishes in a stylish setting. Afterward, take a guided tour of the Pittock Mansion, a historic French Renaissance-style chateau with panoramic views of the city and surrounding mountains.

Dine at Jo Bar & Rotisserie, a cozy spot in the Nob Hill district known for its wood-fired rotisserie dishes and extensive wine list. After dinner, explore the vibrant nightlife of the nearby 23rd Avenue, also known as "Trendy-third," with its mix of upscale bars, boutiques, and art galleries.

Enjoy a final Portland breakfast at River Pig Saloon, offering a hearty start to the day. Then, set out on a scenic drive to the majestic Mt. Hood, making stops at the beautiful Wahkeena Falls and the serene Hoyt Arboretum in the Mt. Hood National Forest.

For lunch, indulge in the comfort food and craft brews at North 45 Pub, located in the heart of the lively NW 21st and 23rd Avenue district. Afterward, continue your mountain exploration with a visit to the historic Timberline Lodge, where you can enjoy the alpine atmosphere and perhaps take a short hike.

Conclude your Portland adventure with a memorable dinner at The Fields Bar & Grill, offering a diverse menu and a warm, inviting ambiance. Raise a glass to the experiences of the past few days and reminisce over the highlights of the Pacific Northwest.