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5-Day Portland Adventure: Waterfalls, Mountains, and Culinary Delights

5-Day Portland Adventure: Waterfalls, Mountains, and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Waterfalls and Gorge Wonders

Morning
Begin your Portland adventure with a hearty breakfast at Screen Door, known for its Southern cuisine. After breakfast, head out to the majestic Multnomah Falls, one of the most iconic waterfalls in the Pacific Northwest. Take a leisurely hike to the top for a breathtaking view.
Afternoon
For lunch, enjoy the innovative Thai street food at Pok Pok. Post-lunch, drive along the historic Historic Columbia River Highway and visit the stunning Latourell Falls and the historic Vista House. Take in the panoramic views of the Columbia River Gorge.
Evening
Dine at Little Bird Bistro, a cozy French bistro, for a delightful dinner. Afterward, take a stroll through the vibrant Portland Pearl District, known for its art galleries and upscale shops.
Bedtime
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Mountains and Museums

Morning
Start your day with a visit to the serene Portland Japanese Garden, followed by a guided tour of the Pittock Mansion, offering a glimpse into Portland's history and stunning city views. Enjoy a light breakfast at the mansion's cafe.
Afternoon
Have lunch at Lardo, known for its sandwiches, before embarking on a scenic drive to the beautiful Mt. Hood. Explore the area, and if it's winter, consider some snow activities at Mt. Hood National Forest. If it's summer, take a hike or simply enjoy the alpine air.
Evening
For dinner, savor the flavors of Spain at Ox Restaurant. End the day with a visit to the lively North Mississippi Avenue, where you can find local boutiques, bars, and live music.
Bedtime
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City Parks and Cultural Delights

Morning
Enjoy a classic breakfast at Pine State Biscuits before immersing yourself in the natural beauty of Washington Park. Visit the International Rose Test Garden and the adjacent Portland Japanese Garden for a tranquil morning.
Afternoon
Have a leisurely lunch at Grassa, known for its fresh pasta. Spend your afternoon exploring the exhibits at the Oregon Museum of Science and Industry (OMSI), a must-visit for science enthusiasts and families.
Evening
Dine at Andina Restaurant, offering a taste of Peru in the heart of Portland. After dinner, take a walk through the South Park Blocks, home to several of the city's museums and cultural institutions.
Bedtime
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Urban Wonders and Literary Escapades

Morning
Start your day with a visit to the iconic Powell’s City of Books, where you can easily spend a couple of hours browsing through the vast collection. Grab a quick breakfast at Tasty n Alder located nearby.
Afternoon
For lunch, head to Kachka and indulge in the flavors of Russia. Post-lunch, take a guided walking tour of the city, exploring its diverse neighborhoods, including the vibrant Portland Chinatown and the historic Portland Steel Bridge.
Evening
Enjoy a literary-themed dinner at Clyde Common, located in the Ace Hotel. Cap off the evening with a visit to the Pioneer Square, often referred to as the "living room" of Portland, and catch any live performances or events happening in the area.
Bedtime
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Culinary Tour and Riverfront Relaxation

Morning
Take a breakfast tour of Portland's famous food carts, sampling a variety of morning delights. Alternatively, enjoy a sweet start at Voodoo Doughnut, known for its quirky and delicious pastries. After breakfast, explore the vibrant Portland Art Museum and the nearby South Park Blocks.
Afternoon
For lunch, experience the innovative Asian cuisine at Departure Restaurant + Lounge, located on the rooftop of The Nines Hotel. Afterward, take a relaxing walk along the Portland Waterfront, enjoying the views of the Willamette River and the city skyline.
Evening
Conclude your Portland journey with a memorable dinner at Le Pigeon, a James Beard award-winning restaurant known for its inventive dishes. Reflect on your trip as you enjoy the culinary masterpieces. If time allows, consider a visit to the nearby Portland Aerial Tram for a final panoramic view of the city.
Bedtime
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