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Travel AI

5 Days in Portland and Nearby Cities Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Portland

Morning

Start your day with a delicious breakfast at Mothers Bistro & Bar, known for its homestyle cooking. After breakfast, head to Pioneer Square, often referred to as Portland's living room. This bustling square is a great place to people-watch and get a feel for the city's vibe.

Afternoon

For lunch, enjoy some local flavors at Lardo. Post-lunch, visit the iconic Powell’s City of Books, the largest independent bookstore in the world. Spend some time exploring its endless shelves and unique book collections.

Evening

Dine at Lechon, offering South American cuisine with a Pacific Northwest twist. After dinner, take a stroll through the vibrant Portland Pearl District known for its art galleries, boutiques, and lively nightlife.

Bedtime

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4.72
Pioneer Square
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4.60
Powell’s City of Books
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Nature and Gardens in Portland

Morning

Begin your day with breakfast at Screen Door, famous for its Southern-style dishes. Then head to the serene Portland Japanese Garden, considered one of the most authentic Japanese gardens outside of Japan.

Afternoon

Have lunch at Grassa, known for its handmade pasta. Afterward, explore the beautiful blooms at the nearby International Rose Test Garden. This garden features over 10,000 rose bushes and offers stunning views of downtown Portland.

Evening

Enjoy dinner at Andina Restaurant, which serves Novo-Andean cuisine. Post-dinner, visit the historic Pittock Mansion for panoramic views of Portland as you learn about this architectural gem.

Bedtime

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4.87
Portland Japanese Garden
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4.76
International Rose Test Garden
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Museums and Parks Day

Morning

Start your day with coffee and pastries from Stumptown Coffee Roasters. Visit the fascinating exhibits at the Oregon Museum of Science and Industry (OMSI), which offers interactive displays suitable for all ages.

Afternoon

Lunch will be at Tasty n Alder, offering diverse global flavors. Post-lunch, take a leisurely walk through the lush greenery of Washington Park. This expansive park includes several attractions like gardens and memorials.

Evening

Dine at Ox Restaurant which blends Argentinean flavors with local ingredients. End your evening by exploring the cultural hub that is the Alphabet District, filled with charming shops and cafes.

Bedtime

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4.65
Oregon Museum of Science and Industry (OMSI)
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4.74
Washington Park
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Day Trip to Seattle

Morning

Drive up to Seattle early in the morning (about 3 hours). Start your day with breakfast at Pike Place Market's iconic bakery, Piroshky Piroshky. Explore Pike Place Market itself afterward; it's one of Seattle's most famous landmarks.

Afternoon

For lunch, try Etta's Seafood near Pike Place Market for fresh seafood dishes. Afterward, visit Chihuly Garden and Glass located next to Seattle Center; it showcases stunning glass sculptures by artist Dale Chihuly.

Evening

Have dinner at The Pink Door in Post Alley; it's known for its Italian-American cuisine and live entertainment. Conclude your day by visiting Kerry Park for breathtaking views of Seattle's skyline.

Bedtime

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Day Trip to Port Angeles

Morning

Drive early morning from Portland to Port Angeles (about 4 hours). Start your day with breakfast at First Street Haven Restaurant before heading out on an adventure.

Afternoon

For lunch stop by Next Door Gastropub which offers great burgers and craft beers. Spend your afternoon exploring Olympic National Park; you can hike trails or simply enjoy scenic viewpoints like Hurricane Ridge.

Evening

Have dinner at Kokopelli Grill which specializes in Pacific Northwest cuisine featuring fresh seafood options before driving back to Portland.

Bedtime

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