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Travel AI

5-Day Adventure through Portland and Beyond Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Iconic Spots

Morning

Start your day with a delicious breakfast at Pine State Biscuits, known for its mouth-watering biscuits and gravy. Afterward, head to Powell’s City of Books, the largest independent bookstore in the world. Spend some time exploring the endless shelves of books and unique literary finds.

Afternoon

For lunch, visit Nong's Khao Man Gai for their famous chicken and rice dish. Post-lunch, take a stroll through Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan. Enjoy the serene environment and beautiful landscapes.

Evening

Dine at Le Pigeon, a highly-rated restaurant offering innovative French-inspired cuisine. After dinner, take a walk around Portland Pearl District, known for its vibrant nightlife and trendy shops.

Bedtime

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4.60
Powell’s City of Books
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4.87
Portland Japanese Garden
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Nature and Culture in Portland

Morning

Begin your day with breakfast at Blue Star Donuts, where you can indulge in gourmet donuts with unique flavors. Then head to International Rose Test Garden to see over 10,000 rose bushes in bloom.

Afternoon

Enjoy lunch at Tasty n Alder, a modern steakhouse with diverse menu options. Afterward, visit the Portland Art Museum to explore its extensive collection of Native American art and contemporary pieces.

Evening

Have dinner at Andina, which offers delicious Peruvian cuisine. End your evening with a leisurely walk through the historic Alphabet District, known for its charming Victorian homes and boutique shops.

Bedtime

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4.76
International Rose Test Garden
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4.82
Portland Art Museum
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Adventures Beyond Portland

Morning

Kick off your morning with breakfast at Screen Door, famous for its Southern-style brunch dishes. Then embark on the Portland All the Falls Self-Guided E-Bike Tour to explore some of the stunning waterfalls around Portland.

Afternoon

Stop for lunch at Lardo, where you can enjoy hearty sandwiches made from locally sourced ingredients. Continue your adventure with a visit to the scenic Forest Park, one of the largest urban forests in the United States.

Evening

Dine at Ox, an Argentine-inspired restaurant known for its grilled meats and seafood. Conclude your day by visiting the iconic landmark of Pittock Mansion for panoramic views of Portland.

Bedtime

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5.00
Portland All the Falls Self-Guided E-Bike Tour
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Forest Park
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Cultural Gems and Scenic Views

Morning

Start your day with breakfast at Ken's Artisan Pizza which offers delightful morning pastries as well as pizzas later in the day. Visit the tranquil surroundings of Lan Su Chinese Garden. This authentic Ming Dynasty-style garden is an oasis in downtown Portland.

Afternoon

For lunch head over to Toro Bravo which serves up Spanish-inspired tapas that are perfect for sharing. Post-lunch make your way to Oregon Museum of Science and Industry (OMSI). It’s an interactive museum that’s fun for all ages featuring exhibits on natural sciences technology industry & more.

Evening

Enjoy dinner at Ava Gene's which specializes in Italian cuisine made from local seasonal ingredients followed by dessert from Salt & Straw Ice Cream offering inventive ice cream flavors that will tantalize your taste buds.

Bedtime

Find amazing hotels in Portland, Oregon.

4.57
Lan Su Chinese Garden
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4.65
Oregon Museum of Science and Industry (OMSI)
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Portland's Hidden Treasures

Morning

Begin your final day with a hearty breakfast at Apizza Scholls, known for its delicious breakfast pizzas. Afterward, take a leisurely walk through Hoyt Arboretum, where you can explore a vast collection of trees and plants from around the world.

Afternoon

For lunch, visit Pok Pok, famous for its authentic Thai street food. Post-lunch, head to Portland Steel Bridge and enjoy the scenic views of the Willamette River. You can also take a stroll along the waterfront park.

Evening

End your trip with dinner at Tasty n Alder, revisiting this modern steakhouse for an unforgettable meal. After dinner, take a nighttime walk around Pioneer Square, often referred to as Portland's living room, to soak in the city's vibrant atmosphere one last time.

Bedtime

Find amazing hotels in Portland, Oregon.