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5 Days of Fun in Portland, Oregon

5 Days of Fun in Portland, Oregon Itinerary

Last updated: 2024 Jun 14

Exploring the Heart of Portland

Morning
Start your day with a visit to Pioneer Square, often referred to as Portland's living room. This bustling square is a great place to people-watch and soak in the city's vibe. For breakfast, head over to Pine State Biscuits for some mouth-watering biscuits and gravy.
Afternoon
After exploring the square, make your way to Portland Art Museum. Spend a few hours admiring its extensive collection of Native American art and contemporary pieces. For lunch, try Lardo, known for its delicious sandwiches.
Evening
In the evening, take a stroll through Portland Pearl District. This trendy area is filled with boutiques and galleries. End your day with dinner at Le Pigeon, which offers an innovative take on French cuisine.
Bedtime
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Nature and Gardens Galore

Morning
Begin your morning at Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan. Enjoy the serene environment before heading to Blue Star Donuts for some unique donut flavors.
Afternoon
Next, visit the nearby International Rose Test Garden, where you can see thousands of rose varieties in bloom. For lunch, head over to Nong's Khao Man Gai for their famous chicken and rice dish.
Evening
Spend your evening exploring Washington Park, which offers beautiful trails and scenic views. Have dinner at Andina, a highly-rated Peruvian restaurant.
Bedtime
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Cultural Immersion Day

Morning
Kick off your day with a visit to the iconic bookstore Powell’s City of Books. Lose yourself among millions of books before grabbing breakfast at Screen Door, known for its Southern comfort food.
Afternoon
Afterward, head over to the fascinating Oregon Museum of Science and Industry (OMSI). Spend a few hours exploring interactive exhibits. For lunch, try out some pizza at Apizza Scholls.
Evening
In the evening, take part in the fun-filled activity:  Portland Downtown Coffee & Donut Tour. Conclude your day with dinner at  Ken's Artisan Pizza.
Bedtime
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Adventures Beyond Downtown Portland

Morning
Start your adventurous day with an exhilarating experience:  iFLY Portland First Time Flyer Experience. Afterward grab breakfast at  Tasty n Alder which offers an eclectic menu perfect for starting off your day.
Afternoon
Head out for an afternoon hike on one of Portland’s most scenic trails:  Forest Park. Enjoy nature’s beauty before stopping by  Toro Bravo for a delightful Spanish-inspired lunch.
Evening
Wrap up your day by visiting  Lan Su Chinese Garden in Chinatown. This tranquil garden is perfect for unwinding. End with dinner at  Ox, known for its Argentine-inspired dishes.
Bedtime
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Waterfalls and Wine

Morning
Begin your final day with a breathtaking experience: Portland Private Multnomah Falls Tour. This guided tour will take you to one of the most iconic waterfalls in the region. Enjoy the serene beauty and take plenty of photos. For breakfast, stop by Pok Pok for some delicious Thai-inspired morning dishes.
Afternoon
After your waterfall adventure, head back to Portland and visit Alphabet District. Stroll through this charming neighborhood filled with historic homes and boutique shops. For lunch, enjoy a meal at Ava Gene's, known for its Italian cuisine made with locally sourced ingredients.
Evening
Conclude your trip with a relaxing evening at Portland Pearl District, where you can enjoy some last-minute shopping or simply soak in the atmosphere. End your day with dinner at Salt & Straw Ice Cream, where you can indulge in unique and delicious ice cream flavors.
Bedtime
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Portland Private Multnomah Falls Tour

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