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5 Days Exploring Portland Oregon

5 Days Exploring Portland Oregon Itinerary

Last updated: 2024 Jun 14

Welcome to Portland

Morning
Start your day with a visit to the iconic Pioneer Square, often referred to as Portland's living room. This bustling square is the perfect place to get a feel for the city's vibe. Enjoy breakfast at Mother's Bistro & Bar, known for its hearty and delicious morning meals.
Afternoon
Head over to the Portland Art Museum to immerse yourself in a diverse collection of art. This museum offers an excellent mix of contemporary and classic pieces. For lunch, dine at Tasty n Alder, which offers a variety of innovative dishes.
Evening
In the evening, explore the vibrant Portland Pearl District. This area is known for its art galleries, upscale eateries, and chic boutiques. Have dinner at Andina, a highly-rated Peruvian restaurant.
Bedtime
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Nature and Gardens

Morning
Begin your day with a peaceful walk through the Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan. Enjoy breakfast at Kenny & Zuke's Delicatessen, famous for its bagels and lox.
Afternoon
Afterward, visit the nearby International Rose Test Garden where you can see thousands of rose varieties in bloom. For lunch, stop by Elephants Delicatessen for some gourmet sandwiches and salads.
Evening
Spend your evening exploring the lush greenery of Washington Park. It's an ideal spot for an evening stroll or picnic. Dine at The Observatory, which offers a range of delicious American dishes.
Bedtime
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Mountains and Waterfalls

Morning
Kick off your day with an adventurous trip on the Portland Private Multnomah Falls Tour. This tour will take you to one of Oregon's most famous waterfalls. Have breakfast before you go at Voodoo Doughnut, known for its quirky and delicious doughnuts.
Afternoon
Continue your exploration with a scenic drive along the Columbia River Gorge as part of your tour. Enjoy lunch at a local eatery during your tour such as Multnomah Falls Lodge Restaurant.
Evening
Return to Portland in time for dinner at Le Pigeon, where you can enjoy innovative French-inspired cuisine in an intimate setting.
Bedtime
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Cultural Immersion

Morning
Start your day with some intellectual stimulation by visiting Powell’s City of Books, one of the largest independent bookstores in the world. Grab breakfast nearby at Pine State Biscuits known for their hearty Southern-style breakfasts.
Afternoon
Next, head over to explore the historic beauty of the Pittock Mansion. This mansion offers stunning views over Portland and fascinating insights into its history. For lunch, try out some local flavors at food carts around Alder Street Food Cart Pod.
Evening
In the evening, delve into science and technology exhibits at the Oregon Museum of Science and Industry (OMSI). End your day with dinner at Apizza Scholls, renowned for its mouth-watering pizzas.
Bedtime
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Outdoor Adventures

Morning
Embark on an exciting morning hike through Forest Park on one of their many trails such as Wildwood Trail within this urban forested area - perfect for nature lovers! Start off with breakfast from Stumptown Coffee Roasters nearby offering great coffee options paired perfectly with pastries from Ken’s Artisan Bakery.
Afternoon
'Explore more natural beauty by visiting Hoyt Arboretum featuring diverse plant collections from around world right within city limits! Lunch can be enjoyed locally sourced ingredients prepared fresh daily Little Bird Bistro just short distance away.'
Evening
'Conclude trip relaxing stroll along North Mississippi Avenue vibrant neighborhood filled unique shops restaurants bars cafes live music venues creating lively atmosphere perfect ending memorable journey! Dinner final night celebrated Toro Bravo serving Spanish-inspired tapas dishes sure delight taste buds.'
Bedtime
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