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9-Day Oregon Adventure Itinerary
Last updated: 2024 Jun 14Exploring Portland's Iconic Sites
Morning
Start your day with a visit to the Pittock Mansion. This historic house offers panoramic views of Portland and is a great introduction to the city's history and architecture. Afterward, head to Washington Park, where you can enjoy a leisurely stroll through its beautiful gardens and trails.
Afternoon
For lunch, make your way to one of Portland's famous food carts. Afterward, visit the Portland Japanese Garden, known for its serene beauty and meticulously maintained landscapes. Spend some time exploring the garden before heading to the nearby International Rose Test Garden to see a stunning variety of roses in bloom.
Evening
In the evening, explore the vibrant Portland Pearl District. Enjoy dinner at one of its many acclaimed restaurants. End your day with a relaxing drink at one of the district's trendy bars or lounges.
Bedtime
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Pittock Mansion
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Washington Park
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Portland Japanese Garden
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International Rose Test Garden
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Portland Pearl District
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Cultural Immersion in Portland
Morning
Begin your day with a visit to the Portland Art Museum. Spend a few hours exploring its extensive collection of artworks from various periods and cultures. Afterward, take a short walk to South Park Blocks, where you can enjoy some fresh air and people-watching.
Afternoon
Head over to Restaurant Name for lunch. In the afternoon, visit the iconic Powell’s City of Books, one of the largest independent bookstores in the world. Lose yourself among its countless shelves and discover literary treasures.
Evening
Spend your evening in downtown Portland. Take part in the popular Portland Walking Pizza Tour for dinner, where you'll get to sample some of the best pizza spots in town while learning about their history.
Bedtime
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Portland Art Museum
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South Park Blocks
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Powell’s City of Books
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Portland Walking Pizza Tour
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Nature and Science Adventures
Morning
Kick off your morning with an invigorating hike at Forest Park. This urban forest offers numerous trails that cater to all fitness levels. Enjoy nature without leaving the city limits.
Afternoon
After your hike, grab lunch at one of Portland's renowned cafes or food carts. Then head over to the Oregon Museum of Science and Industry (OMSI) for an afternoon filled with interactive exhibits and educational fun.
Evening
In the evening, explore North Mississippi Avenue's vibrant nightlife scene. Have dinner at one of its eclectic restaurants followed by drinks at a local bar or lounge.
Bedtime
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Forest Park
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Oregon Museum of Science and Industry (OMSI)
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Gardens and Historic Districts
Morning
Start your day with a peaceful visit to the Lan Su Chinese Garden. This classical Chinese garden is an oasis in downtown Portland that offers tranquility and beauty.
Afternoon
For lunch, head over to Chinatown for some delicious Asian cuisine. Afterward, explore more of Portland's historic areas by visiting both Alphabet District and Portland Chinatown. These neighborhoods offer unique architecture and rich cultural history.
Evening
Conclude your day with dinner in Chinatown or nearby areas before heading back for some rest.
Bedtime
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Lan Su Chinese Garden
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Alphabet District
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Portland Chinatown
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Final Day in Portland
Morning
Begin your last day in Portland with a visit to the Portland Downtown Coffee & Donut Tour. This tour will take you to some of the best coffee shops and donut spots in the city, offering a delicious start to your day.
Afternoon
After enjoying your morning treats, head over to the Oregon Zoo for an afternoon of fun and learning. The zoo is home to a wide variety of animals and offers educational exhibits that are perfect for visitors of all ages.
Evening
Conclude your trip with a memorable dinner at one of Portland's top-rated restaurants. Reflect on your adventures and savor the flavors of the city one last time before heading back.
Bedtime
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Portland Downtown Coffee & Donut Tour
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Oregon Zoo
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Wine and Waterfalls
Morning
Start your day with a scenic drive to the Willamette Valley, known for its picturesque vineyards and wineries. Begin your exploration with the Outside Portland Wine, Waterfalls, and Timberline Tour. This tour offers a perfect blend of wine tasting and natural beauty, taking you through some of the region's best wineries and stunning waterfalls.
Afternoon
Enjoy a leisurely lunch at one of the valley's charming vineyard restaurants. Continue your wine tour in the afternoon, visiting more wineries and sampling their exquisite wines. The lush landscapes and serene atmosphere make for a relaxing afternoon.
Evening
In the evening, dine at one of Willamette Valley's highly-rated restaurants. Savor farm-to-table cuisine paired with local wines to complete your day.
Bedtime
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Outside Portland Wine, Waterfalls, and Timberline Tour
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Coastal Adventures
Morning
Head towards the Oregon Coast for a day filled with ocean views and outdoor activities. Start with a visit to Cannon Beach, famous for its iconic Haystack Rock. Enjoy a morning walk along the beach, taking in the fresh sea air.
Afternoon
For lunch, stop by one of Cannon Beach's seafood restaurants to enjoy fresh local catches. In the afternoon, explore Ecola State Park where you can hike through lush forests and enjoy panoramic views of the coastline.
Evening
Conclude your day with dinner at a coastal restaurant offering oceanfront views. Relax and unwind as you listen to the waves crashing against the shore.
Bedtime
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Golfing by the Sea
Morning
Begin your day with a round of golf at one of Oregon Coast's premier golf courses. The coastal scenery provides a stunning backdrop as you play through challenging holes.
Afternoon
After your game, have lunch at the golf course's clubhouse or nearby restaurant. Spend your afternoon exploring more of the coast or relaxing on one of its beautiful beaches.
Evening
In the evening, dine at another top-rated coastal restaurant. Enjoy fresh seafood dishes while watching the sunset over the Pacific Ocean.
Bedtime
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Hiking Trails & Coastal Towns
Morning
Start your morning with an invigorating hike along one of Oregon Coast's scenic trails. The combination of forested paths and ocean views makes for an unforgettable experience.
Afternoon
For lunch, visit a quaint coastal town such as Newport or Florence. Explore their charming streets filled with shops and cafes before heading back out for more hiking or beachcombing in the afternoon.
Evening
End your day with dinner at a local favorite restaurant in one of these coastal towns. Savor delicious cuisine made from fresh local ingredients as you reflect on your day's adventures.
Bedtime
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