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Ultimate 10-Day Oregon Adventure Itinerary
Last updated: 2024 Jun 14Portland City Delights
Morning
Start your Oregon adventure with a delightful breakfast at the iconic Tasty n Alder, known for its innovative dishes. Afterward, take a leisurely stroll through the Portland Pearl District, known for its galleries, shops, and vibrant street art.
Afternoon
For lunch, savor the unique flavors of the Pacific Northwest at Andina Restaurant. In the afternoon, visit the Portland Art Museum to immerse yourself in the local art scene.
Evening
Enjoy a sophisticated dinner at Le Pigeon, a renowned restaurant offering a creative and seasonal menu. Afterward, take a leisurely walk around the charming Pioneer Square.
Bedtime
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Portland Food and Nature
Morning
Indulge in a delicious breakfast at Toro Bravo, known for its Spanish-inspired cuisine. After breakfast, take a guided tour of the Portland Japanese Garden to experience a tranquil oasis in the heart of the city.
Afternoon
For lunch, head to Lardo for their famous sandwiches. In the afternoon, explore the natural beauty of Washington Park, home to the International Rose Test Garden and the Oregon Zoo.
Evening
Enjoy a farm-to-table dinner at Ava Gene's, known for its seasonal Italian dishes. After dinner, take a relaxing evening walk through the serene Hoyt Arboretum.
Bedtime
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Portland City and Waterfalls
Morning
Start your day with a delightful breakfast at Sweedeedee, a cozy spot known for its pastries and brunch. After breakfast, embark on a Portland City Tour Views and News to get a comprehensive overview of the city.
Afternoon
For lunch, enjoy the food cart scene at Pine State Biscuits. In the afternoon, take a scenic drive along the Columbia River Gorge and visit iconic waterfalls like Multnomah Falls and Latourell Falls.
Evening
Conclude the day with a dinner cruise on the Portland Willamette River 2.5-hour Dinner Cruise, where you can enjoy a delicious meal while taking in the city's skyline from the water.
Bedtime
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Portland Haunted History and Culinary Delights
Morning
Start your day with a spooky twist on a Portland Ghosts, Poltergeists, and Psychopaths Walking Tour. Afterward, enjoy a late breakfast at the famous Screen Door, known for its Southern comfort food.
Afternoon
Explore the Portland Underground Shanghai Tunnel Tour with Beer Tasting for a unique perspective on the city's history. For lunch, head to Bollywood Theater for their Indian street food.
Evening
In the evening, experience a different side of Portland with the Portland Ghosts Boos and Booze Haunted Pub Crawl. Conclude the night with a late dinner at the iconic Voodoo Doughnut.
Bedtime
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Portland Urban Adventure
Morning
Start your day with a guided bike tour of the city on the Essential Portland 2-Hour Guided Bike Tour. After working up an appetite, enjoy a brunch at Imperial Restaurant, known for its Pacific Northwest cuisine.
Afternoon
Spend the afternoon exploring the Portland, Oregon Soul of the City Walking Tour, which will take you through the diverse neighborhoods and history of Portland. For a mid-afternoon pick-me-up, stop by Stumptown Coffee Roasters.
Evening
Enjoy a relaxing evening at Departure Restaurant + Lounge, a rooftop restaurant with stunning views of the city. Indulge in their Asian-inspired dishes and creative cocktails.
Bedtime
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Portland Outdoor Escapade
Morning
Embark on a morning hike in the Columbia River Gorge to experience the natural beauty of the region. After the hike, enjoy a picnic lunch at Larch Mountain.
Afternoon
Spend the afternoon exploring the charming town of Hood River, known for its windsurfing and local breweries. Visit the Fruit Loop for a taste of the region's fresh produce.
Evening
For dinner, savor the farm-to-table cuisine at Solstice Wood Fire Cafe & Bar, a local favorite. After dinner, take a leisurely walk along the Hood River Waterfront Park.
Bedtime
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Portland Mountain Adventure
Morning
Embark on a full-day Portland Mt. Hood Day Tour to explore the majestic mountain and its surroundings. Enjoy a scenic drive, visit historic sites, and take in the stunning views.
Afternoon
For lunch, enjoy a meal at Timberline Lodge, a historic hotel located on the slopes of Mt. Hood. After lunch, take a short hike to Trillium Lake for a postcard-perfect view of the mountain.
Evening
Return to Portland in the evening and have a relaxed dinner at Ned Ludd, known for its wood-fired cuisine. After dinner, enjoy a drink at Clyde Common, a popular bar in the city.
Bedtime
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Portland Wine and Waterfalls
Morning
Start your day with a guided tour of the Willamette Valley, known for its wineries and vineyards. Enjoy wine tastings and learn about the region's viticulture.
Afternoon
For lunch, have a picnic at Silver Falls State Park, known for its stunning waterfalls and hiking trails. After lunch, take a short hike to South Falls.
Evening
Return to Portland in the evening and have a leisurely dinner at Lechon, a restaurant specializing in South American cuisine. After dinner, enjoy a nightcap at Rum Club.
Bedtime
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Portland Coast and Culinary Experience
Morning
Embark on a full-day From Portland Oregon Coast Adventure Day Tour with Pickup to explore the rugged coastline, visit iconic landmarks like Cannon Beach and Haystack Rock, and enjoy a fresh seafood lunch.
Afternoon
Return to Portland in the late afternoon and spend the rest of the day at leisure, exploring the city's neighborhoods or relaxing at a local cafe.
Evening
For your final dinner in Portland, indulge in a memorable meal at Beast, a restaurant known for its communal dining experience and innovative dishes.
Bedtime
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Farewell to Portland
Morning
On your last day in Portland, take a moment to enjoy a leisurely breakfast at Pok Pok, known for its authentic Thai cuisine. After breakfast, take a final stroll through the city to soak in the vibrant atmosphere.
Afternoon
Depending on your departure time, you may have some free time to do some last-minute shopping or visit a local attraction. For a light lunch, try the famous Salt & Straw for their unique ice cream flavors.
Evening
Conclude your Oregon adventure with a farewell dinner at Little Bird Bistro, a French-inspired bistro in the heart of Portland. Raise a glass to the memories made on this unforgettable trip.
Bedtime
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