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Ultimate Oregon Adventure in 13 Days

Ultimate Oregon Adventure in 13 Days Itinerary

Last updated: 2024 Jun 14

Portland City Exploration

Morning
Start your Oregon adventure with a delightful breakfast at the famous Screen Door, known for its Southern cuisine. Afterward, take a leisurely walk through the iconic Portland Pearl District, known for its galleries, shops, and vibrant street art.
Afternoon
For lunch, savor the unique flavors of Thailand at Pok Pok. Afterward, visit the impressive Portland Art Museum to immerse yourself in art and culture.
Evening
Enjoy a sophisticated dinner at Le Pigeon, a renowned fine dining spot in the city, known for its innovative dishes.
Bedtime
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Visit Portland Pearl District in Portland, Oregon
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Portland Pearl District

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Visit Portland Art Museum in Portland, Oregon
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Portland Art Museum

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Nature and Waterfalls

Morning
Fuel up for the day with a delicious breakfast at Tasty n Alder, a local favorite. Then, embark on a scenic drive to the Columbia River Gorge.
Afternoon
Enjoy a picnic lunch at the base of the majestic Multnomah Falls. Afterward, take a short hike to the beautiful Latourell Falls.
Evening
Head back to Portland and have a relaxed dinner at Little Bird Bistro, known for its French-inspired cuisine.
Bedtime
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Multnomah Falls

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Latourell Falls

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City Parks and Gardens

Morning
Start your day with a leisurely breakfast at Tasty n Alder. Then, visit the serene Portland Japanese Garden, followed by a stroll through the enchanting International Rose Test Garden.
Afternoon
For lunch, enjoy a picnic at Pittock Mansion with panoramic views of the city. Afterward, explore the lush greenery of Forest Park.
Evening
Indulge in a fine dining experience at Andina, known for its Peruvian cuisine and vibrant atmosphere.
Bedtime
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Portland Japanese Garden

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International Rose Test Garden

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Literary and Cultural Delights

Morning
Begin your day with a visit to the iconic Powell’s City of Books, a paradise for book lovers. Afterward, explore the historic Portland Steel Bridge.
Afternoon
For lunch, try the unique creations at Nodoguro, a hidden gem in the city. Spend the afternoon visiting the Oregon Museum of Science and Industry (OMSI).
Evening
Enjoy a relaxed dinner at Little Bird Bistro, known for its seasonal and locally sourced menu.
Bedtime
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Powell’s City of Books

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Portland Steel Bridge

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Urban Adventure and Culinary Delights

Morning
Embark on a foodie walking tour in the vibrant Portland Pearl District. Sample a variety of local treats and learn about the area's history.
Afternoon
For lunch, enjoy the innovative dishes at Beast, a popular farm-to-table restaurant. Afterward, explore the quirky shops and cafes in the Portland Hawthorne District.
Evening
Conclude your day with a dinner at the famous Voodoo Doughnut, a must-visit spot for its unique and delicious pastries.
Bedtime
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Historic Salem and Culinary Delights

Morning
Take a scenic drive to Salem and start your day with a visit to the Willamette Valley, known for its vineyards and wine tasting.
Afternoon
Enjoy a leisurely lunch at Andina, a Peruvian restaurant with a vibrant atmosphere. Afterward, explore the historic sites in downtown Salem.
Evening
Indulge in a fine dining experience at Roe, known for its exquisite seafood dishes.
Bedtime
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Outdoor Adventures in Bend

Morning
Head to Bend, a paradise for outdoor enthusiasts. Start your day with a hearty breakfast at Screen Door.
Afternoon
Explore the Deschutes National Forest and enjoy activities like hiking, mountain biking, or simply taking in the natural beauty. For lunch, have a picnic in the forest.
Evening
Relax and unwind with a casual dinner at a local brewery, such as 10 Barrel Brewing Co., known for its craft beers and laid-back atmosphere.
Bedtime
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Volcanic Wonders and Culinary Delights

Morning
Discover the unique landscape of the Newberry National Volcanic Monument. Take a leisurely hike and explore the lava flows and volcanic formations.
Afternoon
Enjoy a picnic lunch in the monument. Afterward, visit the Bend Old Mill District for some shopping and a leisurely walk along the river.
Evening
Treat yourself to a gourmet dinner at Ariana Restaurant, known for its seasonal and locally sourced menu.
Bedtime
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Bend Old Mill District

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Outdoor Adventures in the Cascades

Morning
Embark on a scenic drive to the Cascade Lakes Scenic Byway. Stop for a photo at the picturesque Mt. Bachelor.
Afternoon
Enjoy a picnic lunch by one of the alpine lakes. Afterward, take a short hike to enjoy the stunning views of the Cascade Mountains.
Evening
Head back to Bend and have a casual dinner at 10 Barrel Brewing Co., a local favorite for its craft beers and pub fare.
Bedtime
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Cascade Lakes Scenic Byway

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Mt. Bachelor

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Smith Rock State Park and Culinary Delights

Morning
Explore the dramatic rock formations of Smith Rock State Park. Take a hike or simply enjoy the breathtaking views of the Crooked River.
Afternoon
For lunch, have a picnic in the park. Afterward, visit a local farm or ranch for a tour and tasting of their products.
Evening
Indulge in a farm-to-table dinner at Ariana Restaurant, known for its elegant and innovative dishes.
Bedtime
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Majestic Mt. Hood and Alpine Adventures

Morning
Journey to the base of Mt. Hood, the highest peak in Oregon. Enjoy a hearty breakfast at Timberline Lodge, a historic hotel with stunning views of the mountain.
Afternoon
Take the Mt. Hood Scenic Byway and stop at the Timberline Lodge for a tour. Enjoy a picnic lunch with a view of the mountain.
Evening
Relax and unwind at the Timberline Lodge. Enjoy a gourmet dinner at their renowned restaurant.
Bedtime
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Mt. Hood Scenic Byway

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Alpine Adventures and Culinary Delights

Morning
Explore the alpine meadows and forests around Mt. Hood. Take a hike or simply enjoy the peaceful surroundings.
Afternoon
For lunch, have a picnic in the wilderness. Afterward, visit the Timberline Lodge for a tour and learn about its history.
Evening
Indulge in a gourmet dinner at the lodge's restaurant, known for its seasonal and locally sourced menu.
Bedtime
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Farewell to Oregon

Morning
Enjoy a final breakfast at one of your favorite Portland spots. Take a leisurely walk around the city to soak in the last moments of your Oregon adventure.
Afternoon
Spend your last hours in Portland visiting any places you may have missed or simply relaxing in a local park.
Evening
Conclude your trip with a memorable dinner at Le Pigeon, savoring the innovative and delicious dishes that Oregon is famous for.
Bedtime
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