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Ultimate 10-Day Oregon Adventure: Hiking, Food, and Scenic Tours

Ultimate 10-Day Oregon Adventure: Hiking, Food, and Scenic Tours Itinerary

Last updated: 2024 Jun 14

Portland's Culinary Delights and City Sights

Morning
Start your Oregon adventure with a delicious breakfast at the iconic Pine State Biscuits, known for their mouthwatering biscuits and gravy.
Afternoon
After breakfast, take a leisurely stroll through the beautiful Portland Japanese Garden, a serene oasis in the heart of the city. For lunch, savor the flavors of the Pacific Northwest at Andina Restaurant, known for its Peruvian cuisine.
Evening
In the evening, enjoy a scenic dinner cruise on the Willamette River with a 2.5-hour dinner cruise, a perfect way to unwind and take in the city's skyline. Portland Willamette River 2.5-hour Dinner Cruise
Bedtime
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Portland City Exploration and Donut Delights

Morning
Start your day with a guided bike tour of the city on the "Essential Portland 2-Hour Guided Bike Tour" Essential Portland 2-Hour Guided Bike Tour. Afterward, refuel with a donut tour at Blue Star Donuts, a local favorite.
Afternoon
After indulging in donuts, continue your culinary journey with a food walking tour of Portland Portland Food Walking Tour. For a late afternoon snack, stop by Lardo for their famous sandwiches.
Evening
For dinner, experience the vibrant atmosphere of the Pearl District and dine at Andina Restaurant, followed by a visit to the nearby Powell’s City of Books.
Bedtime
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Waterfalls and Wine in the Columbia Gorge

Morning
Embark on a Columbia River Gorge Waterfalls Morning Tour Portland Columbia River Gorge Waterfalls Morning Tour, where you'll witness the beauty of Multnomah Falls, Latourell Falls, and more.
Afternoon
After the waterfall tour, enjoy a leisurely lunch at a local vineyard in the Willamette Valley. Take a break from hiking and savor the region's renowned wines.
Evening
Conclude the day with a relaxing evening at the Vista House, overlooking the Columbia River Gorge, followed by a farm-to-table dinner at Andina Restaurant.
Bedtime
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Portland's Haunted History and Brewery Tour

Morning
Delve into the city's eerie past with the "Portland Ghosts, Poltergeists, and Psychopaths Walking Tour" Portland Ghosts, Poltergeists, and Psychopaths Walking Tour. After the tour, enjoy a late breakfast at Sweedeedee, known for its cozy atmosphere and delicious pastries.
Afternoon
For a unique experience, take the "Portland Underground Shanghai Tunnel Tour with Beer Tasting" Portland Underground Shanghai Tunnel Tour with Beer Tasting. Afterward, explore the vibrant street art scene in the city.
Evening
End the day with a haunted pub crawl, the "Portland Ghosts Boos and Booze Haunted Pub Crawl" Portland Ghosts Boos and Booze Haunted Pub Crawl, where you'll visit some of the city's most haunted bars and hear chilling tales of the supernatural.
Bedtime
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Mt. Hood Adventure and Wine Tasting

Morning
Embark on a full-day Mt. Hood Wine and Waterfalls Tour Portland Mount Hood Wine and Waterfalls Full-Day Tour, where you'll explore the majestic Mt. Hood National Forest and visit local wineries for tastings.
Afternoon
Enjoy a picnic lunch with a view of Mt. Hood, followed by a leisurely hike in the forest. Take in the natural beauty of the area and relax in the serene surroundings.
Evening
Return to Portland in the evening and dine at the award-winning Le Pigeon, known for its innovative and seasonal menu. After dinner, take a stroll along the waterfront and enjoy the city lights.
Bedtime
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Outdoor Adventures in Bend

Morning
Depart for Bend, a haven for outdoor enthusiasts. Start your day with a hike in the Deschutes National Forest or a visit to the Newberry National Volcanic Monument.
Afternoon
For lunch, enjoy the local fare at Salt & Straw, known for its creative ice cream flavors. Afterward, explore the charming downtown area and visit the local shops and art galleries.
Evening
In the evening, relax at a local brewery and sample some of the region's best craft beers. For dinner, savor the flavors of the Pacific Northwest at Pine State Biscuits.
Bedtime
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Smith Rock State Park and High Desert Exploration

Morning
Spend the morning hiking or rock climbing at Smith Rock State Park, known for its stunning rock formations and scenic views. Bike Portland Bridges, Neighborhoods, Poetry, and Roses
Afternoon
For lunch, enjoy a picnic in the park or dine at a local cafe. Afterward, visit the High Desert Museum to learn about the region's natural and cultural history.
Evening
Watch the sunset over the Cascade Mountains and enjoy a dinner of local cuisine at Andina Restaurant.
Bedtime
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Majestic Crater Lake and Rim Drive

Morning
Travel to Crater Lake National Park and spend the day exploring the deep blue waters of the lake. Take a scenic drive along Rim Drive and stop at the various viewpoints.
Afternoon
Enjoy a picnic lunch with a view of the lake, followed by a hike along one of the many trails in the park. Take in the breathtaking beauty of the surrounding landscape.
Evening
Stay overnight at the Crater Lake Lodge and savor a dinner of local and seasonal ingredients at the lodge's restaurant.
Bedtime
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Wizard Island Adventure and Star Gazing

Morning
Take a boat tour to Wizard Island and spend the morning hiking to the summit. Enjoy a picnic lunch on the island and take in the panoramic views of the lake.
Afternoon
Return to the mainland and spend the afternoon relaxing at the lodge or exploring the nearby trails. For dinner, enjoy a meal at the lodge's restaurant.
Evening
After dinner, join a ranger-led star gazing program and marvel at the night sky above Crater Lake. Learn about the constellations and the park's dark sky designation.
Bedtime
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Farewell to Oregon: City Fare and Departure

Morning
Return to Portland and spend your final morning exploring the city at your leisure. Visit any landmarks or attractions you may have missed during your stay.
Afternoon
For your last meal in Oregon, indulge in a culinary experience at Le Pigeon, a fitting end to your gastronomic journey through the state.
Evening
Transfer to the airport for your departure, taking with you the memories of your 10-day Oregon adventure.
Bedtime
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