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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 vibrant Portland Pearl District. Enjoy the street art, boutique shops, and stop for a light lunch at Lardo, famous for its sandwiches.

Evening

For dinner, experience the unique flavors of the Pacific Northwest at Andina Restaurant, a renowned spot for Peruvian cuisine. Afterward, take a relaxing evening walk in the serene Portland Japanese Garden.

Bedtime

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4.72
Portland Pearl District
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4.87
Portland Japanese Garden
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Waterfalls and Wine in the Columbia River Gorge

Morning

Indulge in a delightful breakfast at Sweedeedee, a cozy spot known for its pastries and hearty dishes.

Afternoon

Embark on a half-day From Portland Half Day Columbia River Gorge Waterfalls Tour to witness the stunning waterfalls of the Columbia River Gorge. After the tour, enjoy a wine tasting experience at the picturesque Willamette Valley.

Evening

For dinner, savor the farm-to-table cuisine at Ava Gene's, a restaurant that celebrates the bounty of the region. End your day with a leisurely walk in the enchanting Lan Su Chinese Garden.

Bedtime

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5.00
From Portland Half Day Columbia River Gorge Waterfalls Tour
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4.85
Willamette Valley
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City Biking and Donut Delights

Morning

Start your day with a guided Essential Portland 2-Hour Guided Bike Tour to explore the city's neighborhoods and iconic bridges. Afterward, enjoy a refreshing coffee at Stumptown Coffee Roasters.

Afternoon

For lunch, taste a variety of donuts on a Portland Guided Delicious Donut Tour with Tastings. After satisfying your sweet tooth, visit the Portland Art Museum.

Evening

Dine at the innovative Le Pigeon, a restaurant known for its creative dishes. After dinner, take a leisurely walk in the bustling Pioneer Square.

Bedtime

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4.94
Essential Portland 2-Hour Guided Bike Tour
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4.90
Portland Guided Delicious Donut Tour with Tastings
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Haunted History and Pub Crawl

Morning

Enjoy a relaxed breakfast at Screen Door, a local favorite for its Southern-inspired cuisine.

Afternoon

Immerse yourself in the eerie tales of the city on a Portland Discover the Haunted History of the City at Night. After the tour, have a light lunch at Tasty n Alder.

Evening

In the evening, join the Portland Ghosts Boos and Booze Haunted Pub Crawl for a unique and spooky experience. Conclude the night with a late dinner at the lively Toro Bravo.

Bedtime

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4.51
Portland Discover the Haunted History of the City at Night
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4.13
Portland Ghosts Boos and Booze Haunted Pub Crawl
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Underground Tunnels and Local Eats

Morning

Start your day with a hearty breakfast at Pine State Biscuits.

Afternoon

Explore the hidden history of Portland on the Portland Underground Shanghai Tunnel Tour with Beer Tasting. After the tour, enjoy a casual lunch at Lardo.

Evening

For dinner, taste the flavors of Thailand at Pok Pok, a popular spot for its authentic dishes. Afterward, take a leisurely walk along the South Park Blocks.

Bedtime

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4.41
Portland Underground Shanghai Tunnel Tour with Beer Tasting
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4.79
South Park Blocks
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Outdoor Adventures in Bend

Morning

Arrive in Bend, Oregon, and have a delicious breakfast at Sparrow Bakery.

Afternoon

Spend the afternoon hiking or mountain biking in the beautiful Cascade Mountains. For lunch, enjoy a picnic with local specialties.

Evening

Relax and unwind at a local brewery or wine bar, sipping on the region's best beverages. For dinner, savor the flavors of the Pacific Northwest at Ariana Restaurant.

Bedtime

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Smith Rock State Park and High Desert Cuisine

Morning

Start your day with a hearty breakfast at The Lemon Tree.

Afternoon

Explore the stunning Smith Rock State Park, known for its dramatic rock formations and excellent hiking trails. For a late lunch, enjoy the local cuisine at Pronghorn Resort.

Evening

In the evening, take a leisurely walk in downtown Bend, browsing the shops and art galleries. For dinner, indulge in a fine dining experience at 5 Fusion & Sushi Bar.

Bedtime

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5.00
Smith Rock State Park
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Scenic Drive to Crater Lake

Morning

Depart from Bend and enjoy a scenic drive to Crater Lake National Park. Stop for a picnic lunch at a scenic viewpoint along the way.

Afternoon

Arrive at Crater Lake and take in the breathtaking views of the crystal-clear waters. Explore the Rim Village and take a short hike to fully experience the beauty of the park.

Evening

Enjoy a relaxing evening at the historic Crater Lake Lodge, savoring a dinner with a view of the lake.

Bedtime

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5.00
Crater Lake National Park
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Hiking and Sunset at Crater Lake

Morning

Start your day with a hearty breakfast at Crater Lake Lodge.

Afternoon

Embark on a Crater Lake Trolley Tour to learn about the history and geology of the park. After the tour, enjoy a picnic lunch at a scenic spot.

Evening

Spend the rest of the day hiking along the Crater Lake Trails and watching the sunset over the lake. For a special dinner, have a gourmet meal at Crater Lake Dining.

Bedtime

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Farewell to Oregon's Natural Beauty

Morning

Enjoy a final breakfast at Crater Lake Lodge, savoring the last moments of the stunning lake views.

Afternoon

Take a leisurely drive around the park, stopping at various viewpoints for one last look at the majestic Crater Lake. For lunch, have a picnic with local delicacies.

Evening

Depart from Crater Lake, reminiscing about the unforgettable experiences and natural wonders of Oregon.

Bedtime

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