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Ultimate 9-Day Oregon Adventure: Portland, Salem, Eugene, and Beyond

Ultimate 9-Day Oregon Adventure: Portland, Salem, Eugene, and Beyond Itinerary

Last updated: 2024 Jun 14

City Sights and Waterfront Dining

Morning
Start your Oregon adventure with a guided Portland Half Day City Sightseeing Tour. Explore the historic and iconic sights of the city, including the Portland Steel Bridge and the vibrant Pearl District. After the tour, enjoy a delightful breakfast at Flying Elephants at Fox Tower, known for its fresh pastries and artisanal coffee.
Afternoon
After breakfast, take a leisurely bike ride through the city on the Portland Food Carts of the Eastside Bike Tour. Experience the unique food culture of Portland and grab a quick bite at one of the famous food carts. In the afternoon, relax on the Portland Willamette River 2.5-hour Dinner Cruise, enjoying the beautiful views and a delicious meal on the water.
Evening
For a lively evening, head to the Radio Room in Northeast Portland. This local favorite offers a diverse menu and a rooftop patio with a view. After dinner, take a stroll through the vibrant Alberta Arts District and explore the unique shops and galleries.
Bedtime
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Portland Steel Bridge

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Waterfalls and Wine Tasting

Morning
Embark on a morning adventure to the majestic Multnomah Falls and the historic Vista House on the Portland Columbia River Gorge Waterfalls Morning Tour. Witness the natural beauty of the Columbia River Gorge and enjoy the fresh mountain air. After the tour, indulge in a hearty brunch at The Woodsman Tavern, known for its Pacific Northwest cuisine.
Afternoon
Spend the afternoon exploring the scenic Latourell Falls and other hidden gems of the Gorge on the Portland Columbia River Gorge Waterfalls Afternoon Tour. Learn about the geology and history of the area as you visit multiple waterfalls. On the way back to Portland, stop at a local winery in the Willamette Valley for a wine tasting experience.
Evening
Dine at Expatriate, a cozy spot with a menu inspired by global flavors. Enjoy a variety of small plates and creative cocktails in a relaxed atmosphere. After dinner, take a short walk to the Portland Ghosts Boos and Booze Haunted Pub Crawl for a fun and spooky evening exploring Portland's haunted past.
Bedtime
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Vista House

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Donuts, Museums, and Evening Jazz

Morning
Start your day with a guided Portland Downtown Coffee & Donut Tour. Sample some of the city's best coffee and donuts while learning about Portland's coffee culture. After the tour, visit the iconic Powell’s City of Books, the largest independent bookstore in the world, and explore the literary wonders.
Afternoon
Have lunch at The Fireside, a warm and inviting restaurant with a focus on local and seasonal ingredients. Post lunch, immerse yourself in science and technology at the Oregon Museum of Science and Industry (OMSI). Spend the afternoon exploring interactive exhibits and the USS Blueback submarine.
Evening
Enjoy a sophisticated evening at The Solo Club, where you can savor a variety of global wines and unique cocktails. If you're a jazz enthusiast, head to the Jack London Revue for an evening of live jazz music in an intimate setting.
Bedtime
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Historic Salem and Wine Country

Morning
Begin your day with a visit to the Oregon State Capitol in Salem. Take a guided tour of the majestic building and learn about the state's history and government. After the tour, have a delightful breakfast at The Kitchen on Court Street.
Afternoon
Explore the nearby Willamette Valley wine country with a guided wine tour. Visit a few of the region's renowned wineries, such as Willamette Valley Vineyards and Eola Hills Winery, and enjoy tastings of world-class Pinot Noir and other varietals. For lunch, indulge in farm-to-table cuisine at The Crooked House Bistro.
Evening
Return to Salem and take a leisurely stroll through the charming downtown area. For dinner, dine at The Space Concert Club & Steakhouse, where you can enjoy a delicious meal accompanied by live music. After dinner, catch a performance at the historic Elsinore Theatre, known for its beautiful architecture and diverse entertainment.
Bedtime
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Eugene's Outdoor Delights and Culinary Surprises

Morning
Start your day with a hearty breakfast at The Bier Stein, a local favorite known for its extensive beer selection and delicious pub fare. After breakfast, head to the Hendricks Park to explore the beautiful rhododendron garden and take a peaceful morning walk.
Afternoon
Spend the afternoon at the Mount Pisgah Arboretum, where you can enjoy nature trails, a riverfront, and a variety of native plants. For lunch, visit Cafe 440, a casual spot with a focus on fresh, local ingredients and a diverse menu.
Evening
In the evening, experience the vibrant food truck scene at the Saturday Market, where you can find a wide range of international cuisines and local specialties. After dinner, catch a performance at the Hult Center for the Performing Arts, a premier venue for concerts, dance, and theater in Eugene.
Bedtime
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Corvallis' Quaint Charm and Outdoor Escapes

Morning
Begin your day with a visit to the Oregon State University (OSU) campus, known for its beautiful architecture and vibrant student life. Take a self-guided walking tour and explore the historic buildings and lush green spaces. For breakfast, enjoy the cozy atmosphere and delicious pastries at Breadboard Bakery.
Afternoon
After breakfast, head to the nearby Bald Hill Natural Area for a refreshing hike or a leisurely bike ride. The area offers stunning views of the surrounding countryside and is a popular spot for outdoor enthusiasts. For lunch, stop by Block 15 Restaurant & Brewery for a taste of their craft beers and locally sourced dishes.
Evening
Return to downtown Corvallis and take a leisurely stroll along the Riverfront Commemorative Park, where you can enjoy the scenic Willamette River and learn about the area's history. For dinner, indulge in the farm-to-table cuisine at Local Boyz Hawaiian Cafe, known for its fresh flavors and laid-back atmosphere.
Bedtime
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Coastal Wonders and Culinary Delights

Morning
Start your day with a visit to the Oregon Coast Aquarium in Newport. Explore the fascinating marine exhibits and get up close to a variety of sea creatures, including sharks, otters, and jellyfish. After the aquarium, enjoy a hearty breakfast at Georgie's Beachside Grill, where you can dine with a view of the ocean.
Afternoon
Spend the afternoon exploring the stunning Yaquina Head Lighthouse and the surrounding headland. Take a guided tour of the lighthouse and learn about its history, then hike the nearby trails and enjoy the panoramic views of the coastline. For lunch, stop by Mo's Seafood & Chowder, a local institution known for its fresh seafood and famous clam chowder.
Evening
As the sun sets, head to Nye Beach and take a leisurely walk along the sandy shore. Browse the unique shops and art galleries in the area, then settle in for a memorable dinner at Saffron Salmon, where you can savor creative dishes made with local, sustainable ingredients.
Bedtime
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Iconic Landmarks and Coastal Cuisine

Morning
Begin your day with a visit to the world-famous Haystack Rock in Cannon Beach. Explore the tide pools and admire the impressive monolith rising from the ocean. Afterward, enjoy a delicious breakfast at The Wayfarer Restaurant & Lounge, where you can dine with a view of the beach and Haystack Rock.
Afternoon
Spend the afternoon exploring the charming town of Cannon Beach. Visit the Ecola State Park for stunning coastal views and a chance to spot wildlife. For lunch, indulge in fresh, local seafood at Newmans at 988, a fine dining restaurant known for its elegant atmosphere and innovative dishes.
Evening
As the day winds down, relax with a glass of wine at The Wine Shack, a cozy spot with a carefully curated selection of wines from Oregon and beyond. Enjoy the laid-back ambiance and perhaps pick up a bottle to take home as a souvenir of your coastal adventure.
Bedtime
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Culinary Tour and Evening Entertainment

Morning
Conclude your Oregon journey with a guided Portland Guided Delicious Donut Tour with Tastings. Visit some of the city's most famous donut shops and indulge in a variety of sweet treats. After the tour, take a walk through the serene Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan.
Afternoon
For lunch, experience the diverse flavors of the Portland Food Carts of the Eastside and enjoy a meal from one of the many carts offering international cuisine. Afterward, take a self-guided tour of the Pittock Mansion, a historic house museum with beautiful architecture and panoramic views of the city.
Evening
End your trip with a memorable dinner at Le Pigeon, a renowned restaurant known for its innovative French-inspired cuisine. After dinner, catch a performance at the Doug Fir Lounge, a popular music venue with a cozy, cabin-like atmosphere.
Bedtime
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Portland Japanese Garden

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