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Oregon Adventure - 9 Days

Oregon Adventure - 9 Days Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Charm

Morning
Start your day with a delightful breakfast at Mother's Bistro & Bar. This highly-rated spot is known for its homestyle cooking and comforting dishes that will fuel you for the day ahead. After breakfast, head to Pioneer Square, often referred to as Portland's living room. It's a great place to people-watch and soak in the city's vibe.
Afternoon
For lunch, make your way to Tasty n Alder, a popular spot offering a diverse menu with something for everyone. Post-lunch, visit the Portland Art Museum. Spend a few hours exploring its extensive collection of art from various periods and regions.
Evening
In the evening, enjoy dinner at Le Pigeon, known for its innovative French-inspired cuisine. After dinner, take a leisurely stroll through the Portland Pearl District, where you can explore boutique shops and perhaps enjoy a nightcap at one of the local bars.
Bedtime
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Nature and Gardens in Portland

Morning
Begin your day with coffee and pastries from Stumptown Coffee Roasters, one of Portland's most famous coffee shops. Then head over to the serene Portland Japanese Garden located in Washington Park. The garden is considered one of the most authentic Japanese gardens outside of Japan.
Afternoon
For lunch, visit Screen Door which offers Southern-inspired dishes that are sure to satisfy. Afterward, spend some time at the beautiful International Rose Test Garden, also located in Washington Park. The garden features over 10,000 rose bushes and offers stunning views of downtown Portland.
Evening
Dine at Andina, a Peruvian restaurant known for its vibrant flavors and unique dishes. End your evening with a visit to Powell’s City of Books, one of the largest independent bookstores in the world. You can easily spend hours browsing through their extensive collection.
Bedtime
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Columbia River Gorge Adventure

Morning
Start your day early with breakfast at Pine State Biscuits, where you can enjoy hearty Southern-style biscuits. Then drive out to the stunning Columbia River Gorge. Begin your exploration with a visit to the iconic Multnomah Falls, Oregon’s tallest waterfall.
Afternoon
Have lunch at one of the picnic areas around Multnomah Falls or stop by a local café on your way back from hiking around the falls. Continue exploring by visiting other nearby waterfalls such as Latourell Falls and Wahkeena Falls. Each waterfall offers unique beauty and short hikes that are perfect for an afternoon adventure.
Evening
Return to Portland for dinner at Ox, an Argentine-inspired restaurant known for its grilled meats and seafood. If you're not too tired from your day's adventures, consider visiting one of Portland's many breweries or bars for some evening entertainment.
Bedtime
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Mount Hood Day Trip

Morning
Begin your day with breakfast pastries from Blue Star Donuts, known for their gourmet donuts made from high-quality ingredients. Then set out on a scenic drive towards Mount Hood National Forest.
Afternoon
Arrive at Mount Hood by late morning or early afternoon and have lunch at Timberline Lodge’s Cascade Dining Room which offers stunning views along with delicious food options. Spend your afternoon exploring Mount Hood National Forest (Mt. Hood National Forest), whether it be hiking trails or simply enjoying the natural beauty around you.
Evening
After returning from Mount Hood area back towards Portland area have dinner at restaurant likeNostrana which is well-known Italian eatery offering wood-fired pizzas & housemade pastas . Conclude this adventurous day trip by relaxing back in city hotel or any nearby bar.
Bedtime
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Exploring Bend's Natural Wonders

Morning
Start your day with a hearty breakfast at a local favorite, Pine State Biscuits. After breakfast, head to the Deschutes National Forest. This vast forest offers numerous trails and scenic spots for hiking and nature photography.
Afternoon
For lunch, visit a popular spot in Bend like Jackson's Corner. Afterward, explore the Bend Old Mill District, where you can enjoy shopping, art galleries, and beautiful river views.
Evening
Dine at Ox, known for its Argentine-inspired cuisine. After dinner, take a relaxing walk along the Deschutes River or visit one of Bend's local breweries for a nightcap.
Bedtime
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Discovering Newberry Volcanic Monument

Morning
Stumptown Coffee Roasters is the perfect place to grab your morning coffee before heading out to explore the Newberry National Volcanic Monument. Spend your morning marveling at the unique volcanic landscapes and lava flows.
Afternoon
Tasty n Alder offers a great lunch option with its diverse menu. Post-lunch, continue exploring Newberry by visiting Paulina Lake and East Lake for some light hiking or simply enjoying the serene environment.
Evening
Le Pigeon is an excellent choice for dinner with its innovative French-inspired dishes. End your day with a visit to one of Bend's cozy bars or lounges.
Bedtime
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Cultural Day in Eugene

Morning
Mother's Bistro & Bar is ideal for breakfast before driving to Eugene. Start your exploration in Eugene by visiting the Jordan Schnitzer Museum of Art located on the University of Oregon campus.
Afternoon
Screen Door provides an excellent lunch stop. Afterward, take a stroll through Hendricks Park which features beautiful gardens and walking trails.
Evening
Andina offers vibrant Peruvian cuisine perfect for dinner. Conclude your evening by exploring downtown Eugene’s nightlife or attending a local music event.
Bedtime
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Coastal Adventures in Cannon Beach

Morning
Begin with breakfast at Blue Star Donuts, then drive towards Cannon Beach . VisitCannon Beach early morning when it’s less crowded & enjoy iconic Haystack Rock views .
Afternoon
Have lunch at Ecola Seafoods Restaurant & Market known for fresh seafood options . Post-lunch , explore nearby attractions like Ecola State Park offering stunning coastal vistas & hiking opportunities .
Evening
Dine at The Irish Table offering cozy atmosphere along with delicious meals . Spend evening strolling around quaint town shops or relaxing back at beach watching sunset over Pacific Ocean.
Bedtime
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Wine and Waterfalls in Willamette Valley

Morning
Start your day with a delightful breakfast at Mother's Bistro & Bar before heading out to the picturesque Willamette Valley. Begin your exploration with a visit to the Oregon 2023 Heart of Willamette Winery Pass. Spend your morning touring some of the best wineries in the region, tasting exquisite wines and learning about the winemaking process.
Afternoon
For lunch, stop by a local vineyard restaurant such as The Painted Lady, known for its farm-to-table cuisine. After lunch, take a scenic drive to explore some of the beautiful waterfalls in the area. Visit Latourell Falls and Wahkeena Falls, both offering short hikes and stunning views.
Evening
Conclude your day with dinner at Nostrana, an Italian eatery known for its wood-fired pizzas and housemade pastas. After dinner, relax and reflect on your Oregon adventure with a glass of local wine or craft beer.
Bedtime
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