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4-Day Adventure in Oregon Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Charm

Morning

Start your day with a delightful breakfast at Mother's Bistro & Bar, known for its comfort food and warm atmosphere. Afterward, head to Powell’s City of Books, the largest independent bookstore in the world, where you can easily spend hours browsing through countless books.

Afternoon

For lunch, visit Lardo, a popular spot for delicious sandwiches. Post-lunch, explore the Portland Pearl District, an area filled with art galleries, boutiques, and parks. Don't miss out on the vibrant street art and unique shops.

Evening

Dine at Le Pigeon, an award-winning restaurant offering French-inspired cuisine. After dinner, take a stroll through the Alphabet District, known for its historic homes and lively nightlife.

Bedtime

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Nature and Gardens in Portland

Morning

Begin your day with a coffee from Stumptown Coffee Roasters, a local favorite. Then visit the serene Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan.

Afternoon

Enjoy lunch at Tasty n Alder, which offers a variety of innovative dishes. Afterward, wander through the beautiful International Rose Test Garden located nearby, home to over 10,000 rose bushes.

Evening

For dinner, head to Ox, known for its Argentine-inspired cuisine. End your evening with a visit to the iconic Pittock Mansion for panoramic views of Portland.

Bedtime

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Waterfalls and Scenic Drives

Morning

Drive out to the stunning Columbia River Gorge area and start your day with breakfast at a local café en route. Begin your exploration at Multnomah Falls, one of Oregon's most famous waterfalls.

Afternoon

Have lunch at one of the charming restaurants in Hood River before continuing your journey along the scenic route to visit other waterfalls like Wahkeena Falls and Latourell Falls. Take some time to appreciate nature’s beauty along these trails.

Evening

Dine at a cozy restaurant in Hood River or return to Portland for dinner at Andina, which offers exquisite Peruvian cuisine.

Bedtime

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Coastal Beauty and Adventure

Morning

Head towards Cannon Beach early in the morning. Stop by a quaint café on your way for breakfast before arriving at this picturesque coastal town. Start with exploring the iconic Haystack Rock on Cannon Beach.

Afternoon

Grab lunch at one of Cannon Beach’s seafood restaurants before taking part in an exciting activity such as beachcombing or visiting nearby Ecola State Park for some hiking trails with breathtaking views.

Evening

Enjoy dinner at a local favorite before heading back towards Portland or staying overnight in Cannon Beach if you prefer more time by the coast.

Bedtime

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Adventure in Bend

Morning

Start your day with a hearty breakfast at a local favorite café in Bend. Then, head to the Bend Old Mill District, an area rich with history and filled with shops, galleries, and beautiful river views.

Afternoon

For lunch, visit one of Bend's charming eateries before embarking on an adventure to the Deschutes National Forest. Spend your afternoon hiking or simply enjoying the stunning natural scenery.

Evening

Dine at a highly-rated restaurant in Bend before concluding your day with a visit to the Newberry National Volcanic Monument, where you can witness fascinating geological formations and enjoy stargazing if time permits.

Bedtime

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